36 Best Vrbo Vacation Rentals In Key West, Florida - Updated 2024

vrbo key west
Samantha
Samantha 
Contributing Writer
Updated
| 12 min read

Key West is home to the southernmost point in the United States, and it’s a popular vacation destination for those looking to enjoy the island’s many draws. Because this island is so small, it can be hard to find affordable and unique accommodation. Here is a list of different Vrbos in Key West, Florida. There are different amenities and features for all budgets, so there is something unique for every traveler!

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on August 04, 2023.

1. Cozy room rental with a private pool (from USD 99)

Take your special one on a romantic getaway to this cozy room rental located just a few minutes from the beach. This open-plan living space has a queen-size bed, one full bath, and a compact kitchenette with basic tools and appliances to easily prepare delicious meals. There is also a table for two across your bed and a flat-screen TV for your entertainment.

One thing that you will love about this place is the private pool that you can enjoy during your stay. There are also some sun loungers beside where you can relax and get tanned.

Stayed at this property?

287 meters (0.2 ft) from The Hemingway Home and Museum
247 reviews   Wifi Available
studio 2 Guests 0 Bedrooms 1 Bathroom

Accommodates: 2
Minimum Nights: 1
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
it would have been perfect if the wifi was stronger at the pool
you do need to bring your own coffee pool is good for a dip rather than a swim
ken has thought of everything: beach chairs pool towels umbrellas in case it rains and our favorite
Cleanliness:
the room is very clean and has everything you need
the room was clean and ready when we arrived
the place was clean and we could walk to our favorite spots
the room was clean and not too far from the best places in key west
Host:
ken was a great host
ken was very gracious owner and helpful throughout
2 bikes ken is an excellent host and a great communicator
the owner was responsive and accommodating and the property was in a great location
Location:
loved the location of this property
great rental in a great location
perfect location and size especially as we were always out and about
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2. Pet-friendly studio rental with a porch (from USD 198)

Pack your bags and head to this charming studio in Key West to enjoy a sunny getaway. This living space is ideally located close to the beach restaurants, shops, and vibrant nightlife. It houses one king-size bed that sleeps two guests comfortably, a seating area that can also be used for dining, and a kitchen that is complete with modern appliances for you to make delectable meals.

There is also a covered porch with a table for two where you can have morning coffee together or grab some drinks at night. This property allows pets for a fee of 90 USD, so your furry pals can tag along.

Stayed at this property?

248 meters (0.2 ft) from The Hemingway Home and Museum
242 reviews   Wifi Available
studio 2 Guests 0 Bedrooms 1 Bathroom

Accommodates: 2
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 14 days before check-in.

Top guest reviews
Amenities & Room:
The bed was comfortable and the place was just the right size
Pam was easy to contact and provided great advice on places to see and things to do
We brought stuff to cook for some meals and used the kitchen for most breakfasts so we could splurge on lunches and dinners
This cute little place had everything anyone would need while vacationing in Key West
This studio unit is very well appointed with lovely king bed nice bathroom and has fully equipped kitchen
Cleanliness:
Quiet and very clean studio stay
Property is exactly as described
Host:
really all you need Decorated cute and close to many things including Duval St (very close)
The Simonton Studio was absolutely perfect for us
Property manager was very easy to communicate with and very helpful
Walk to Duval Street and all it has to offer Definitely will be back
We stayed in Simonton Studio for our honeymoon and absolutely loved it
Location:
But the LOCATION was perfect Walking distance to just about everything
The location is great for walking or biking everywhere plus is on same street as free bus loop around town Also went to several amazing restaurants in the immediate area for dinner
it did not disappoint Lots to do just walking/biking distance from property- Pam provided tons of info too which was so great
The bikes were a huge plus You could walk or bike anywhere
This was our first time in Key West and this location was perfect and central to everything
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3. Charming retreat with a plunge pool (from USD 560)

This charming home is your gateway to a relaxing getaway in the Keys. It’s great for families or small groups of friends looking for a comfy place to stay close to some major attractions. The renowned Duval Street, for instance, is just within walking distance from the property, and it’s where you can find some of the best shopping, dining, and entertainment spots in the region.

Puerta Coralina, as the property is called, is big enough to accommodate a group of up to six. Interior areas include two bedrooms, a living area, three full baths, a dining area, and a kitchen—all fully furnished and equipped for guest comfort and convenience. The outdoor areas, on the other hand, include a beautiful front porch and a fenced backyard with a furnished deck and a plunge pool.

Stayed at this property?

846 meters (0.6 ft) from The Hemingway Home and Museum
179 reviews  
House 6 Guests 2 Bedrooms 3 Bathrooms

Accommodates: 6
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
pool was warm which was perfect for cooler weather great lounge chairs upstairs and on the back porch
and the back deck and pool were wonderful to return to
great tvs and wifi to enjoy the olympics when we weren’t out and about
we enjoyed its outdoor areas too including the pool patio front porch and upstairs deck
Cleanliness:
great location very clean and plenty of room
Host:
the property manager was responsive quickly to our needs
Location:
centrally located in key west and in easy walking distance of all our favorite spots
it is in a great location if you plan on exploring key west
love this place super quiet neighborhood house is very comfortable
wonder property location and manager was great
Read more reviews

4. Cozy abode with views of Truman Waterfront Park (from USD 440)

Perfect for couples or small groups of friends looking to have a relaxing vacation, this fully furnished home is a comfortable accommodation for Key West visitors. This rental features a private balcony that provides a stunning view of Truman Waterfront Park. It can comfortably sleep up to four people via its two bright and spacious bedrooms. The kitchen comes with all the essentials to ensure easy food preparation.

Its location is also great as you’re a short stroll away from Duval Street, the world-famous commercial area where you can find lots of dining, shopping, and entertainment hubs. Fort Zachary Taylor Historic State Park Beach is also just a few minutes away by foot or bike, providing easy access to beautiful sceneries and lots of outdoor recreation.

Stayed at this property?

