Found on the southern end of Florida, between the Gulf of Mexico and the Atlantic, are a chain of tropical islands called the Florida Keys. This ideal holiday destination is characterized by charming resorts, beaches, and rich wildlife. Popular activities in this chain of islands include swimming, diving, kayaking, fishing, and snorkeling. Also, don’t forget to explore various local fauna and flora at Florida Keys National Marine Sanctuary and John Pennekamp Coral Reef State Park. Florida Keys is also known for having world-class private accommodations where you can stay during your vacation. These options include cottages, townhouses, waterfront abodes, and modern apartments in gated communities. If you’re coming with a pet or two, check out these best pet-friendly Airbnbs in Florida Keys.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and pet-friendly rules and regulations. The image galleries get refreshed with the latest updates regularly. They were last updated on April 12, 2024.
1. Big Blu, Key West (from USD 668)
Enjoy world-class leisure with 11 other guests in this modern 5-bedroom house located in the central Cuban district in Key West. Thanks to its location, this home is within walking distance of plenty of points of interest on the island, including coffee shops and the beach.
The interior of the accommodation is enormous and eye-catching. The living room boasts a glass wall and a vaulted beam ceiling, and you’ll find beautiful wall art throughout. You may kick back in the family room and watch TV, cook in the well-equipped kitchen, or relax in the fenced heated pool. Pets are allowed here, but you must inform the host beforehand.
Top guest reviews
Amenities & Room:
the rooms and furnishings gave off a great vibehuge comfortable bed in a studio with lots of natural lightthe room itself was air-conditioned on arrival and decorated very wellthe place is comfortable clean and updated with stylish furniture decoration and amenitiesthe cuban coffee a couple doors down at the laundry mat is deliciousCleanliness:
clean and spacious suitesshawn’s place was great very clean and stylish and the bikes were awesome to get aroundthe bed was comfortable and the apartment was well-appointed and spotlesssuper cozy and clean very nice locationstudio blu was well decorated comfortable and cleanHost:
shawn was a wonderful hosthe was a great hostshawn was an excellent hostshawn was a great host with good recommendations for key westshawn is really helpfulRead more reviewsLocation:
it’s close to everything and the neighborhood is safe and quietthe location was perfect for us for walking or biking to many main attractionsyou can walk or bike to all of the main attractions key west has to offerthe blu suite is an ideal place to stay for any couple staying in key westthe most stunning room in an incredible location in old town
2. Hidden Oasis, Key West (from USD 317)
This pet-friendly rental, located near the renowned Duval Street in Key West, is ideal for a small family of four. It’s set amidst other Conch-style properties in a charming tropical area, a walking distance from shops, eateries, and bars.
The inside is very open, colorful, and welcoming. Renters can unwind on the living room’s sleeper sofa and watch their favorite programs on cable TV. The bedroom comes with a king-sized bed, and the kitchen is well-stocked. Outside, you’ll find a shared pool and a shaded deck with furniture and a gas barbecue grill for your recreation. In addition, a maximum of 2 pets of no more than 50 lbs (22.7 kg) is allowed on the property. A fee per pet applies, as well.
Top guest reviews
Amenities & Room:
the space itself was very comfortable and convenient (new ac in-unit washer/dryer etc)the pool in the courtyard is semi private and we absolutely loved itquiet private and awesome heated poolthe location was amazing the pool was great and the deck out back was relaxingCleanliness:
the pool was wonderful and looked like someone cleaned it every morning which was so nicewonderful stay - clean convenient and perfect for our mother/daughter getawaywe enjoyed our stay here it was clean and comfortable and had everything we neededthe pool and common area was clean and well maintained and off-street parking was a huge plusthe house was very clean and we really enjoyed the light bright living room/kitchen areaHost:
very nice place with great staff in a good locationrandy goes over the top in a good way to provide you a great informative experienceRead more reviewsLocation:
location is within short walking distance of most attractionsthe location was great and the place was cutelocation is outstanding - we could walk everywheregreat location quiet and privategreat location away from the noise and busy duval street but close enough to walk anywhere
3. Waterfront abode with a private dock, Little Torch Key (from USD 379)
If you’re planning a waterfront getaway, or if you enjoy fishing, look no further than this two-bedroom accommodation for six. It sits on a 1-acre (0.4-hectare) waterfront property with a 250-foot (76.2-meter) dock where you can stand and admire the water or fish. There’s also a ramp for your boat. Pets are welcome to enjoy the surroundings with you.
