Found along the southern coast of Florida is the archipelago known as Florida Keys. Around 1,700 islands make up the Florida Keys and this archipelago also plays host to some of the best attractions in The Sunshine State. While in the area, you can book a seat on a ferry or seaplane to reach Dry Tortugas National Park. This park is home to Fort Jefferson and a variety of camping and diving spots. Visitors to the Florida Keys can also drop by Mallory Square, the place to go for shopping in Florida Keys. The nightly Sunset Celebration that takes place in Mallory Square is a spectacle well worth your time. Besides that, other attractions here include Dolphin Research Center and National Key Deer Refuge.
Make your stay in Florida Keys even more enjoyable by staying in a luxury rental. Check out the top luxury Airbnbs in Florida Keys, USA.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to luxury services and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 12, 2024.
1. Casa Cristol; Key West (from USD 640)
Casa Cristol gives visitors the freedom to choose whichever vacation experience they wish to have. Would you prefer to enjoy a more relaxed stay in Florida Keys? If so, the secluded location of this Airbnb property will suit you well. You can make your way to the private patio and soak in the tropical atmosphere of your surroundings. Feel free to use the property’s fully equipped kitchen to prepare your favorite meals.
Also, visitors hoping to have a livelier vacation can take the short walk from Casa Cristol to Duval Street. Notable Duval Street attractions include Sloppy Joe’s and Red Barn Theatre. Numerous art galleries and restaurants also line the area.
Top guest reviews
Amenities & Room:
the furniture was comfortable and modernthe outdoor space was private and peaceful with lounge chairs a dining table and a grillalso an awesome back deck and kitchen for entertainingall the staples in the kitchen made for easy cookingthe beds are incredibly soft our favorite aspect was the private deck and yardCleanliness:
it was impeccably clean and maintainedit was very cleanhouse was sparkling cleaneverything comfortable and cleannice clean accommodations in a tropical setting even for key westHost:
the host was pleasant on point and attentive to our needsour host graciously let us check in earlymike was a terrific hostour host was easy to contact and very accommodating to our needsnice pool and helpful hostRead more reviewsLocation:
fantastic location walk anywherethe location was perfect and within walking distance to everythinggreat location that is both quiet but close to all the fun stuffthis house has a great location where you can walk everywheregreat location my family has visited kw for a very long time
2. Coco’s Ocean Front Paradise; Key Largo (from USD 1300)
Coco’s Ocean Front Paradise makes it possible for guests to enjoy the beauty of Florida Keys without having to share the experience with strangers. Located next to this property is a private beach and 300.0 feet (91.4 meters) of oceanfront dock. Laze around at the beach if you so choose or take the kayak available here out for a spin to explore more of the area. When you’re done having fun outdoors, you can head back inside this Airbnb property and shoot some pool or play ping pong with your loved ones.
This property is also perfectly capable of accommodating large parties. Guests have five bedrooms to choose from, with three of them featuring queen-size beds and the other offering a king-size bed.
Top guest reviews
Amenities & Room:
the furnishings are comfortable and there is plenty of outdoor seating to enjoy the water viewsbeautiful house with awesome views our 2 families had a great trip with plenty of roomgreat views from every room very nice house to bring your boatthis house is huge and it has 2 full kitchensCleanliness:
spectacularly clean as wellHost:
host was very responsive to questionsalfredo is a great hostgood rental felt that owner was very authoritativealfredo is an excellent host very responsive when our group had questionsalfredo was very responsive and answered any questions i hadRead more reviewsLocation:
the location is beautiful and relaxingit’s a great location but not really a beachgreat location for exploring the keys
3. Opulent Florida Keys estate with varied outdoor amenities; Marathon (from USD 1500)
Experience what it’s like to live in the lap of luxury by booking this Airbnb property. This property spreads across 1.7 acres (0.7 hectares) of prime Florida real estate and it even comes with a private lagoon. The private lagoon with the dock is just one of the many outdoor attractions this property has to offer. During your stay, you can also play some games on the private tennis court or take the paddle boards and kayaks out for a short ride using the provided dock.
Inside, you’ll find a fully equipped kitchen complete with three types of coffee makers, so you can enjoy your brew the way you like it. Furthermore, you don’t have to miss out on your favorite shows while staying here. The 75-inch HDTV comes with access to Apple TV, Disney+, Hulu, and premium cable channels.
Top guest reviews
Amenities & Room:
we loved cooking on the pristine grill the kitchen has 3 ovens all immaculateCleanliness:
the pool was well heated and the house was clean inside and outHost:
great caretaker who made sure everything was smooththe owners were very responsive and helpful with restaurant suggestions and questionsit's easy to see that the owner takes great pride in keeping this home in excellent conditionRead more reviewsLocation:
that and the incredible location were the crown jewels not to mention the amazing sunset
4. Pink Beach Paradise; Sugarloaf Key (from USD 725)
Pink Beach Paradise is an apt name for this Airbnb property considering its idyllic features and surroundings. The main attraction of the property is undoubtedly the access it offers to a private beach. If you’ve always wanted to explore the waters of Florida Keys at your leisure, then this beach home will suit you well with its offering of dock and kayaks.
