19 Best Vrbo Vacation Rentals In The Florida Keys - Updated 2022

vrbo florida keys

Need a vacation? Florida Keys has the best places for you to spend your summer days. The sound of birds chirping and relaxing on the beach will make you forget about your hectic life. Plus, this archipelago is no stranger to excellent accommodations, from popular dive resorts to luxury rentals. Here, we suggest the top Vrbos in Florida Keys that will suit your budget and taste for your trip. What are you waiting for? Pack your bags now.

1. Family-friendly condo with a shared hot tub (from USD 343)

If you want to experience a fun-filled getaway that involves swimming in the heated pool, soaking in the hot tub, and enjoying views of the Atlantic Ocean, then this condo is the place to stay. The unit is part of the 1800 Atlantic Condominiums. It offers family-friendly living space and modern amenities, such as air conditioning, Wi-Fi, and a cable TV. The kitchen is also equipped with cooking basics. As for parking, a spot for one vehicle in a covered garage already comes with the rental.

Beautiful places worth checking out nearby are Smathers Beach, Simonton Beach, and Key West Butterfly and Nature Conservatory.

PAPAYA PLACE Condo, Shared Swimming Pool & Jacuzzi, Family Friendly, BBQ, Fun
43 reviews  Wifi Available
condo 6 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 6
Minimum Nights: 2
Refund Policy :

Top guest reviews
Amenities & Room:
huge balcony nice pool and hot tub on premises
pool tennis courts and other amenities were really nice
we loved the way the condo was furnished with very comfortable sofas and chairs
that being said the pool area is beautiful
the pool was huge and so was the hot tub
condo was clean and quiet
this property was clean and set up as advertised on the website
condo was very clean and suited us just fine
this place was very spacious and clean
the vacation rental was clean
rating details: the property manager was adequately 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
property is kind of outdated but clean enough
the location was perfect
good location right by smathers beach
reviewer comments: we liked the location of this place
the condo the grounds and location were all perfect for us
thankfully there are so nice beaches close by
Read more reviews

2. Oceanfront cottage with a shared pool (from USD 125)

Located just 20 mi (32.3 km) from Key West, this cottage offers an oceanfront getaway ideal for families. The dock and seawall are easily accessible for guests. When they want to take a break from the salty waters, guests can cool off in the large swimming pool located just steps away from the front door. This wonderful amenity is shared with other Cudjoe Oceanside cottages. Amenities such as heating, air conditioning, and a TV are available in the rental as well.

Some points of interest nearby include Upper Sugarloaf Key and Saddlebunch Keys.

Cottage with swimming pool and dockage, just minutes to Key West!
93 reviews
cottage 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
our cottage had all that we needed to be comfortable
pool was super nice to jump in after a day in the water
for the most part minor maintenance would make this a more comfortable stay
everything in the kitchen and the bathroom worked so we were comfortable for the 3 nights
everything was neat and clean
very clean well kept cottage
cottage was clean and ready for us
it was nothing fancy at all but it looked clean
very clean and will definitely be back soon
property manager was very responsive with our questions
love this location felt safe
great quiet location centrally located to lots of fun places
easy access to many paddling locations
took some time figuring out the channels on this key but it’s was a super nice location
pleasant surprise to find central air
Read more reviews

3. Canal-front home with a dock (from USD 178)

This vacation rental is available for Saturday to Saturday bookings. Featuring a canal-front location in Key Colony Beach, it places guests close to the best activities in the Florida Keys. Areas for world-class fishing, diving, and snorkeling are just within driving distance of the property. Out in the backyard is a dock that provides easy access for boating and fishing in the canal. There is a bait freezer and cleaning station for cleaning the day’s catch as well.

The rental offers a living space suitable for a small group. Air conditioning and heating are available. Both bedrooms have a flat-screen TV and Wi-Fi is also available throughout the listing. With cooking basics and laundry facilities already provided, it’s the perfect spot for your week-long getaway!