516 meters (0.4 ft) from The Hemingway Home and Museum
128 reviews   Wifi Available
condo 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
the bedrooms had mirror sliding doors
The kitchen had everything we needed
We did take Lyft one night for our anniversary because it was so hot and humid
The plants and flowers in the courtyard are beautiful and makes you feel like you are secluded
Condo was immaculate Washer and Dryer in condo and easy to use Fastest Wifi
Cleanliness:
It was decorated very nicely and very comfortable
The house was very nicely decorated and included everything we needed
The common pool was heated in Dec which was great
It is very comfortable and clean
location is great rental is clean and comfortable and enjoyed the pool
Host:
We were super close to Duval street with all the good attractions
was very easy to help and answered any questions we had One suggestion--move the bathroom mirror down some It works for tall people but not for us petite ones
The pool is was very nice and refreshing
Everyone we talked to in the community was very friendly
Highly recommend this rental Unit was very clean well stocked
Location:
It is within a few blocks of Duval Street where a lot of restaurants shopping and bars are
You can walk to shops restaurants and of course the bars
Very close walk to everything while still far enough for peace and quietness
there was a playground 3 min away and Duval street is only a few blocks away
Condo is close to everthing we walked 95 percent of the time
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5. Lovely paradise with a private pool (from 880 USD)

This lovely home is named after Ernest Hemmingway’s fishing boat “Pilar,” and it truly is a secret paradise. With three bedrooms and three bathrooms, it’s great for families and large groups. The living room has wide doors opening to the beautifully decorated backyard. There is a private pool, hammock, and outdoor seating perfect for entertaining guests. Though located in a quiet gated community, this house is within walking distance of Duval Street and other attractions.

Pilar's Secret

Price: from 880 USD

Number of Guests: 8

Stayed at this property?

6. Colorful oasis with a lazy river pool (from USD 400)

This home is picturesque Key West style, and its bright colors are perfect for a happy vacation in this island paradise! This house even has its own heated lazy river pool for relaxing! The Old Town Key West enchanting garden home is located in one of the last remaining authentic Old Key West neighborhoods, and it’s walking distance from the Hemmingway House and Duval Street. Live like a local in this charming Key West vacation rental.

Stayed at this property?

134 meters (440.4 ft) from The Hemingway Home and Museum
32 reviews   Wifi Available
House 4 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 4
Minimum Nights: 28
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
what a delightful bungalow full of old world charm but with modern plumbing and wifi and comfy new beds
at night the lit pool was relaxing and serene
Host:
susan is a super host
once you meet your host susan you will fall in love with her
she is very accommodating quick to respond and simply a delight to work with
we quickly fell in love with john's bungalow and the owners (susan and bruce)
we can't say enough about the owners susan and bruce who now are dear friends of ours
Location:
the location is fantastic
the property is centrally located within walking distance of all of old town restaurants and entertainment
i love this spot great things to walk / ride bikes to nearby
this is a wonderful home located on a quiet street near all the excitement of key west
it was close to many attractions and restaurants yet very quite for some down time
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7. Stylish hideaway with a backyard (from USD 150)

This Old Key West style conch house has shining reviews and promises to be the perfect getaway location. With a stunning backyard featuring a large private pool, this house is a bargain find. Located only a block from Duval Street and within walking distance of the Hemmingway House, it would be hard to find a better place to stay on the island.

Stayed at this property?
Key West, FL, US
134 meters (440.4 ft) from The Hemingway Home and Museum
30 reviews  
House 6 Guests 3 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
the place was great with a very private pool area in the rear
Cleanliness:
the house is clean the pool is beautiful
the inside is quaint and clean the pool is absolutely fabulous and the rooms are private
tree tops is adorable clean exactly as pictured and decorated with local art work
Host:
owner was very helpful
the owners and neighbors greeted us and made us feel so welcome
the property is one of a kind and sheryl is great to work with
sheryl was extremely helpful and easy to work with
Location:
the neighborhood is very quiet and easy walking distance from duval st
it is in the best location and has everything you need for the perfect key west location
great location and perfect for a group
the location is one of the best and easy walking to duval and many great resturants
the place is a little piece of paradise inside of paradise
Read more reviews

8. Beach-themed condo with a shared pool access (from USD 660)

This two-bedroom condo is an ideal stay for a family of six and is just a few steps from Ernest Hemingway Home and Museum and Duval Square Mall. When you enter the living room, you’ll be greeted by the cutest beach-themed decor and furniture. Slowly sip on your coffee and take in the view from the deck. The rental comes with central air conditioning, a flatscreen television, and free Wi-Fi. You could also swim a few laps at the shared pool and have a picnic with your loved ones at the gazebo!

Stayed at this property?

259 meters (0.2 ft) from The Hemingway Home and Museum
227 reviews  
condo 6 Guests 2 Bedrooms 3 Bathrooms

Accommodates: 6
Minimum Nights: 1
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
pool is shallow but great for a hour or two rest in the afternoon
Cleanliness:
very clean and lots of space
property was clean and well maintained including the pool
home was clean and well furnished
great accommodations unit was exceptionally clean
the townhouse was clean with very comfortable beds
Host:
we enjoyed the propertyand the staff are all friendly
Location:
location is good being fairly central making everything within walking distance
great location on duval street
walking distance to major attractions
located in a great location we felt safe and secure in this comfortable town home
perfect location very secure and a wonderful place to stay
Read more reviews

9. Unique houseboat best for couples (from 180 USD)

There are perks to vacationing on a small island, like being able to stay on a one of a kind houseboat. The Stock Island Marina houseboat is a one bedroom one bath condo, perfect for couples or small families looking for a unique way to stay on Key West. There is also an on-site restaurant and a complimentary shuttle service to downtown available for all guests.

Stock Island Marina houseboat

Price: from 180 USD

Number of Guests: 2

Stayed at this property?

10. Well-located haven with oceanfront views

In case you wish to escape from the busyness of Key West, Oceana Vista offers you a reprieve from the comfort of Bay Point. Bay Point is a short 10 miles (16 km) north of Key West and offers peaceful island life. This Oceana Vista rental allows you your own slice of paradise, with 1.5 acres (0.6 hectares) of beachfront views.

Oceana Vista

Price: Depends on dates

Number of Guests: 10

Stayed at this property?