Inside, the abode is spotless and cozy. You’ll find a living area with an HDTV, a sofa bed, and a heated massage recliner for your recreation. The open-plan kitchen is fully equipped too. Furthermore, the cottage’s location is quiet, central, and close to many eateries, watersports gear rental shops, and more.
Top guest reviews
Amenities & Room:
the kitchen is well equiped and with the grill meals were easywe were a big group and despite being at max capacity really felt comfortable therethe cozy cottage is the perfect getaway and kiki’s sandbar was perfect6 of us stayed in this cozy cottage and we all fell in love with itCleanliness:
exceptional host very clean and well keptit's a great little place to stay clean great dock nice place to staythe cottage was clean and had everything you need for a great stayHost:
owner is responsive to any needsthe owner was very attentive and responded to all of our questions within 15-20 minutes topsvery friendly neighbors made us feel like localsbe sure to read the guestbook (we loved this thoughtful touch ) and the host provides several guide books/magazinesfun to see an active fishing boat and friendly crew in actionRead more reviewsLocation:
the location is amazingcute house with excellent location and amenitiesperfect location close enough to key west for day trips but far enough away from things to really relaxperfect location close enough to key west and many other attractions but far from the city noiseit’s super close to a restaurant grocery store and bait and tackle shops
4. Two-bedroom house with grill, Marathon (from USD 339)
Experience an unforgettable vacation with your family or friends in this two-bedroom waterfront rental. It’s situated in Marathon’s seaside Little Venice, within walking distance of Marathon Lady, a fishing charter where you can see the day’s catch.
The property is designed to make you feel at home. You’ll love the artful touches, the warm living room with a large smart TV with premium channels, and the kitchen with modern appliances, such as an ice maker. Good for five guests, both the bedrooms boast comfy queen-sized beds. Outside, you can fish from the private dock or enjoy the mesmerizing sunset while using the barbecue grill. Pets are allowed to stay here with you — just make sure to pick up after them.
Top guest reviews
Amenities & Room:
the room faced the canal and gave you beautiful water views all of the timefrom the comfortable sofa to the two side chairs every seat was better than the one beforeliving room: wow this room was so tastefully decoratedCleanliness:
looks clean smells clean is cleanvery clean + well equipped kitchenthe house is better than advertised and is clean as a pinalways clean and fresh looking and feelingvery clean and well decorated and comfortable to stay atHost:
host was super friendly and helpfulthe home and setting are beautiful and our host was spectaculartim was a fantastic host and was very accommodatinghe is a great host and will make your vacation one to rememberhighly recommend and tim is an great hostRead more reviewsLocation:
the location is perfectthe location is perfectgreat location for both gulf and alantic excursionsthe location was great for a day trip to key west -- little tiplocation is ideal with a rental boat and easy access to the atlantic and gulf
5. Plush upstairs property in the heart of Islamorada (from USD 275)
A fun-filled family getaway awaits you in this upstairs, two-bedroom rental in the heart of Islamorada. Many points of interest, including beaches, shops, restaurants, and landmarks such as Third Thursday Art Walks, are within walking distance of this property. On the first floor are lawn games, a beer shop, art classes, and more. Even the house’s garden, where you can have a picnic, hosts regular live shows by local singers.
The property highlights beautiful furnishings and new facilities, such as kitchen appliances. Also, there are laundry amenities for guests’ use. You can bring your fur baby here for non-refundable pet fee.