Razz's Retreat at KCB!
43 reviews  Wifi Available
House 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 furniture and bedding is comfortable and clean
clean and smelled great
property was lovely clean and comfortable
very clean everything was in great shape and well maintained
the house was absolutely beautiful and spotless
the property itself was very clean and we’ll kept up
everything and more was available at the property and the hosts were fantastic
owners are super nice and friendly i highly recommend this rental
loved the proximity to the cabana club (short walk)
pool is also very close with very friendly people
great location and access to the cabana club was definitely a bonus definitely going back
the house and neighborhood are quiet and very nice
great location to set up “base camp” to tour the keys
Read more reviews

4. Cozy townhome with access to a pool (from USD 154)

If you’re planning a long Key West vacation, here’s an accommodation that will make your stay as cozy as possible. This three-bedroom townhome is situated in Coral Hammock, a gated community close to major attractions and establishments. This 28-day minimum rental comes with three bedrooms to sleep a maximum of 6 people. There’s a fully equipped gourmet kitchen so you won’t have any problems cooking your meals. Other features include WiFi, air-conditioning, and access to the community pool.

28 night minimum Key West 'Coral Hammock' - Poolside - 34 with a shared pool
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
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
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
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

5. Waterfront cottage with a private boat slip (from USD 359)

Create special memories with your loved ones in this spacious waterfront cottage located close to many of the Keys’ popular tourist spots including Bahia Honda Beach and the American Shoal Lighthouse. You will also find a community area nearby where you can enjoy a pool, s kiddie pool, a hot tub, basketball courts, a marina, and more. Several dining, wining, and shopping options are a few minutes away as well.

The fully furnished cottage features two bedrooms that can sleep up to six guests. Other amenities to enjoy here include WiFi, smart TVs, centralized heating and cooling, and a fully equipped kitchen. There’s a covered porch facing the water and a private slip where you can dock your boat or which you can use as a launch for your kayaking adventures.

**TIDEWATER VIEWS @ VENTURE OUT** 2BR/2BA Cottage + 35’ Private Slip | 80’ Pool
168 reviews
cottage 6 Guests 2 Bedrooms 2 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:
the unit was perfect for 2 couples very spacious and comfortable
fully equipped kitchen if you just want to stay in and relax
very clean and perfect location
the house was nicely appointed super clean and cheery we loved our stay
pool and bathrooms were clean and refreshing after long days touring the islands
the house was clean and all my questions were answered during my stay
we had plenty of space the kitchen was stocked the house decor is nice and everything was clean
security was very friendly checked us in and gave us directions to the property
also laura the property manager was fantastic and very responsive
great location for us
location is perfect for sightseeing from islamorada all the way down to key west
the houses are very close together but the neighbors were very friendly
looking forward to renting again perfect location very clean and family friendly
Read more reviews

6. Fabulous vacation home with stunning gulf views (from USD 189)

This cozy property offers both indoor and outdoor living at its finest. The large private waterfront outdoor space is equipped with a kitchen, grilling facilities, a wet bar, loungers, a dining table, a ping pong table, a hot tub, and more—all while providing you with a beautiful view of the Gulf of Mexico.

As for indoor amenities, the place comes with air-conditioning, heating, free WiFi, a smart TV, a fully equipped kitchen, and more to provide comfort and convenience for up to four guests.

Waterfront Luxury Living Inside & Out, Gulf View, Pool, 2 Grills, Kayak!
147 reviews  Wifi Available
Apartment 4 Guests 1 Bedroom 2 Bathrooms

Accommodates: 4
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 14 days before check-in.

Top guest reviews
the property was very clean and the beds were comfortable
the apartment was very clean and well appointed
the rental was clean and well appointed
very clean and quiet with lots of extras
the property was clean and furnished with anything you would need minus groceries
property owners are on site and make you feel like family
host was most accommodating and made sure we had everything we needed and more
muffett the owner was a fabulous hostess who is available for any questions you may have
muffet is a great host and is wonderful
the location is just breathtaking
the location is within walking distance of a great bait shop and the keys fisheries
great restaurants within walking distance as well as grocery stores
the property is beautiful and convenient with several restaurants within walking distance
we loved our stay it is a great location for day trips to key west or other places
Read more reviews

7. Well-appointed rental with a lagoon-style pool (from USD 150)

This three-bedroom house in Old Town, Key West, not only has the best amenities but is also perfectly located. In other words, it’s one of the top summer house rentals in the Keys. Attractions like The Ernest Hemingway Home and Museum and Key West Aquarium are less than a mile (1.6 kilometers) away, but if you’re not out exploring the town, you can stay in and swim a few laps in the lagoon-style pool or spend a lazy afternoon lounging on the hammock. Guests can borrow two bicycles for free, which is another bonus!