11. Old Town luxurious abode with a private heated pool (from USD 786)

If you’re traveling with a large group and need a lot of space, this Old Town luxurious home is a great find. With four bedrooms and three bathrooms, this large home will fit up to eight people! There is a private heated pool in the backyard, and it is within easy walking distance of all the best attractions like the beach and Duval Street.

Stayed at this property?

614 meters (0.4 ft) from The Hemingway Home and Museum
138 reviews   Wifi Available
townhome 8 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 8
Minimum Nights: 1
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
plenty of space at the dining table and the towel supply was great too
very comfortable for 3 couples
Cleanliness:
close to everything very clean bright and airy
Host:
owners were easy to reach by messaging through the vrbo app
allison was very responsive to questions
home owner found this property available for us the staff at compass realty was accommodating helpful and friendly
she was always very responsive and timely in getting back to us with any questions we might have
Location:
pool onsite was great perfect location close to duval and many attractions
great location nicely suited for families with children
easy walk to state park for great sunset viewing
this townhome is located very close to duval street and many local attractions in key west
such a great location- private pool - close to duval- comfortable bed- everything you need and more
Read more reviews

12. Victorian condo with city views (from 180 USD)

Located in a turn of the century Victorian Condo dating back to 1868, this condo in the heart of Old Town Key West is an amazing find. With the ability to sleep four, enjoy the luxury of being close to everything. This condo also has a beautiful wrap around outdoor porch for quiet nights overlooking the city.

The Coral Condo

Price: from 180 USD

Number of Guests: 4

Stayed at this property?

13. Deluxe sanctuary with a pool and a waterfall (from USD 1151)

This vacation rental is the epitome of Key West living. Tucked away in a quiet neighborhood not too far from the busy Duval Street, this home promises an authentic local experience. The living room has a beautiful view of the outdoor space, complete with a waterfall into the pool and an outdoor shower. Experience Key West as a local in the Southard Comfort.

Stayed at this property?

1.14 km (0.8 mi) from The Hemingway Home and Museum
143 reviews   Wifi Available
House 6 Guests 3 Bedrooms 3 Bathrooms

Accommodates: 6
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 61 days before check-in.

Top guest reviews
Host:
we met the owner who was so friendly and accomodating
rating details:the property manager was very helpful
rating details:the property manager was very helpful
rating details:the property manager was very helpful
they were very helpful with checking in and making sure we were ok over our stay
Location:
location was superb as well
easy access to the free duval loop bus was a plus
plenty of room for six adults and the location made for an easy walk to duval street
the house was in a good location and was as pictured
perfect location and very quiet and relaxing after being in main section of town
Read more reviews

14. Top-floor condo with ocean views (from USD 542)

This spectacular penthouse condo, also known as Paradise Found, sits on the topmost floor of a residential building. It’s newly renovated and can comfortably accommodate up to six guests! Enjoy the spacious and comfortable bedrooms at this flamingo-colored condo, which is just a few steps from the waves and fine sands of Smathers Beach. Paradise Found’s close proximity to all that Key West has to offer makes it one of the most sought-after rentals in the area. Book your stay now.

Stayed at this property?

2.38 km (1.5 mi) from The Hemingway Home and Museum
231 reviews   Wifi Available
condo 6 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 6
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
nice view of ocean and pool from large balcony
the wall unit in the living room was our favorite
the pool and hot tub are amazing
our family loved the condo the pool was beautiful and the grounds of the property were gorgeous
Cleanliness:
condo was spacious and clean
clean up to date and safe
condo was very clean with everything you need for an enjoyable vacation
location was great condo clean and quiet
pool is amazing hot tub was always clean and working properly
Host:
a site map would be very helpful
Location:
just gorgeous comfy well maintained and the perfect location
the location view pool and property maintenance and security are great
Read more reviews

15. The Conch Farmhouse (from USD 389)

If you’re looking for style and a great location, look no further than this recently renovated Conch Farmhouse vacation rental in Key West, FL. This house has two beds and one bath and is only a two-minute bike ride from the beach! In addition, this Key West vacation home rental is centrally located near Duval Street and some of the best attractions, so you don’t have to worry about driving!

Stayed at this property?

431 meters (0.3 ft) from The Hemingway Home and Museum
120 reviews   Wifi Available
condo 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
also the ceiling fan in the four poster bedroom is off balance and makes noise when turned on
we had to choose to omit the fan and sleep in an 80 degree room
fabulous location clean and modern fully equipped from kitchen gear to beach chairs
charming very much so not practical when you would like bathroom privacy
Cleanliness:
the place was clean and modern
the place was very clean and organized
location was great condo and grounds were very clean and quiet
property is attractive very clean well supplied and conveniently located
the home was immaculately clean very inviting and relaxing
Host:
the owner was wonderful with timely responses to a few questions we had
the owner was so accessible and helpful
the owner did a fantastic job with communication and directions for parking etc
Location:
awsome condo in a great location
very beautiful condo in a great location
the location was perfect within walking distance to duval restaurants “ft
first the location was the best - convenient to old town and the amphitheater
everything one needs close to duval and interesting attractions but insulated from noise and traffic
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16. Beautiful tropical house in Casa Cay West (from USD 499)

This stunning home away from home is located in a newly built gated estate near all the highlights that Key West has to offer. The home has been completely remodeled and features three spacious bedrooms that can sleep up to eight guests. On the ground floor, you will find the living area and dining room which leads to the open kitchen that boasts oak cabinets. From the second floor, you will get views of the landscaped garden and outdoor swimming pool with a tropical feel to it.

Stayed at this property?