Top guest reviews
Amenities & Room:
the bathroom has hidden heater for your bathing comfortwe had a front row seat from the comfortable balconyit was decorated with comfortable cozy furniture and the bed was so comfortablethe a/c felt amazing after a long hot day of fishingthe beds were so comfy as wellCleanliness:
so clean and comfyit was so clean and neatthe apartment is clean and easythe apt is spacious clean and well appointedthe apartment was so spacious and spotlessly clean on arrivalHost:
the host was super friendly and accommodatingflorida brewery downstairs and the staff were awesomeour hosts were very nice and accomodatingshe is very attentive and easy to reachall in all a wonderful host with a wonderful home hopefully be back soonRead more reviewsLocation:
great place central to everythinggreat location better than we expectedbeautiful space and central to everything on islamoradawe were able to walk to great restaurants and shoppingbest location in islamorada close walk to restaurants breweries and markets
6. Cozy accommodation with a rooftop balcony, Key Largo (from USD 299)
This two-bedroom waterfront abode is located on a peaceful street in Key Largo, close to many places of interest, such as eateries, water sport venues, and even John Pennekamp Coral Reef State Park. Also, the rental provides kayaks for use at no extra charge.
The upper-floor accommodation has a sizable living room with a TV and a well-stocked kitchen. You and four other guests can stay here. Your pets can come with you, but you must inform the host first and pay a pet fee. There are balconies, including one on the rooftop, where you can relax and enjoy the striking ocean panorama or sunset.
Top guest reviews
Amenities & Room:
the balcony was very nice two with a table for dining and a couch to relax and readvery comfortable house with wonderful viewskitchen was pretty well stocked and beds and furniture were quite comfortablewould have appreciated more utensils amenities glasses etc in the kitchenthe beds were comfortable and the view from the porch was incredibleCleanliness:
the house was clean and comfortableit was very clean and larry was super good with any communication and recommendations for the areathe house is clean and the bed is super comfortablethe house is clean and nicely decorated and the beds are very comfortableit was spotlessly clean the house is well set up and had everything we neededHost:
larry was very responsive to info requeststhe host assures is this is an issue with his cleaning crew that he will resolvelarry and penny are fantastic hosts — super prompt with communication and very very nice peopleRead more reviewsLocation:
great proximity for pennekamp marine parkgreat location in a quiet neighborhoodvery nice place in great locationwonderful location very much enjoyed walking over to the local breakfast/lunch spot a short walk awaynice neighborhood to go on walks
7. Recently refurbished townhouse with pool access, Key Largo (from USD 275)
Your family vacation is bound to be remarkable in this recently refurbished two-bedroom townhouse. Overlooking the lagoon, the home is set in Kawama Yacht Club and Marina, an upscale community in Key Largo. You’ll get to enjoy access to the complex’s tennis courts, two heated pools, an enormous pirate ship playground for kids, fishing opportunities, and more. Plus, the rental comes with a golf cart to explore the area and two kayaks to enjoy water cruises.
The pet-friendly property is enormous and beautifully decorated. Plus, it has enough space for you and your fur baby. You can enjoy watching various premium channels in the living area’s smart TV, cooking in the fully equipped kitchen, barbecuing on the tropical front terrace, and more.
Top guest reviews
Amenities & Room:
community pools were nicevery comfortable safe and has great amenitieswe enjoyed the resort and access to the pools and kayakssmart tvs wifi golf cart and gamesthe beds are wonderfully comfortable and the outdoor seating is so niceCleanliness:
plenty of clean sheets beach towels spices for cookingit was very clean and in a wonderful communityplace is awesome clean and cutei loved my stay here everything was clean and there was lots to do on the propertyextremely clean with lots of amenitiesHost:
the host was extremely accommodating and helpfulhost was super nice and replied on timethe owners are great people to work withgreat place and welcoming host would recommend to anyonehost was wonderful and an awesome place to stayRead more reviewsLocation:
great location and valuegreat location close to lots of local foodthis was such a cute placenice house right on the lagoon walking distance to marina and kayakingwonderful condo with a great location to explore the upper keys
8. Lovely house in a gated community, Cudjoe Key (from USD 285)
This two-bedroom accommodation for six is located in a gated community in Cudjoe Key. You will have access to the communal hot tub, swimming pool, table tennis, basketball court, and marina. Plus, Key West and many beaches are less than 30 minutes away by car.
Additionally, this home highlights all the comfort of a home. You’ll find an open chef’s kitchen to whip up your favorite meals, a sizable living area, laundry amenities, and more. What’s more, there’s a barbecue and a spacious balcony with water vistas. Pets are allowed here for a fee. Just keep in mind that they are not allowed on the furniture.
