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.
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 April 04, 2024.
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.
Top guest reviews
Amenities & Room:
huge balcony nice pool and hot tub on premisespool tennis courts and other amenities were really nicewe loved the way the condo was furnished with very comfortable sofas and chairsthat being said the pool area is beautifulthe pool was huge and so was the hot tubCleanliness:
condo was clean and quietthis property was clean and set up as advertised on the websitecondo was very clean and suited us just finethis place was very spacious and cleanthe vacation rental was cleanHost:
rating details: the property manager was adequately helpfulrating details: the property manager was very helpfulrating details: the property manager was very helpfulrating details: the property manager was very helpfulproperty is kind of outdated but clean enoughRead more reviewsLocation:
the location was perfectgood location right by smathers beachreviewer comments: we liked the location of this placethe condo the grounds and location were all perfect for usthankfully there are so nice beaches close by
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.
Top guest reviews
Amenities & Room:
our cottage had all that we needed to be comfortablepool was super nice to jump in after a day in the waterfor the most part minor maintenance would make this a more comfortable stayeverything in the kitchen and the bathroom worked so we were comfortable for the 3 nightsCleanliness:
everything was neat and cleanvery clean well kept cottagecottage was clean and ready for usit was nothing fancy at all but it looked cleanvery clean and will definitely be back soonHost:
property manager was very responsive with our questionsRead more reviewsLocation:
love this location felt safegreat quiet location centrally located to lots of fun placeseasy access to many paddling locationstook some time figuring out the channels on this key but it’s was a super nice locationpleasant surprise to find central air
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!
Top guest reviews
Amenities & Room:
the furniture and bedding is comfortable and cleanCleanliness:
clean and smelled greatproperty was lovely clean and comfortablevery clean everything was in great shape and well maintainedthe house was absolutely beautiful and spotlessthe property itself was very clean and we’ll kept upHost:
everything and more was available at the property and the hosts were fantasticowners are super nice and friendly i highly recommend this rentalRead more reviewsLocation:
loved the proximity to the cabana club (short walk)pool is also very close with very friendly peoplegreat location and access to the cabana club was definitely a bonus definitely going backthe house and neighborhood are quiet and very nicegreat location to set up “base camp” to tour the keys
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.
Top guest reviews
Amenities & Room:
the condo was wonderfulplenty of cooking supplies, it had soaps and towels all hotel qualitybeautiful townhome, each bedroom feels as if you have your own suiteunit had no kitchen perks like oil, seasonings, foil, cling wrap, etcthe facility was quiet and secureCleanliness:
very clean placethe property was in great condition and was very comfortablethe vacation rental was very cleanthe property was very nice, clean with everything we needed in itunit was clean and adequately appointedHost:
the owner was very friendly and helped us with anything we neededrating details:the property manager was adequately helpfulwe can not wait to go backhe also recommend things for us to dorating details:the property manager was very helpfulRead more reviewsLocation:
anyway, to my surprise, i loved the stock island gated community locationthe condo is in a great locationno issues parkingbeen back about 40 times since, stayed pretty much everywhereawesome imported sand
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.
Top guest reviews
Amenities & Room:
the unit was perfect for 2 couples very spacious and comfortablefully equipped kitchen if you just want to stay in and relaxCleanliness:
very clean and perfect locationthe house was nicely appointed super clean and cheery we loved our staypool and bathrooms were clean and refreshing after long days touring the islandsthe house was clean and all my questions were answered during my staywe had plenty of space the kitchen was stocked the house decor is nice and everything was cleanHost:
security was very friendly checked us in and gave us directions to the propertyalso laura the property manager was fantastic and very responsiveRead more reviewsLocation:
great location for uslocation is perfect for sightseeing from islamorada all the way down to key westthe houses are very close together but the neighbors were very friendlylooking forward to renting again perfect location very clean and family friendly
6. Fabulous vacation home with stunning gulf views (from USD 210)
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.
Top guest reviews
Cleanliness:
the property was very clean and the beds were comfortablethe apartment was very clean and well appointedthe rental was clean and well appointedvery clean and quiet with lots of extrasthe property was clean and furnished with anything you would need minus groceriesHost:
property owners are on site and make you feel like familyhost was most accommodating and made sure we had everything we needed and moremuffett the owner was a fabulous hostess who is available for any questions you may havemuffet is a great host and is wonderfulRead more reviewsLocation:
the location is just breathtakingthe location is within walking distance of a great bait shop and the keys fisheriesgreat restaurants within walking distance as well as grocery storesthe property is beautiful and convenient with several restaurants within walking distancewe loved our stay it is a great location for day trips to key west or other places
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!