6.76 km (4.2 mi) from The Hemingway Home and Museum
344 reviews   Wifi Available
House 8 Guests 3 Bedrooms 3 Bathrooms

Accommodates: 8
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
The owners have anticipated every need and equipped the condo accordingly
There was plenty of space to accommodate 3 couples
There was plenty of room for 3 couples with outdoor space to enjoy morning coffee
3 couple went to Key West to celebrate a 50th birthday
Would have been more convenient if one of the rooms had two twin beds instead of a king bed Generally liked the place and would recommend to others - Thanks
Cleanliness:
and it was so incredibly clean
Close to Duval clean and adorable house
new in perfect condition Clean and well furnished
Host:
Judy and her family very welcoming and helpful with anything needed
Judy was a great host
Judy was wonderful to work with and made sure check-in and out was easy for us
answered all of our questions and was always just a text away
owner went over and retrievedthe ring great help
Location:
We got carry outs from pizza place and bakery that were across the street
jet skiing and swimming at the beach during the day Returning to relax at the pool play cards and nap in the late afternoon
It was a lovely place with lots of room
The location was close to everything you would want and an easy entrance and exit
Nice property with no surprises Lost power one day for a short time - no big deal
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17. Stylish studio in a central location (from USD 225)

This strategically located home is near all the action in the area. This studio is great for solo travelers and couples looking to live like a local while enjoying all the highlights of Key West. There is a queen-size bed, kitchenette, a small breakfast table for two people, and a separate bathroom. You will be one block away from Duval and downstairs there is a Duffy’s and Pisces restaurant.

Stayed at this property?

278 meters (0.2 ft) from The Hemingway Home and Museum
120 reviews   Wifi Available
Apartment 2 Guests 0 Bedrooms 1 Bathroom

Accommodates: 2
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
remove the table & bench
The air handler is in the closet - which is right next to the bed
No place to sit and watch tv comfortably without laying in the bed
Also the AC has no control over the fan speed
and there is nothing that could be done to improve
Cleanliness:
It was very clean and absolutely adorable
It was clean and had everything we needed
It looks identical to the picture and was extremely clean
tools- plenty of pots and pans and plates and so forth
Property was clean centrally located and had everything we needed for a happy honeymoon
Host:
Eric was very quick to respond with any questions Very close to duval and other great restaurants bars and shops I would highly recommend and will definitely be back
We contacted the property manager about the ac-
Concierge service was also very helpful and booked us some great dinners
We came during the week and have no problem finding parking
The rental agency was great
Location:
Cosy and folly equiped Perfectly located at one street from Duval street
If you are looking for a great location and price - this is it Takes only a few minutes to walk to Duval and Mallory Square
but that seems to be the city in general
but it was not idea
it was just a little bit of a bummer for us
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18. Sunset and oceanview apartment (from USD 250)

Come and enjoy amazing sunsets over the deep blue ocean water while sipping on a sundowner on your private viewing space. This property is located in a quiet neighborhood a few blocks away from the busy Duval street. There are two spacious bedrooms and one bathroom accommodating a total of four guests. This is a great space for a small family. There are two bicycles available for guests to use, free Wifi and a large outdoor communal swimming pool in the compound.

Stayed at this property?

523 meters (0.4 ft) from The Hemingway Home and Museum
208 reviews   Wifi Available
condo 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
The bikes came in very handy
everything was to die for
Susan has everything that you need in the condo
The kids think they need to be included again as well
The place was just as she described close enuff to everything
Cleanliness:
very clean and well appointed
It was very clean and cozy
Condo was nicely furnished and clean
Host:
Susan could not have been more accommodating as a host Very responsive and cheerful
All in all a good experience and nice condo with all amenities
and we felt like she truly cared about us having a great vacation
Really we cannot say enough about how much Bruce and Susan and their lovely condo made us feel right at home
You both are great people
Location:
Bikes park pass location privacy
quiet but only blocks from Duval Great proximity to Santiago's Bodega a first class tapas restaurant in Bahama Village and
Also try Prana Spa for a wonderful massage Flamming Bouy for lobster mac and cheese Nachos at the Rum Barrel and of course the sunset at Mallory Square
In addition the bikes were great
We used the park pass daily sometimes 2 or 3 times
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19. Luxury home in Coral Hammock (from USD 154)

This property is great for family travelers who are looking for a community resort-style home. This estate houses a number of holiday homes that are suitable for groups and families. This home features a gourmet kitchen and there are three bedrooms and three bathrooms. Leading out of the bedrooms on the second floor you will have your own private balcony and a front porch and deck on the lower floor. Kids will love spending time at the shared swimming pool within the estate.

Stayed at this property?

6.81 km (4.3 mi) from The Hemingway Home and Museum
203 reviews  
townhome 6 Guests 3 Bedrooms 3 Bathrooms

Accommodates: 6
Minimum Nights: 28
Refund Policy :

Top guest reviews
Amenities & Room:
the condo was wonderful
plenty of cooking supplies, it had soaps and towels all hotel quality
beautiful townhome, each bedroom feels as if you have your own suite
unit had no kitchen perks like oil, seasonings, foil, cling wrap, etc
the facility was quiet and secure
Cleanliness:
very clean place
the property was in great condition and was very comfortable
the vacation rental was very clean
the property was very nice, clean with everything we needed in it
unit was clean and adequately appointed
Host:
the owner was very friendly and helped us with anything we needed
rating details:the property manager was adequately helpful
we can not wait to go back
he also recommend things for us to do
rating details:the property manager was very helpful
Location:
anyway, to my surprise, i loved the stock island gated community location
the condo is in a great location
no issues parking
been back about 40 times since, stayed pretty much everywhere
awesome imported sand
Read more reviews

20. Waterfront home at Paradise Harbor (from USD 1482)

This luxurious five-bedroom home boasting magnificent water views is the epitome of fine living. The home is located on the water’s edge and boasts a garage fit for two vehicles and covered dining area overlooking the stunning private swimming pool on the ground floor. There is also a boat launch space and amazing tropical garden area. Inside, there is a gourmet kitchen and a full entertainment area that includes a lounge and dining area. The in-house elevator takes you to the upper level of the home. This property is great for those looking to impress a group of friends and effortlessly entertain them in this home that sleeps 14 people.