**SPARKLING**Old Town! Private Home+Lagoon Pool, FREE Bikes, Steps to Duval St
Key West, FL, US
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
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
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
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. Beautiful resort home with a private heated pool (from USD 368)

Coral Lagoon is a beautiful town home located in Marathon, Florida. This amazing resort offers a breath-taking stay with beautiful ocean views. It’s a perfect getaway for the family, well maintained, and comes with boat access to the ocean and bay side. The two-story place comes with three bedrooms, two bathrooms, and a half bath. For the boating and fishing fans, you can find a 35’ boat slip situated only a foot behind your accommodation. You can also rent your own boat from Captain Hooks which is just nearby.

For family time, just head to the private heated pool which also has restaurants, stores and bars. The most amazing thing here are the paddle boards for you to paddle across the lovely waters around the lagoon!

Life in Paradise w/ Boat Slip at #1 Rated Resort in Marathon - Coral Lagoon
145 reviews  Wifi Available
townhome 8 Guests 3 Bedrooms 3 Bathrooms

Accommodates: 8
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
the back deck area to the boat slip had chairs and a table to enjoy a morning coffee
the living room was comfortable with a sofa and love seat
a downstairs bathroom was helpful to the two persons sharing the upstairs bathroom
property has a nice pool & great dock available as well
very clean beautiful and perfect
clean & well kept - could use some handicap facilities
house was nice and clean
everything was clean and there were fresh towels to use all over the house
the unit was very clean and access was simple
the owners were easy to communicate with and were great in accommodating our requests
mike and lisa were extremely hospitable and a pleasure to communicate with
the location was very nice
good location as well
the property is beautiful and the location is pretty amazing
easy to get in and out of the location
the pool was nice and a very short walk from the condo
Read more reviews

9. Beach cottage

Looking for the perfect Florida Keys beach house rental that’s oceanfront? This beach cottage is a beach house located in a private area of Islamorada. This oceanfront is best for ocean lovers as it offers you amazing ocean views and a private beach! Surrounded by palms, pines, and lime trees, the cottage comes with a master bedroom, a second bedroom, and two bathrooms. The cottage is a Key West style house, made from colorful wood and is fully equipped just for you.

Be mesmerized by the beautiful view of the ocean right at your balcony. Walk through the white sand beach, where you can see lots of local wildlife and the magnificent bone-fish swim by you. Book this rental to enjoy the ocean’s warm breeze, sunrises and sunsets and the shooting stars at night!

Oceanfront, Private Beach, Charming 2 Bed 2 Bath Beach Cottage - Kayaks Included
Islamorada, FL, US
109 reviews  Wifi Available
cottage 6 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 6
Minimum Nights: 28
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
the washer dryer room in the bedroom was excellent and very convenient especially the speed wash
house smelled very clean when we first walked in
house is clean and well-maintained
the house was clean and well stocked
super clean and convenient to everything
home is very clean and very well stocked with towels toiletries etc
excellent walking path across the street from house
the location of this house was amazing- private beach was a fabulous perk
luckily our friends house up the street had a pool
nice clean and well maintained beach home property location was ideal for many activities to do in the area
Read more reviews

10. Tropical paradise with views of Snake Creek (from USD 644)

This is the perfect Florida Keys house rental - it has fantastic decoration and is fully furnished. This tropical paradise is in Venetian Shores top waterfront community of Islamorada. Everything here is brand new and remodeled, so expect quality and pleasure. The ambiance here comes from the lush tropical Keys landscape and you will surely feel like the resort is all yours.

