Guesthouse vacation rentals in Florida Keys

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Florida Keys

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Guesthouse in Miami

4.97 out of 5 average rating, 178 reviews

Cozy private guest studio

Welcome! This is a private guesthouse located in a quiet neighborhood. Accommodations are with a private entrance and parking space to make you feel at home. We are located near a major expressway. We have a pool; The POOL is a SWIM AT YOUR OWN RISK. It is shared with Owner. Enjoy a smoke free cottage. Ashtrays are provided outside for those guest that do smoke. We provide a queen size bed and a couch/bed. This space is perfect and comfortable for two guest.Please NO children and NO animals.

Guest favorite

Guesthouse in Biscayne Park

4.95 out of 5 average rating, 465 reviews

Cozy and charming cottage

Our cottage is located in a very quiet residential area, 15mn to the beach (Bal Harbor area).20mn from both Miami and Fort Lauderdale Airports, Located in the backyard of the main house but separate and with an independent entry. Enjoy our tropical garden and beautiful pool, in the back of our house. Share with owner only, we give priority to our guests to enjoy it! Parking available in our front yard. No kitchen but microwave and fridge. TV, cable and WIFI. It is suggested to have a car.

Guest favorite

Guesthouse in Miami

4.85 out of 5 average rating, 479 reviews

Tropical Paradise in Miami Brickell

You will appreciate your private entrance and space that Casa Roja has to offer. It is a stylish studio with a tropical elegance. The large room has a nice sitting area with a queen bed, sofa bed , desk, nice closet, large shower, microwave, kurig coffee maker and mini fridge. Located in one of Miami's best neighborhoods. RIght off I95 a short walk to Brickell Village ,Key Biscayne beaches, and Calle Ocho. Close to metrorail & a short uber to SOBE. Tropical paradise...location, location!

Guest favorite

Guesthouse in Miami

4.98 out of 5 average rating, 152 reviews

Casanessa - a private cottage among the gardens

102 years old with a fresh new look! Come we just revamped our gardens! Relax in this spacious, recently renovated one bedroom cottage detached from the main house with its own living room & kitchen. Surround yourself with peaceful greenery & gardens while being steps away from the heart of Calle Ocho's art galleries & restaurants. Local bakery, grocery store, & laundromat are around the corner at your convenience. We offer coffee, tea , 2 water bottles, snacks & free street parking.

Guest favorite

Guesthouse in South Miami

4.98 out of 5 average rating, 324 reviews

Sweet Dreams Lakeside Cottage near U of M Gables

Sweet Dreams Lakeside Cottage is a separate private guest house for complete living. Located on a beautiful lake in a quiet private upscale neighborhood near University of Miami, Coral Gables and downtown South Miami. The private back yard on the lake is like a mini Resort, tranquil, relaxing and romantic, complete with Tiki Hut and a Hammock for 2 and the High Speed WiFi works outside also. Conveniently located near a Metro Station, Shopping, Beaches, Restaurants and attractions.

Guest favorite

Guesthouse in Key West

4.94 out of 5 average rating, 549 reviews

Old Town - Room Opens to Pool and Garden

Located in the heart of Old Town, we are three blocks from Duval Street, a 10-minute walk to Higgs Beach, and around the corner from the best, least-expensive meal in town--El Siboney Cuban Restaurant. We suggest bicycling around Key West. Rentals from We-Cycle Bike Shop can be delivered to our door. Two blocks away, The Duval Loop offers free air-conditioned bus service 7 a.m. until midnight. We also offer a link with recommendations for excursions, tours, & restaurants.

Guest favorite

Guesthouse in Naples

4.94 out of 5 average rating, 127 reviews

Private & Spacious Studio 1 mile fr 5th Ave w/Pool

Welcome to Kevin's Newly Renovated Air BNB in Naples, featuring a private swimming pool, patio w/sun shade, parking, luxury sheets, fully stocked kitchen, full size W/D, and more! This uber-quiet and private space is located just over 1 mile from 5th Avenue/downtown Naples, & 2 miles from the beach. 5 minute walk to Naples Bay Resort, coffee shops & restaurants. Walk or use complimentary bikes to check out nearby Celebration Park, a brewery, Market 360, & pickleball courts!

Guest favorite

Guesthouse in El Portal

4.93 out of 5 average rating, 163 reviews

Queen Bed | Mins to South Beach | Wynwood| Brickel

Enjoy a stylish stay in Miami at our Boho cottage centrally located in a BEAUTIFUL, QUIET and SAFE neighborhood. We are less than 10 minutes drive from Wynwood and the Design District. 15 minutes to Downtown and South Beach. 18 minutes from the Airport. This boho retreat offers a fully equipped kitchen, WiFI, Free Parking, independent A/C and Netflix. Enjoy Complementary Coffee, Shampoo, Conditioner, Soap and plenty of clean towels & sheets. PRIVATE/INDEPENDENT ENTRANCE.

Guest favorite

Guesthouse in Dania Beach

4.97 out of 5 average rating, 227 reviews

ECO-Mango House 8 min to FLL Airport & Port Cruise

ECO-Charming apartment fully equipped, for friends in search of a remarkable Florida vacations, WiFi, Netflix, Amazon, cable, private yard with lovely Florida room. Family and Pet friendly. 8 min to Beach, FLL airport, Cruise Port, 10min to Las Olas, 14min Hard Rock Casino, 20 min to Sawgrass Mall, close to museums, night life, shop and rest. Spacious back yard with a Beautiful Mango tree, where you can enjoy juicy and sweet mango's during June to August every year.

Superhost

Guesthouse in Key Largo

4.86 out of 5 average rating, 396 reviews

Key Largo Bayside Guesthouse Beach sunset fishing.

Bayside Cabin / Guesthouse a romantic settings, sunsets, beach, docks and pier quiet peaceful lush gardens surrounded by nature wildlife at its best, birds, iguanas, manatees, dolphin’s, eagles; the beach is only a short walk away to the bay enjoying a cocktail, immense boats cruising and parasailing activities; partial bay view from the porch. Beach and pier might be use by other guests. Wifi signal may not be for uploading heavy files or gaming nor tv surfing.

Guest favorite

Guesthouse in Coral Gables

4.96 out of 5 average rating, 269 reviews

Cozy Cottage in quiet neighborhood.

Refurbished, SMALL DETACHED STUDIO (no kitchen, and sitting area is outside) with King sized bed, Wifi, microwave, kettle, French Press, small TV with premium channels, mini fridge, and private shower. Our peaceful backyard sanctuary is perfect for relaxing with a glass of wine (complimentary bottle upon arrival!) music,and/or a book. 2 miles to Miracle Mile restaurants / 12 miles to South Beach (20 - 30 mins.)/ Wynwood / Little Havana (3 miles).

Guest favorite

Guesthouse in Naples

4.86 out of 5 average rating, 107 reviews

Coastal Cabana - 2 Miles to Beach and 5th Ave

The Coastal Cabana is an adorable one-bedroom guest house less than two miles to the beach and the best shopping and dining in Naples. This downtown location in the 34102 zip is unmatched when it comes to beach accessibility and the best of everything downtown Naples has to offer. The Cabana is tucked away in a small, quiet coastal neighborhood walking distance to the Naples Zoo and Conservancy of Southwest Florida, and Gordon River Greenway!