Stayed at this property?
Key West, Florida, United States
1.58 km (1.0 mi) from The Hemingway Home and Museum
PRIVATE VACATION HOME 14 Guests 5 Bedrooms 4 Bathrooms

Top guest reviews
Amenities & Room:
There is more than enough room to accommodate a large number of guests
Big town home with lots of room for plenty of people
Right on the water for easy docking
The pictures don't do it justice
You will need to Uber or drive to town or the beaches
Cleanliness:
It was very clean and Shel
The house is very nicely decorated clean and maintained
and you can't beat the location
The house was super clean and very roomy and nice
we're very pleased with everything
Host:
He greeted us at the house and gave us a tour
He made us feel welcome and provided very helpful information
the concierge was very helpful and friendly
Last Key did help us solve the problem and gave us a small credit
Shel was there to greet us upon arrival and was available whenever we needed
Location:
they are about 7 minutes away
so we had to move into a replacement house for one night but
Last Key gave me a nice place at a decent price
a pool that we got plenty use of Would highly recommend this place for a larger group Great location and stunning house
We've stayed at this house many many times and everything was perfect as usual
Read more reviews

21. Lovely unit with a shared pool (from USD 319)

Spend your vacation days in one of the units of Shipyard Condominiums. Only two blocks from Duval Street and the major Old Town Key West attractions, the property never runs out of nearby things to do when you’re exploring the district. Even the beach is within walking distance, so get your swimwear ready.

The unit has a cozy living room with comfy seating and large flat-screen TV so you can watch a blockbuster film in style. The private bedroom is equally comfortable with its snug bed and own flat-screen TV. Do you prefer homecooked meals on most days of your vacation? The galley-type kitchen is sure to be a dependable corner for that as it is equipped with essentials. Your booking also provides you access to a shared pool and an off-street parking space.

Stayed at this property?

452 meters (0.3 ft) from The Hemingway Home and Museum
25 reviews  
condo 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Cleanliness:
unit could use a deep clean
nice apartment clean unit quiet
the unit itself was very clean well furnished and very quiet
the apartment was clean and furnished with everything we needed
the condo was perfect---clean comfortable stylish and has everything you need
Host:
rating details: the property manager was more than helpful
Location:
enjoyed the location and ability to walk everywhere
we really enjoyed being close to everything
lovely condo in a perfect location with everything we needed plus beautiful wood cabinetry
we love the location to restaurants duval and our other favorite places
i was very happy with the location
Read more reviews

22. Spacious vacation home along Admiral's Lane (from USD 370)

For those who want a spacious vacation home for up to four guests, this two-story home in the prestigious Admiral’s Lane neighborhood definitely fits the bill. The bright and breezy home features an open layout main floor showcasing a comfy living area, a six-seater dining table, and a well-equipped kitchen space. Free wifi and a cable TV are also included for an entertaining stay. Through the French doors, you’ll be greeted by a large private deck that offers plenty of space to unwind and enjoy a casual meal. The second level houses the two gorgeous bedrooms fitted with plush beds.

For some basking under the sun, you can enjoy the nearby community pool or walk to the pristine beach for a dose of sand and coast. When booking, note that the property has a seven-night minimum stay policy.

Stayed at this property?

763 meters (0.5 ft) from The Hemingway Home and Museum
27 reviews   Wifi Available
House 4 Guests 2 Bedrooms 3 Bathrooms

Accommodates: 4
Minimum Nights: 7
Refund Policy :

Top guest reviews
Cleanliness:
every part of the property was very clean and well kept
the vacation rental was very clean
the home was clean and well kept
Host:
rating details: the property manager was very helpful
rating details: the property manager was very helpful
rating details: the property manager was very helpful
rating details: the property manager was very helpful
rating details: the property manager was very helpful
Location:
great location and lovely property
beautiful neighborhood and great location
property was perfect the location was great
the location was perfect for walking to duval st
the location is perfect for walking and bike riding the pool is very close by and clean
Read more reviews

23. Vibrant vacation home for four (from USD 350)

You’ll definitely want to explore the locality when you take refuge in this condo unit located two blocks from the hotspots in Old Town Key West and Duval Street. Take a day out and stroll around shops and museums then taste the local cuisine in the great restaurants. You can also embark on the nearby beach and soak up the sun.

Stepping into the place, you’ll be welcomed by a gorgeous deck perfect for hanging out or alfresco dining. Indoors, the vibrant living room looks cozy with its plush sofa and a flat-screen TV. Free wifi is on-hand to keep your devices efficient. It also highlights a well-equipped kitchen for your skillful cooking and two comfy bedrooms for recharging overnight. Those who plan to rent for at least 28 days can be allowed to stay with their pets.

Stayed at this property?

479 meters (0.3 ft) from The Hemingway Home and Museum
12 reviews   Wifi Available
condo 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Cleanliness:
the condo was clean and looks like the decor was recently updated
Location:
such a pretty area and so quiet despite being so close to everything
great location quiet clean with a nice pool
Read more reviews

24. Cozy two-level retreat in the Southard Court area (from USD 329)

Have an easy-going getaway in Key West with a stay at this two-level home nestled in the Southard Court area of Truman Annex. Its first floor features an open concept interior comprising the living space with a large TV, a dining table for six, and an equipped kitchen for all your cooking sprees. The living room also extends to a back deck where you can do the outdoor grilling. Make your way to the two bedrooms tucked upstairs when capping the night off.

Staying here also means having to enjoy a shared pool right in front of the property. If you plan to arrive by car, you’ll get one parking space reserved for your vehicle. Be aware that you have to stay for at least seven days to be able to book the unit.

Stayed at this property?

484 meters (0.4 ft) from The Hemingway Home and Museum
22 reviews  
townhome 5 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 5
Minimum Nights: 7
Refund Policy :

Top guest reviews
Cleanliness:
other than that the condo was clean comfortable and well stocked
not to mention the character of the condo and how clean it was
Host:
the staff was wonderful; very helpful and friendly
rating details: the property manager was very helpful
rating details: the property manager was very helpful
rating details: the property manager was very helpful
rating details: the property manager was very helpful
Location:
i loved the location to duval and also the location to the pool
perfect location for beach and town exploring
loved being near fort zach state park
great location secure and quiet yet close to all the action on duval street
great location walkable to all things key west
Read more reviews

25. Oceanfront penthouse with a patio (from USD 789)

Boasting of a wonderful uninterrupted view of the gulf and the docked cruise ship, featuring luxurious and elegant interior design and modern pieces of furniture and appliances, Gulfside Vistas is a stylish and relaxing place to stay in Truman Annex. This Vrbo accommodation rental houses two cozy bedrooms with spacious wardrobes and three lovely private bathrooms, ideal for six people. Aside from that, the lounge area is so relaxing that you would just want to lie all day. There is also a modern and fully equipped kitchen and a dining area in a mini bar type setting. A patio is right outside the penthouse where you can have quality time in and sip cocktails as you watch the beautiful sunset.