The resort offers two lovely bedroom suites made with Acacia hardwood flooring. Another bedroom has two twin XL beds, which are perfect to sleep soundly. Indulge yourself in the brand-new luxury heated pool surrounded by glass tiles. You can find the marvelous outdoor shower with hot and cold water and everything else in the back yard. Situated in a great location, there is lots of stuff to do nearby!

Paradise in Venetian Shores w New Pool / SPA.....Commercial Ice Maker! !!
26 reviews  Wifi Available
House 10 Guests 3 Bedrooms 3 Bathrooms

Accommodates: 10
Minimum Nights: 28
Refund Policy : 100% refund if you cancel at least 14 days before check-in.

Top guest reviews
Amenities & Room:
the beautifully renovated fully stocked kitchens on both floors came in handy
both kitchens were beautiful and stocked with everything we needed
2 kitchens offer great options
the pool was the best entertainment for our family
the home is beautiful very clean and wonderfully maintained
the owner could not be more accommodating and friendly
highly recommend this house and the owner it's just a perfect getaway
unbelievable house like new great owner very easy to work with
michael is a great host too
beautiful house great pool best location
best location for getting to the gulf or ocean by boat
the pool was definitely and added plus and the location for canal docking are just perfect
the location is perfect with access to the ocean and the bay very quickly
Read more reviews

11. Exquisite island villa (from USD 170)

Ever wonder what it feels like to stay in a villa on an island? Here in Key Largo, a luxury villa awaits you which is just situated approximately one hour from international airports. Located in a private resort community, the beautiful detailed condo has two large bedrooms, two bathrooms, and a luxury kitchen, which is comfortable and exciting. An exquisite home villa if you want to relax.

At Key Largo’s Island Villa, enjoy from your private veranda an astonishing view outside of your master bedroom suite. Just walking distance to some great restaurants, bars and water fun, you surely don’t want to miss this Island Villa for your own paradise!

Tastefully Remodeled Island Villa in Key Largo, 2 Bedrooms, 2 Bathrooms.
148 reviews  Wifi Available
villa 6 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 6
Minimum Nights: 28
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
comfortable beds big balcony
nicely decorated king bad was very comfortable
updated unit with beachy decor fully stocked kitchen which was appreciated
it was very spacious and clean
the condo was clean and very comfortable and as portrayed on the website
well taken care of and clean
this rental is very nice and clean
juan the owner was very responsive to any questions we had
everyone is friendly in this family-oriented environment
juan is a great host communication was excellent
great location on the island
the location is awesome
wonderful location in key largo of this beautiful condo
lots of great eating locations in walking distance and lots of sporting things to do again within walking distance
the run out to the beautiful snorkeling reefs was easy from this location
Read more reviews

12. Ground-floor condo best for couples and solo travelers (from USD 105)

Available for a minimum stay of 28 nights, this condo rental is perfect for couples or solo travelers planning to spend the entire month in Florida. It’s ideally situated in the neighborhood of Casa Marina, making key attractions like Higgs Beach and The Ernest Hemingway Home and Museum easily accessible. Guests have access to the shared pool, a kitchen, WiFi, and laundry facilities. Pets are also welcome here.

Secluded Casa - Spacious Apartment, Overlooks Pool & Garden.
Key West, FL, US
condo 2 Guests 1 Bedroom 1 Bathroom

13. Stunning oasis with beach views (from USD 300)

If you love watching the sunrise and enjoy the beach view, Coco Plum Paradise is the perfect Florida Keys vacation rental for you. It is located in Marathon, Florida which is the heart of Florida Keys and only one mile (1.6 km) to the beach. Directly seated on Bonefish Bay, this private Key West style home has a beautiful landscape, lovely water views, deep-water dockage and the outdoor space, especially the pool, the hot tub and the kayaks are simply memorable.

Go fishing right from the dock! It has an amazing two bedrooms, 1.5 baths, a living and dining area, and fully equipped kitchen with dishwater. The beach is easy for you to get to, either by walking or cycling. A breath-taking place to stay as you will also wake up to dolphins and manatees alongside the glorious sunrises right from your balcony!