Top guest reviews
Amenities & Room:
the place was great with a very private pool area in the rearCleanliness:
the house is clean the pool is beautifulthe inside is quaint and clean the pool is absolutely fabulous and the rooms are privatetree tops is adorable clean exactly as pictured and decorated with local art workHost:
owner was very helpfulthe owners and neighbors greeted us and made us feel so welcomethe property is one of a kind and sheryl is great to work withsheryl was extremely helpful and easy to work withRead more reviewsLocation:
the neighborhood is very quiet and easy walking distance from duval stit is in the best location and has everything you need for the perfect key west locationgreat location and perfect for a groupthe location is one of the best and easy walking to duval and many great resturantsthe place is a little piece of paradise inside of paradise
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!
Top guest reviews
Amenities & Room:
the back deck area to the boat slip had chairs and a table to enjoy a morning coffeethe living room was comfortable with a sofa and love seata downstairs bathroom was helpful to the two persons sharing the upstairs bathroomproperty has a nice pool & great dock available as wellCleanliness:
very clean beautiful and perfectclean & well kept - could use some handicap facilitieshouse was nice and cleaneverything was clean and there were fresh towels to use all over the housethe unit was very clean and access was simpleHost:
the owners were easy to communicate with and were great in accommodating our requestsmike and lisa were extremely hospitable and a pleasure to communicate withRead more reviewsLocation:
the location was very nicegood location as wellthe property is beautiful and the location is pretty amazingeasy to get in and out of the locationthe pool was nice and a very short walk from the condo
9. Tropical paradise with views of Snake Creek (from USD 689)
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!
Top guest reviews
Amenities & Room:
the beautifully renovated fully stocked kitchens on both floors came in handyboth kitchens were beautiful and stocked with everything we needed2 kitchens offer great optionsthe pool was the best entertainment for our familyCleanliness:
the home is beautiful very clean and wonderfully maintainedHost:
the owner could not be more accommodating and friendlyhighly recommend this house and the owner it's just a perfect getawayunbelievable house like new great owner very easy to work withmichael is a great host tooRead more reviewsLocation:
beautiful house great pool best locationbest location for getting to the gulf or ocean by boatthe pool was definitely and added plus and the location for canal docking are just perfectthe location is perfect with access to the ocean and the bay very quickly
10. 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!
Top guest reviews
Amenities & Room:
comfortable beds big balconynicely decorated king bad was very comfortableupdated unit with beachy decor fully stocked kitchen which was appreciatedCleanliness:
it was very spacious and cleanthe condo was clean and very comfortable and as portrayed on the websitewell taken care of and cleanthis rental is very nice and cleanHost:
juan the owner was very responsive to any questions we hadeveryone is friendly in this family-oriented environmentjuan is a great host communication was excellentRead more reviewsLocation:
great location on the islandthe location is awesomewonderful location in key largo of this beautiful condolots of great eating locations in walking distance and lots of sporting things to do again within walking distancethe run out to the beautiful snorkeling reefs was easy from this location
11. 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.
12. Stunning oasis with beach views (from USD 350)
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!
Top guest reviews
Amenities & Room:
the pool hot tub porch dock and downstairs entertainment was the highlight of this houseCleanliness:
very clean open and bright… although we didn’t spend very much time insideproperty is clean and has everything you could possibly needproperty was very well maintained very clean and owners were very accommodatingRead more reviewsHost:
the owners were great at communicating with usthe host are wonderful and very easy to communicate with
13. Charming abode with a private pool (from USD 280)
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.
Top guest reviews
Amenities & Room:
we especially enjoyed the heated pool and the view to the the atlantic oceanluckily i brought my portable ice maker beds need new mattressessparkling new counter tops grace a renovated kitchen with all new appliancesCleanliness:
i had to clean all filter screensHost:
owner and manager our delightfulthank goodness the property manager and owner were responsive and accommodating of the issues we experiencedthe neighbors are friendlythe area is family friendlyRead more reviewsLocation:
the location of this property for boating and diving is idealoverall great time and perfect location to access all kinds of entertainmentit is very close to sombrero beach which is a very nice beachclose to a nice publix easy to get around in marathonnice that it is so close to walgreens and publix
14. 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.
Top guest reviews
Amenities & Room:
we had a great week the condo was very nice and comfortablethere were 4 of us and we were very comfortablevery comfortable with full kitchenCleanliness:
very clean newly updated condo right on the oceanthe condo itself was clean and well stockedthis condo was great very clean and nicely updatedthe unit is beautiful clean well equipped and well maintainedthe unit was well equiped and comfortable clean and nicely updatedRead more reviewsHost:
geri was awesome through the booking process and very helpful thank you for a great weekgeri was responsive and easy to work with
15. 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
16. 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
17. 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!
Islamorada, FL, US
58.59 km (36.5 mi) from Bahia Honda State ParkAccommodates: 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 washCleanliness:
house smelled very clean when we first walked inhouse is clean and well-maintainedthe house was clean and well stockedsuper clean and convenient to everythinghome is very clean and very well stocked with towels toiletries etcRead more reviewsLocation:
excellent walking path across the street from housethe location of this house was amazing- private beach was a fabulous perkluckily our friends house up the street had a poolnice clean and well maintained beach home property location was ideal for many activities to do in the area
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!
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