Stayed at this property?

860 meters (0.6 ft) from The Hemingway Home and Museum
85 reviews  
condo 6 Guests 2 Bedrooms 3 Bathrooms

Accommodates: 6
Minimum Nights: 6
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
The condo is in need of repairs
There are two bedrooms one with twin beds and each bedroom has its own bathroom (the one for the kids room is in the hall right outside the bedroom door)
The concierge service was helpful Sam
The kitchen was well stocked in dishes pans
There is also another powder room and a laundry room
Cleanliness:
Pool clean and very quiet pool area
The property was clean and well appointed
I can't say enough about Key West
Property was clean and close to walking distanc to attractions and main strip- Duval Street
Host:
He was also there to help with an easy departure
He was always quick to respond to texted messages regarding questions and needs while at the property
he met us upon arrival to greet
rep met us at the property and was great Excellent recommendations for food
the contact person is great
Location:
Last Key Realty provided SUPERIOR customer service
Tucked inside Truman Annex in a gated community sits this amazing vacation condo
Views are magnificent from every room in the condo Close to Duval and Mallory Square for nightlife but peaceful and quiet within the complex Close to Fort Zachary for swimming every day in the...
The property and location felt posh - not what we usually rent Shel from Last Key Realty
Close proximity to restaurants and attractions but the neighborhood (Truman Annex) is quiet
Read more reviews

26. Fabulous stay in a gated community (from USD 501)

Situated in a prestigious gated community in Key West, nesting in the Foundry, this stylish Vrbo accommodation will make your Truman Annex vacation more lovely and delightful. Its location is ideal for tourists as it is proximate to the popular Duval Street, Mallory Square, and other city destinations. It can accommodate up to six guests, featuring two lovely bedrooms and three private bathrooms. The furnishing is very cool and airy which makes it more relaxing for the guests. It showcases a high ceiling that makes the place well lit and ventilated. Plus, the lounge area makes you feel at home. Also, included in this accommodation is a fully equipped kitchen and a spacious dining area.

Stayed at this property?

758 meters (0.5 ft) from The Hemingway Home and Museum
93 reviews  
townhome 6 Guests 2 Bedrooms 3 Bathrooms

Accommodates: 6
Minimum Nights: 6
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
the bed in the master bedroom was a sleeper's bed
plenty of towels pillows blankets beach towels and chairs and a well equipped kitchen
I also wish there were overhead lights in the bedrooms
He likes it cold at night
The only thing we missed was music by the pool
Cleanliness:
The washer and dryer was used often it eliminated over packing
Very clean nice and close to everything
The property was clean and well maintained Just about everything we needed was available for our use:
Villa Bahama was well appointed clean and a beautiful town home
Host:
He was there to get us settled in and show us where everything was stored even gave
Very helpful friendly and quick to respond when we had any questions or concerns
They were super responsive to any issues and their Concierge Service
The concierge service helped us find the best day trips and were there for any and all questions
He helped us with picking the best places to eat and visit
Location:
Truman Annex was within walking/biking distance to everything
The instant we walked into the property
It's in a quite community but a stone's throw away from Duval Street and the wharf area
It really has the Key West feel There is a note on the thermostat to not set it below 70
The property had everything we needed making it convenient for families that travel from afar
Read more reviews

27. Charming Vrbo accommodation (from USD 326)

This charming fully furnished accommodation in Truman Annex is the perfect spot for tourists as it is close to the city’s landmarks, restaurants, cafes, retail shops, and other tourist destinations. Plus, going home to this Vrbo accommodation will always be exciting as it is relaxing and has a homey ambiance. It features a simple, chic, and modern interior design style and well-curated decors and furniture. It houses two lovely bedrooms and three charming private bathrooms. Plus, there is a cute little dining area with a fully equipped kitchen. Their rooms even have a patio where you can bask in the morning sunlight or have some quality time in drinking coffee. On top of that, it is within a short distance walk from the beaches and the state park.

Stayed at this property?

753 meters (0.5 ft) from The Hemingway Home and Museum
61 reviews  
condo 6 Guests 2 Bedrooms 3 Bathrooms

Accommodates: 6
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 91 days before check-in.

Top guest reviews
Amenities & Room:
The townhouse was as depicted in the description and pictures
The only floor with window or door screens was the top floor
There is a problem with the air conditioning
The kitchen is somewhat under equipped and guest bedroom could use better lighting (as per the boys) Would stay at property again over all satisfied
The outdoor furniture comprised of two small rusted chairs a rusted bistro table and two beatup Adirondack chairs that were very uncomfortable
Cleanliness:
The house was clean and well equipped
It was very clean and comfortable
The vacation rental was very clean
The vacation rental was very clean
The vacation rental was very clean
Host:
They responded quickly to fix and took care of us
Great booking experience and useful app added to make our stay very enjoyable
I was very happy with the location
I was very happy with the location
I was very happy with the location
Location:
Great place in a great location
It is in a lovely location
I recommend this vacation rental Reviewer Comments:Very quite area but within 10 minutes walk from main street with restaurants and bars
It was very tranquil but was walking distance to Mallory Square and Duval Street
A couple of blocks to Mallory Square a couple of blocks to our favorite bars on
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28. Stylish townhouse with a pool (from USD 342)

Featuring a stylish, fully furnished home, this rental is like a home away. It exudes a relaxing ambiance, and it has amazing amenities that will make your stay worthwhile. It features two comfortable bedrooms, three bathrooms, a spacious and cozy lounge area, a fully equipped kitchen, a lovely dining area, and a patio. Aside from that, this location is perfect for tourists who like city tours and lovely walks as it is close to the popular landmarks in the area. This accommodation also has wifi access, a flat-screen television, and basic essentials are provided to guests.

Stayed at this property?