On days when your body could use a bit of extra pampering, you can take a dip in the hot tub lined with travertine tiles. Relax further by walking through the front gardens and basking in their calming atmosphere.
Furthermore, space won’t be an issue if you decide to book this beach house. It comes with five bedrooms and is capable of accommodating more than 16 guests.
Top guest reviews
Amenities & Room:
great views from pool area sitting area beach and masterCleanliness:
great clean place with many extrashouse itself is very clean spacious and cozythe home was very clean and the homeowner was very responsiveHost:
also was very quick and kind with the responses to all our questionsexcellent house and hostheather was an amazing host and very friendlythey are very harmless friendly creatures that love to interact with peopleRead more reviewsLocation:
take a walk through this carefully designed paradise cornerthis house this location and this environment is the best i’ve ever stayed inwhat a perfect home for a 3 generation family holiday something for everyone and the location was ideal
5. Searenity; Marathon (from USD 365)
Book a stay in Searenity if you’re looking for a terrific summer vacation. This Airbnb comes with features perfectly suited for summer cookouts. You can use the fish cleaning station to process your catches of the day as well as an outdoor fridge and grill for meal preparation. When you’re done grilling, you can enjoy your meals inside the tiki hut.
Moreover, bring your boat when you make your way to Searenity and keep it tied to the provided dock. Two kayaks are also provided, so you’ll be able to explore the water nearby even if you don’t have a boat. If you’d rather spend the day relaxing at this wonderful house, you can always hop into the pool and turn on the jets.
Top guest reviews
Amenities & Room:
the beds were comfortable and the bathrooms were perfect for our familythe beds were very comfortablethe pool is just the right size for kids to have fun in and adults to chillCleanliness:
very clean and tidyit was very clean comfortable and well equippedabsolutely amazing very very cleanas the other reviews mention it is very clean and well maintainedHost:
the owner was very quick with communicating overall a wonderful experiencethe host is very easy to reach and replies rather quickly to messagesextremely friendly and responsivesuper fast communication with the hostRead more reviewsLocation:
very nice house in a great locationthis was a fabulous stay in marathon the location is close to everything and the house was perfectgreat house in quiet neighborhoodclean and awesome location since we primarily fish in the gulfthe location is perfect and the outdoor tiki which we spent most of our time was very relaxing
6. Tropicasa; Key Largo (from USD 800)
Treat yourself and your friends to a memorable tropical vacation by staying in Tropicasa. Found on this 2.5-acre (1.0 hectares) Airbnb property are coconut trees with hammocks tied to them, ideal for an afternoon nap. There’s also a pier nearby you can use for fishing along with kayaks and paddle boards that are reserved for the more adventurous members of your traveling party.
Besides the outdoors, enjoy your vacation by having some drinks inside the home. There’s a full bar available for guests to use and a spacious dining area suitable for large groups. If you like, you can also head outside and use the provided grill to prepare the fish you and your friends caught earlier in the day and have a fun barbecue party.
Top guest reviews
Amenities & Room:
the accommodations are very comfortable and roomy the views are spectacularloved all the space in the kitchenwe enjoyed making use of the kitchen and outdoor grillit fit 11 ladies very comfortably and had a huge kitchen and living areaCleanliness:
well maintained and super cleanjust book it the house is spacious and clean with plenty of gathering spaces and a well equipped kitchengreat place to stay very spacious and clean everything we needed in the kitchenHost:
tanya was a great hosteveryone on staff is super helpful and sweetthe staff on the property was super helpfulthe property manager tom was helpful and friendlyon top of that tanya and the manager are so kind and responsiveRead more reviewsLocation:
located in a great locationthe location was awesomebeautiful property and amazing locationthe housr and location is just amazingfabulous location highly recommend this house
7. Island Dreamz Bay House; Marathon (from USD 862)
Island Dreamz Bay House allows guests to create 5-star dining experiences of their own. In the morning, you can use the Keurig coffee maker to brew up some delicious beverages for your friends and family. You’ll also feel like you’re cooking in a high-end kitchen thanks to the quartz countertops and the provided Kitchen-Aid appliances. Fish-cleaning tables and gas grills are also available if you need them.
When it’s time to eat, you can stay inside or use one of the outdoor dining spots here. On that note, the waterfront gazebo is a great spot to enjoy your meal. You can have a delectable meal out on the open balconies as well.