Coco Plum Paradise • Private Bayfront Home • Pool, Hot Tub, Dock & View
179 reviews  Wifi Available
House 5 Guests 2 Bedrooms 3 Bathrooms

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

Top guest reviews
Amenities & Room:
loved your beach chairs the pool was cold the hot tub made up for it
the pool isn't heated but still feels great after hanging out in the sun
the boys enjoyed jumping in the pool despite it being a bit cool for the adults
beds/pillows/sheets were great and very comfortable fans in every room
we easily docked a boat there all week and used the pool every afternoon
we found it very clean and well stocked with kitchen essentials towels and linens
the yard was well kept and the pool and hot tub clean
the owners were very responsive
owners were very helpful & call/text with dinner recommendations
the prior arrival instructions were very helpful
you deal directly with the owners who are very nice and accommodating
the owners really thought of everything to make sure your stay is the best possible experience
a great property located in a great location
the location was excellent and the house was as great as the pictures imply
lots of comfortable seating options location: nice "1/2 way" point of the keys
in summary an awesome value 5 star location
master in the front of the house with blackout curtains-- so dark cool and quiet
Read more reviews

14. Charming abode with a private pool (from USD 350)

This waterfront abode is a perfect stay if you love the ocean and a private pool. Located in Marathon, Florida, this place offers three bedrooms, two convertible beds, and two bathrooms. With amazing furnishings all around, this spacious home is suitable for a family to relax and enjoy. Make use of the porch and see the sharks and manatee right from the dock. You can also indulge yourself in your private pool along with the gorgeous ocean view.

The Sombrero Beach is just five minutes from the stay and you can walk, ride or kayak to it! To get souvenirs, go shopping nearby and the stores, and restaurants are close as well. Sombrero Beach Waterfront is the best ocean view location in Marathon.

99 reviews  Wifi Available
House 6 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 6
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
we especially enjoyed the heated pool and the view to the the atlantic ocean
luckily i brought my portable ice maker beds need new mattresses
sparkling new counter tops grace a renovated kitchen with all new appliances
i had to clean all filter screens
owner and manager our delightful
thank goodness the property manager and owner were responsive and accommodating of the issues we experienced
the neighbors are friendly
the area is family friendly
the location of this property for boating and diving is ideal
overall great time and perfect location to access all kinds of entertainment
it is very close to sombrero beach which is a very nice beach
close to a nice publix easy to get around in marathon
nice that it is so close to walgreens and publix
Read more reviews

15. Oceanfront condominium (from USD 300)

If you need a relaxed atmosphere, and a beautiful place to stay with scenic ocean views, come visit Oceanfront Condominium. Located in the upper keys, Tavernier, this condo has everything for you. Oceanfront comes with two comfortable bedrooms and two gorgeous bathrooms. The large balcony is perfect for your viewing pleasure of the panoramic ocean views. You can also enjoy the warm water from the heated pool and sometimes, all to yourself!

If you love the beach along with the lovely weather, Oceanfront provides you that. Packed with fun and wonderful activities to do when you are here with your family or friends, you can do outdoor activities such as swimming with the dolphins, diving and snorkeling, deep sea fishing, shopping, biking, kayaking, parasailing and indulge in spa treatments during your stay.

Oceanfront! Oceanfront! Oceanfront!
69 reviews  Wifi Available
condo 4 Guests 2 Bedrooms 2 Bathrooms

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

Top guest reviews
Amenities & Room:
we had a great week the condo was very nice and comfortable
there were 4 of us and we were very comfortable
very comfortable with full kitchen
very clean newly updated condo right on the ocean
the condo itself was clean and well stocked
this condo was great very clean and nicely updated
the unit is beautiful clean well equipped and well maintained
the unit was well equiped and comfortable clean and nicely updated
geri was awesome through the booking process and very helpful thank you for a great week
geri was responsive and easy to work with
location near main attractions
this condo has a perfect location
Read more reviews

16. Canal-front mobile home with a private hot tub (from 150 USD)

Located in Key Largo, Florida, Absolute Paradise is a completely renovated, deep water and canal-front mobile home. The fabulous paradise rental comes with two bedrooms plus two convertible beds and two bathrooms. You can enjoy wonderful views from inside of your glass home windows. If you love relaxing at home with peace, a freshly build entertainment deck, which includes a Tiki Hut, a full size bar, a private hot tub, and hot tub area are all here!

