7 Best Vrbo Vacation Rentals Near Duval Street, Key West, Florida

Zinhle
Zinhle 
Updated
| 4 min read

Florida is a favorite among holiday-makers looking to enjoy warm weather, beautiful sunsets, and the delicious diverse gastronomy that this coastal state has to offer. If you are looking to explore the Key West area make sure to explore the famous Duval Street that is buzzing with a vibrant nightlife, delicious food and a number of museums, shops, and Hemmingway House. A stay here will allow you to be close to all the beaches, and homes in this area. They feature amazing views of the ocean and some allow guests to make use of the available bicycles so you can navigate the city like a local. Check out this curated list of best Vrbo accommodations near Duval Street, Key West.

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. 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
Read more reviews
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2. 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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3. 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
Read more reviews
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4. Old Town getaway for two (from USD 198)

This quaint intimate home is the perfect spot for couples. The unit is located close to amazing attractions such as Hemingway House, Duval Street, The Butterfly Conservatory and all the restaurants serving delicious food and drinks. Art lovers will also be in close proximity to the museums in the area. The studio is pet-friendly.

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
Read more reviews
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5. 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
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6. 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
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7. Poolside home in Coral Hammock

This stunning two-level home boasts luxury finishes in the stunning Coral Hammort resort estate. The conveniently located gated community is close to Key West Golf Club and a short walk away from a multitude of fun activities such as fishing at Hurricane Hole Restaurant and Marina. You will be within walking distance from the local pharmacy and all the amazing eateries in the area. The home accommodates six guests and there is a parking space available for two vehicles.

Stayed at this property?

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

Accommodates: 6
Minimum Nights: 28
Refund Policy :

Top guest reviews
Amenities & Room:
the kitchen was well stocked with all cooking items needed
great pool and had everything that you might need
the price was definitely right
very comfortable and enjoyable
the only problem was the shower heads but was such a small thing
Cleanliness:
the 3 bedrooms and bathrooms were spacious and bathrooms
very clean
the condition ofpots and pans and pillows were our only negative thing about the condo
place was very clean
the townhouse is beautiful, and clean with a great layout! it worked out great with 6 ladies to have 3 bathrooms
Host:
and food but so nice to have cvs for most needed things
the grounds were very well maintained and the swimming pool was great
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:
close to everything but yet far enough away to be peaceful
we could walk to a restaurant, a french pastry shop and a drug store
close to everything
the location was mixed, right outside out gates looked like a 3rd world country, but down the street there were more nice looking properties and some surprising local restaurants
close to restaurants, ocean activities
Read more reviews
Oops, this listing is currently inactive. Check out these alternative properties in the same location.
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Book a holiday home in Key West

If you are looking for a private space that allows you the freedom of being away from home yet get the homely vibe, this is the place for you. You can stay away from home while living like a local by staying close to the infamous Duval Street. Make sure you book a stay at one of these stunning holiday homes in Key West.

Stayed at this property?
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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Zinhle is a writer and a travel enthusiast. Exploring the world is a source of immense joy for her, resonating with the essence of her soul. In her role as a wanderlust, Zinhle takes pleasure in...Read more

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