Top guest reviews
Amenities & Room:
the furniture inside and outside was tasteful and comfortablemy family loved the pool and deckthe layout was perfect for gathering in the living/dining room and flowing out onto the covered deck spacegreat pool and dock access that we used often would def recommendthe pool area was a good size for lounging as well as playing in the poolHost:
the hosts were super friendly and always had a quick response to anything we neededlauri was a great host too and made sure we were happy with our stay from start to finishlauri was a great host with excellent communicationthis place was a fantastic stay beautiful location and the hosts were beyond our expectationsRead more reviewsLocation:
great place great location right on the canalgreat location for families and childrenplace was great beautiful locationlocation was perfect for us as short outings were what we didabsolutely perfect location great communication from the owner
8. Blu on White; Key West (from USD 394)
Celebrate a special event in style by staying at Blu on White. This Airbnb is ideally suited for entertaining due to its modern kitchen. It is an open-concept space outfitted with the latest appliances. Because of the way the kitchen is designed, you’ll be able to cook for your friends and family while also sharing stories with them.
Furthermore, the centerpiece of Blu on White’s outdoor landscape is the heated saltwater pool with jets for ultimate relaxation. Also, saltwater pools are gentler on the body, making the pool ideal for a swim after a busy day. Moreover, this rental allows pets too, so you can share this adventure with your fur babies.
Top guest reviews
Amenities & Room:
the house is beautifully designed with lots of special details and very comfortableHost:
we were there to host our sons wedding and shawn’s home was a perfect home baseshawn is a fantastic host and romi & her husband were so helpful throughout our stayshawn and his management team are terrific and very responsiveshawn is a very responsive host and we would love to rent from him againRead more reviewsLocation:
the location couldn’t be betterwe loved cooking in the gourmet kitchen floating in the pool and walking to all our favorite spots
9. Atlantis; Cudjoe Key (from USD 570)
Atlantis is an Airbnb property that gives guests plenty of opportunities to explore the waters of Florida Keys. Take your boat when you visit here and use the provided dock and marina to keep it safe and accessible. The kayaks and the swimming ladder attached to the sea wall will also help you and your fellow guests explore the area around the property.
Of course, you don’t need to go into the ocean just to relax in the water. Atlantis also offers a heated swimming pool and a hot tub if you’re looking for more leisurely experiences. Besides, there is a kids’ pool here too, so your little ones can be safe and have fun splashing. You can also enjoy some spectacular ocean views while lounging around Atlantis.
Top guest reviews
Amenities & Room:
fantastic views beautiful kitchen and comfortable bedsbeautiful view nice pool and swimming areacommunity pool was great and looked like it was recently re doneCleanliness:
on-site pool was clean and local community was friendlygreat place to stay very nice and cleanwish they weren't so on top of each other but everything was awesome clean and better than expectedbeautiful sunrises lots of amenities great location very clean great communicationatlantis was clean comfortable and beautiful and had just about the most perfect view one could ask forHost:
manuel is a great host answers any questions promptlymanuel & alan were also excellent hostsmanuel is a great hostgreat spot and a great host would recommend to anyone in the lower keys areamanuel was a great host and we would definitely recommendRead more reviewsLocation:
this is a perfect locationproperties are pretty close togetherwhat a wonderful location to watch every sunrisethis is florida keys paradise and this location came as advertisedgreat location perfect for fishing kayaking paddle boarding
10. Penthouse suite with unobstructed views; Key Largo (from USD 538)
Key Largo is one of the most beautiful islands in Florida Keys. You’ll develop a newfound appreciation for Key Largo’s beauty after staying in this penthouse suite. The unobstructed views allow you to see the best of what Key Largo has to offer in terms of natural splendor. Also, the oceanfront balcony is an ideal spot for romantic moments with your significant other.
Aside from the views it provides, this penthouse suite also impresses with its interior décor. The polished marble flooring and granite countertops are luxurious accents that elevate this property’s design scheme. Modern fixtures and appliances round out the high-end offerings here.
Top guest reviews
Amenities & Room:
nice amenities (pools hot tubs game room gym basketball tennis etchowever the hot tub at this pool is giant beautiful looks like a cave with waterfallsthe property was very clean beautiful furniture for relaxing and a great kitchenCleanliness:
very clean well apportionedHost:
fernando was a wonderful host and the condo was everything promisedthe guard staff checks you in it was flawless and seamlessvery responsive accommodating and helpfulwe would most definitely stay here again and would highly recommend fernando as your hostRead more reviewsLocation:
recommend this location highlybeautiful location and well-kept condowonderful a great place to stay in key largo
Experience the high life in Florida Keys
Staying in a high-end rental property can make your vacation in Florida Keys an even more memorable experience. Book one of these luxury Airbnbs in Florida Keys, USA, if you want to experience what high life is truly about. You cannot go wrong by choosing one of the properties listed here!
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