Top guest reviews
Amenities & Room:
easy checkin nice kitchen and viewthe beds were comfortable the washer and dryer is always nice to have with a beach vacationyou can use the community pool and hot tub as well as playing sportsthe pool was sparkling the kayaks were great the kitchen well stocked with basic cooking tools/applianceseverything was clean and the furniture was all very comfortableCleanliness:
very clean warm poolnice clean accommodations on a canalit's very clean and comfortablethe home is very clean and updatedclean comfortable and well stocked home on the water in cudjoe keyHost:
checkin staff very nicethe owners are very nice and communicate timelythe host is generally very responsive and there's so much to dobut community was safe and friendlyRead more reviewsLocation:
it was a great locationgreat location to key west would definitely recommendhighly recommended beautiful home and a great location for tons of things to dowe were about 25 minutes from keywest and lots of great restaurants close bywhen we walked in we definitely felt like we had chose right
9. Peaceful home in a cul-de-sac, Marathon
Tranquil and leisurely are some of the best words to describe this three-bedroom home located in a dead-end between two canals in Marathon. It’s right in front of the water and boasts a dock where you can leave your boat. It also has a relaxing tiki in the backyard with a bistro table and hammock. You’ll also find a barbecue and a deck with a picnic table that you can enjoy. You can bring one pet here upon getting approval. There will also be an additional pet fee.
The rental’s entrance leads to a high-end, spotless interior, which draws inspiration from the tropical surroundings. The kitchen was recently updated, and the living room is equipped with an HDTV with cable access and comfy seating for your pleasure. Books, games, a kayak, and laundry amenities are available, too.
Marathon, Florida, United States
18.77 km (11.7 mi) from Bahia Honda State ParkSuperhost
Accommodates: 6
Top guest reviews
Amenities & Room:
very comfortable house with a large kitchen and nice outdoor living spaceCleanliness:
nice and clean and pleasantclean house with a relaxing atmospherethere was plenty of space very clean and we had everything we neededclean comfortable great amenities and close to everything we neededhad everything you needed to catch clean and prepare any fish or lobster you catchHost:
judy was a wonderful hostjudy and jim were wonderful hostsjudy was available for any questions and the nicest host we've stayed withthe host was very responsive and gave some great suggestionsjudy was a great host very communicative and quick to respondRead more reviewsLocation:
the location of judy’s place is perfectthis place is great right on the watergreat location and friendly hostsmy family and i loved this beautiful home in a great location in marathonthe location is perfect and you have numerous options for being outside around/on the water
10. Serene retreat for two, Islamorada
You’ll live to remember your romantic getaway long after you’ve left this one-bedroom accommodation located in a natural, peaceful waterfront area in Islamorada. You can enjoy the beach, swim, snorkel, and even explore the waters with the available kayaks. The naturally influenced exterior is very accommodating, boasting a barbecue, furniture, and a shared hammock area.
The indoor is small but sleek. It highlights a fully appointed kitchen, a queen-sized bed, and a living room with a couch. Plus, you can come along with your furry friend.
Islamorada, Florida, United States
59.45 km (37.0 mi) from Bahia Honda State ParkAccommodates: 2
Top guest reviews
Amenities & Room:
lots of space and bed new and comfortableangie was kind enough to let us borrow her personal fanhowever shower tiles looked new and very cleanthe property is 100% prime space plenty of room to spread out or be friendly to other gueststhe apartment was beautiful and our stay was fantasticCleanliness:
space was clean and just as describedangie had it sparkling clean when we arrivedit is clean comfortable and coolcomfortable and cleanthe unit was cozy and clean and had everything we neededHost:
kevin was such a lovely hostkevin was welcoming and helpfulkevin is a great host and very accessiblehosts are very helpfulthe host was super friendly and helpfulRead more reviewsLocation:
absolutely loved the locationbeautiful location right on the watergreat location very fun kayaking and cool fish and lobsters you can seeperfect location with beautiful private beachthe terrace and the location are the best u can wish for
Enjoy an adventurous vacation in Florida Keys
A world of adventure and fun awaits you in Florida Keys. Enjoy kayaking, fishing, relaxing on soft sand beaches, exploring unspoiled natural spots, and more. What’s more, these best pet-friendly Airbnbs in Florida Keys are designed to be comfortable temporary homes for you and your four-legged companions.
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