779 meters (0.5 ft) from The Hemingway Home and Museum
37 reviews   Wifi Available
townhome 6 Guests 2 Bedrooms 3 Bathrooms

Accommodates: 6
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
the first floor has a nice and comfortable living room area, featuring plenty of comfortable chairs and a large screen tv
loved the bedrooms with their own bathrooms
the pool is small but adaquate for cooling off on hot days
the condo was very spacious and had all the amenities we needed
there were also towels for use at the pool
Cleanliness:
the unit was very clean and extremely comfortable
it was very clean and decorated so cute
clean, quiet and perfect for us
very clean
location is everything and the truman annex is the place to be
Host:
they made sure we had information about the property and the surrounding area to feel at home
we have been going to key west for 18 years and have rented in the truman annex 13 times
very easy checkin/checkout and randy was very responsive when we pointed out a very small problem that needed to be fixed
we rented truman annex foundry #14 and loved every minute of it
no matter the time coming home we always felt safe within truman annex
Location:
beach is also a quick bike ride away
close enough to walk to everything
great house in a great location
i loved the location everything was within walking distance
only a few minutes to mallory square or zachary taylor state park
Read more reviews

29. Classic condo with a shared swimming pool (from USD 878)

Located within a short distance from the city’s top tourist destinations, this stylish condo unit is like a homey nest after a busy day touring the city. It is fully furnished, with fabulous interior design, has lovely amenities, and exudes a relaxing and peaceful ambiance. This Vrbo accommodation is ideal for four guests as it has two cozy bedrooms and three charming bathrooms. There is also a fully equipped kitchen with a dining area where guests can prepare their meals. Basic essentials are also provided to guests for added convenience.

Stayed at this property?

770 meters (0.5 ft) from The Hemingway Home and Museum
24 reviews  
condo 4 Guests 2 Bedrooms 3 Bathrooms

Accommodates: 4
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Cleanliness:
Next to everything Very clean and modern
Very well decorated and very clean
Host:
but away from the hustle-and-bustle of Duval Street Very cute and well furnished
Location:
Great location walking distance to everything
Moved to this property due to Irma Loved the property and great location
We loved it and the location was great
Loved the location and the decor
We had the best time in this lovely house Location is perfect you can walk everywhere
Read more reviews

30. Spacious accommodation for four (from USD 475)

If you are looking for a place to stay in Truman Annex, this lovely townhouse can accommodate up to four guests. It is fully furnished, well equipped with fantastic amenities, and exudes a home away from home kind of ambiance. Including two cozy bedrooms, three private bathrooms, a comfy lounge, fully equipped kitchen, and dining space, coming home to this wonderful home after a busy day at the town center will always be a delight. Aside from that, it is located in one of the most prestigious neighborhoods in Truman Annex. The surrounding area of this accommodation is a tourist destination in itself, picture perfect, exquisitely landscaped, and has park-like features.

Stayed at this property?
key west, fl, US
749 meters (0.5 ft) from The Hemingway Home and Museum
65 reviews  
townhome 4 Guests 2 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
the mattress is extremely comfortable
we loved the side courtyard and had breakfast there every morning
Cleanliness:
the house itself was very clean and well appointed
townhouse exactly as described & true to photographs; exceptionally clean & well stocked
unit is nicely decorated and very clean
the condo is clean and spacious with comfortable furniture
it's extremely spacious and clean
Host:
mike the owner is great to work with
Location:
the location is perfect
the location was within easy walking distance to restaurants shopping groceries and points of interest
superior location & very safe area
great property with a great location
it's an easy walk to duval and all of our favorite spots
Read more reviews

31. Classic condo in Key West's Truman Annex (from USD 269)

If you’re all about the interiors, this classic condominium unit in Key West’s Truman Annex is sure to make it on your list. This unit is quiet yet its colors are loud and will make you feel like you just traveled back in time. With one bedroom and one bathroom, it can accommodate two people. Although there is a minimum stay of seven nights, you won’t even notice as there’s plenty of action from the block on Duval Street. You can also use their bicycles to get around the area for those who are tired of walking.

Stayed at this property?

482 meters (0.3 ft) from The Hemingway Home and Museum
223 reviews   Wifi Available
condo 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
nice furniture and updated bathroom/shower
full kitchen laundry cable tv
The apartment is actually larger and more spacious than it appears in the photos with great amenities: keyless entry
The bikes that were included with the condo came in very handy
The deck and pool provided hours of relaxation
Cleanliness:
The condo was very clean and tidy
Host:
the owner sent perfect directions and had a very simple set up to get into the unit even with our late arrival
and she did a wonderful job-again
Susan is wonderful and is always available for any questions or concerns that may arise
What a great location Susan was very helpful
Unit was close to swimming pool which was nice
Location:
Mallory Square is also within walking distance
The condo itself has a great location
The condo is located in a very quiet community just away from the hustle and bustle of KW yet easily within walking distance
It is within walking distance of so much Only two blocks to Duval Street
It's a dessert restaurant that is very fun and romantic
Read more reviews

32. Condo close to the beach (from USD 300)

Beach lovers are going to love this condominium unit exactly near the beach. The Conch Retreat Condominium is a luxurious building located in the heart and center of Old Town that everything is conveniently near. Guests won’t ever get tired of exploring and walking along the historic district with plenty to see and do. But if they do get tired, they can always use the bikes provided by the property. This accommodation can fit up to four people in two bedrooms and one private bathroom.

Stayed at this property?

443 meters (0.3 ft) from The Hemingway Home and Museum
159 reviews   Wifi Available
condo 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
The condo pool was warm and there was plenty of lounge chairs
The grounds are meticulously cared for; sitting on the back deck is like visiting a jungle
The condo was very clean with sufficient space for 4 people
You don't need to rent a car
The kitchen was fully equipped and we did cook a number of meals in the condo really convenient to the grocery store
Cleanliness:
The condo is large clean and very comfortable
It is so clean and comfortable
Host:
Jean and Lowell for being so great to work with
They keep up on what is going on in the community and participate in local meetings to make sure that they let their guest be aware of events taking place
If you want to know about the island ask Lowell he knows and cares so much about things that created this paridise
and we absolutely love it
We absolutely love it there and were so sad to have to leave
Location:
A 20 minute walk to Fort Zachary Taylor State Park and 5 minutes to the downtown strip on Duval St
It is within walking distance of everything
This is the perfect location Close to everything but quiet retreat
Ride the bikes everywhere or walk
This gated community is beautifully landscaped quiet and relaxing
Read more reviews

33. Grand mansion for eight (from USD 2577)

Traveling with your friends and family? Book this beautiful and lush grand mansion that can sleep up to eight people in six bedrooms and five-and-a-half bathrooms. Although there is a minimum stay of six nights, you’re sure to love this private mansion that you won’t even notice time passing by. Located in an exclusive private residential community, Truman Annex, you will never have to worry about crowds in this neighborhood. The entrance is secured and gated and only guests can pass through. It is also fully furnished with all your needs–comfortable beds, private pool, and a beautiful backyard for socializing.