Rent a Pontoon boat at a reasonable price to help you explore the back country and the nearby Florida Bay. Go fishing, kayaking, scuba diving, and snorkeling in some of the most gorgeous reefs in the planet. Back at home, enjoy swinging on the hammock under the hut by the side of the warm, shining sun!

Absolute Paradise

Price: from 150 USD

Number of Guests: 6

17. Blue Palms (from 336 USD)

Blue Palms is secluded at Morton Street in Grassy Keys. This high-end location has remarkable views and a quiet tropical setting. Blue Palms offers you beautiful scenery with views of the open water, a private pool, boating access and much more. Located right in the heart of the Keys, this paradise is just five minutes away from the restaurants, bars, shopping mall and all the things you need.

Blue Palms has three comfortable bedrooms and three bathrooms, and you can find everything you need inside! Relax by the pool, hammock, go fishing, kayaking, snorkel at Bahia Honda Park or just saunter at the dock and catch the beautiful sunsets. An exciting place to stay, this 5-star home is the right choice for you and your family.

Blue Palms

Price: from 336 USD

Number of Guests: 8

18. The Palms of Islamorada Condominium

Perfect for two people, this lovely condominium is situated in downtown Islamorada. With panoramic ocean views, and a tropical poolside, Islamorada Condominium offers you one bedroom with a king size bed and a large bathroom, just nice for you and your lover! Enjoy views from the balcony, or just relax by the pool. You can also rent kayaks and paddleboards at Bud N Mary’s Marine, which is south of the condo.

A modern and a clean place, it will be great to escape from the city noise. If you love cycling, there are also biking paths all around. Head to LazyDays for amazing food, Seamonkey’s Watersports for a jet ski tour and so much more. For a perfect little vacation, this paradise is just for you!

"Pleasant Palms" An Oceanside Condo In Downtown Islamorada In The Florida Keys
Islamorada, FL, US
13 reviews
condo 4 Guests 1 Bedroom 1 Bathroom
Top guest reviews
condo was clean and decorated beautifully
the apartment is very nice and clean
it is very clean everything seemed brand new
fantastic time great place all being cleaned up as we speak we will be back
fantastic apartment modern and very clean nice pool and jacuzzi areas close to good restaurants we will be back
description was perfect and the owner was available for questions if needed
location of this property was perfect for our vacation
location is great at mm80
good place to stay if you want to get away from the city noise
loved walking to lazy days for dinner and lunch
there is a good restaurant next door dive shop marina boat rental
Read more reviews

19. Tropical home with a private pool

Many homes in the Sunshine State come with private pools so it’s really one of the best destinations to spend the summer in. Take this tropical rental in Midtown, Key West - verdant plants greet you the moment you step inside the gate, and the sparkling waters of the private pool will tempt you to jump right in. The bungalow-style home has two bedrooms, a full kitchen, and a cozy living area for family movie nights. The lively Duval Street is just 1.1 mi (1.7 km) away from this accommodation.

Plant-filled home with private pool and great central location!
4 reviews
House 4 Guests 2 Bedrooms 1 Bathroom
Top guest reviews
Amenities & Room:
great place well equipped kitchen with gas grill and amazing pool
the house is comfortable clean (everything is very new) and the pool is heaven
neighborhood was great location within the center of great attractions
Read more reviews

Plan your trip

Choose your vacation rental at Vrbo wisely and start to plan your holiday. Vacation rentals might not be the same as hotels, but they often give the same services, and sometimes, the location is more strategic and better for large groups. From well-furnished apartments to Florida Keys oceanfront rental homes, you’ll find a range of options here!

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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