Stayed at this property?

584 meters (0.4 ft) from The Hemingway Home and Museum
100 reviews  
House 8 Guests 6 Bedrooms 6 Bathrooms

Accommodates: 8
Minimum Nights: 6
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

34. Luxurious abode for six (from USD 300)

Big groups are welcome to stay in this luxurious Boli townhouse in Truman Annex. Those opting for a more private and peaceful vacation in the city will appreciate this gated community. Perfect for a group of six, the townhouse is complete with king-sized beds in two bedrooms, two bathrooms, and a fully equipped kitchen and dining area. They also have a flat-screen television and DVD players (complete with movies) in case you want to stay in. And for those who love the outdoors, there is also a deck with a dining table, hammock, grill, and lounge chair. The pool is just outside the property.

Stayed at this property?

530 meters (0.4 ft) from The Hemingway Home and Museum
134 reviews   Wifi Available
townhome 6 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 6
Minimum Nights: 7
Refund Policy :

Top guest reviews
Amenities & Room:
you own private kitchen living room
Nice comfortable big double bed
My only change would be to have a bigger kitchen because I like to cook a lot on vacation
beach towels and a cooler are provided Plenty of room for 4 adults
Townhouse was stocked with extras like kitchen spices cleaners
Cleanliness:
We find it very clean and inviting
The washer and dryer are another convenience I appreciate as is the internet access
The Boli is a great; exactly like it's pictured
It is clean quiet and comfortable
The unit is clean and in good repair nicely decorated well stocked and the location was very good
Host:
He was very helpful when we had questions
John was very responsive to our questions
The owner was very nice and very accommodating
We have coffee out there every morning with the flora and fauna
The pool was so convenient and peaceful too John was great at communicating directions for arrival and departure at the house Overall good experience
Location:
The location is perfect if you want to walk downtown or drive in any direction
Condo was in a great location easy to walk to everything
We could get to many places by walking
It was great to walk less than 5 minutes to the busy area but be in a lovely quiet neighborhood to rest our weary heads
the Green Parrot Bar for friday nite sound check and do not miss sunset on Mallory Square
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35. Bright and sunny house near the beach (from USD 375)

If you love bright and open spaces, this sunny townhouse is for you. Perfect for just about four guests, it is complete with two bedrooms, two bathrooms, and a private deck with a lush garden and grill. There is a fully-equipped kitchen and working appliances so that guests can cook up their own meals. There is also a shared pool with lounge chairs perfect for relaxing and socializing with other guests. The best part? the beach is just minutes away. You can go snorkeling and explore the island.

Stayed at this property?

501 meters (0.4 ft) from The Hemingway Home and Museum
126 reviews   Wifi Available
townhome 4 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 4
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
The only place we have stayed more than once
The condo had everything you need and its location to the pool is perfect
Had everything we needed Love that they supply shampoo conditioner and body wash Less liquids to carry thru TSA
Seriously stop researching b/c
The condo is off the main drag and is a great location
Cleanliness:
Very clean and again location to Duval and Mallory Sq are all walkable Highly recommend this place for a clean and organized condo
The owners Patty & Scott were extremely nice
Host:
She made our check in process so nice by meeting us at the property and showing us where things were
They were always available to help with any of our needs
Patty the owner is so sweet
Pattie is a wonderful and responsive owner
Scott and Patty are gracious host
Location:
The location is perfect and you can walk to just about everything from there
The place is in a perfect location close to all the great bars
Comfortable and quite 2Br/2bath townhome within walking distance to everything Key West including the pool
From the Little White House
made some suggestions on local restaurants and a lovely sunset sail
Read more reviews

36. Majestic paradise in the heart of Old Town (from USD 300)

Imagine waking up in this lush and private house located in the heart of Old Town Key West. This paradise isn’t called “majestic” for nothing. If you love the outdoors–greenery, fresh air, and all, you’re definitely going to want to stay here. This house can sleep up to five people in two bedrooms and one bathroom. It has a large courtyard with a wooden sun deck, outdoor grill, and heated swimming pool. Everything else is just walking distance from the property. While you are it, be sure to catch the sunset by the beach!

Stayed at this property?

448 meters (0.3 ft) from The Hemingway Home and Museum
134 reviews   Wifi Available
condo 5 Guests 2 Bedrooms 1 Bathroom

Accommodates: 5
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
Even the beds and pillows were comfortable
The kitchen was well stocked and the outdoor grill was great for cooking fresh fish
beautiful 2 bedroom condo with everything you need great location
The washer & dryer are much needed for the weather conditions of Key West
You can leave your car in the gated area and walk all over town
Cleanliness:
The place is neat and clean
Host:
The owner was very helpful and provided us with all the information we needed in advance to make check in a breeze
They make sure you have all kinds of info prior to your arrival to make for a great vacation
and he was quick to assist with any questions we had
all new inside made us feel right at home
contacted us and shared a tremendous amount of information that was quite helpful when planning our trip
Location:
Great place within walking distance to just about everything
It is in a perfect location a walks away from beaches and Duval
Perfect location to stay while visiting Key West Walking distance
the minute you walk in
The location is perfect walk to wherever you need to go
Read more reviews

Enjoy Key West!

The best way to enjoy Key West is like a local! What better way to explore this beautiful island than from your own Key West beachfront rental oasis? Though the island is small, it has a number of vacation rentals perfect for all group sizes and budgets! Once you’ve found your home away from home, check out the top festivals and seafood restaurants in Key West!

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Sam is a writer and blogger who loves to travel! She's been to over 27 countries across five continents and loves to push herself outside of her comfort zone. When not writing, she loves to re-read...Read more

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