Guest house holiday rentals in Florida Keys

Find and book unique guest house rentals on Airbnb

Top-rated guest house rentals in Florida Keys

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

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Guest favourite
A modern two-story residence is shown, featuring a neutral façade of light and dark materials. Large windows are visible on the upper level, and a sleek garage door is positioned on the right. A minimalist landscape design includes young trees and a scooter parked on the driveway.
Guest house in Florida City
4.97 out of 5 average rating, 144 reviews

Luxury Loft

Kick back and relax in this calm, stylish space. A private suite with your own entrance, your personal parking space and no shared space with others! Safe neighborhood. Close to The Florida Keys, Florida Keys Outlet Mall, Homestead Miami Speedway, AMR Homestead Miami Motorplex, Robert is Here Fruit Stand & Farm, The Everglades, Fasulo Parkand so much more. Equipped with all the essential to make your stay comfortable. Everglades (5 min ) Key Largo (30 min) Miami (20 min) Hospital ( 10 min)

Guest favourite
Guest house in Homestead
4.86 out of 5 average rating, 145 reviews

The Farm Keys experience New and adorable Unit 2

Kick back and relax in this stylish space. Modern country decoration, separate bedroom, bathroom, fully equipped kitchen, common area with sofa bed, washer and dryer, patio, barbecue and seats for your enjoy. Everything you need to feel at home!This convenient location is near to the Bay Side Parks, Everglades Park (The largest subtropical wilderness in the United States) many great beaches and entertaining night life in the Florida Keys!! Perfect choice for those traveling to Miami or the Keys!

Top guest favourite
A well-appointed sleeping area features a tufted bed covered with orange linen and decorative pillows. Artwork is displayed above the bed, and soft natural light enters through large windows, accentuating the wooden ceiling beams and stone-tiled floor.
Guest house in Miami
4.94 out of 5 average rating, 683 reviews

Brand NEW Cottage with Gorgeous Patio! 5 mi Beach!

The Atelier is a charming cottage inspired by an artist'studio. It’s a private, peaceful space— small yet fully equipped for solo travelers or couples (4 guests can sleep, though snugly). It offers a queen bed with a twin trundle & a foldable cot in the closet. Step outside to a lovely frontyard with a comfy sofa under the avocado tree — perfect for relaxing. Plenty of free street parking. The location is right in the heart of Miami, between Little Havana & Brickell, close to all attractions.

Guest favourite
Guest house in Key Largo
4.86 out of 5 average rating, 507 reviews

Bayside Guesthouse beach fishing, romantic sunsets

Private Romantic Bayside Cabin/Guesthouse, peaceful settings, lovely sunsets, beach, fishing pier, lush gardens surrounded by nature and wildlife, birds, iguanas, manatees, dolphin’s, eagles, the beach is just a short walk away from the Guesthouse enjoying a cocktail, fishing, boats cruising by, kayaking, snorkeling or an amazing sunset. *This Guesthouse is on bayside not Bayfront ! Same property but private from the residence! "No pets, Airbnb-granted pets Exemption cus allergies reasons"

Top guest favourite
Guest house in Miami
4.99 out of 5 average rating, 292 reviews

Guesthome w/ Heated Pool 5 mins from Miami Airport

This home is located just 5 minutes from the Miami Airport and is central to many attractions here in Miami. Take a walk down Calle Ocho, swim at Miami Beach, enjoy a game at Marlins baseball stadium or American Airlines Arena (home to the Miami Heat), and dine at one of the many popular restaurants such as Versailles. These are all within 15 minutes of this private comfortable home. Come enjoy a location that provides a rich experience into the vibrant hispanic culture that Miami radiates.

Top guest favourite
A serene swimming pool surrounded by tall palm trees and lush tropical plants. Two floaties rest peacefully in the clear water. Chaise lounges are positioned nearby for relaxation. A charming white wall provides a backdrop, enhancing the tranquil setting.
Guest house in Biscayne Park
4.95 out of 5 average rating, 535 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.

Top guest favourite
A cozy living area includes a comfortable sofa and a small coffee table, with a television mounted on a white unit. A dining table with a marble top is positioned nearby. A doorway leads to the bedroom, while natural light filters through the windows.
Guest house in Miami
4.98 out of 5 average rating, 226 reviews

Casanessa - a private cottage among the gardens

103 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 favourite
Vibrant bougainvillea flowers in shades of pink and deep red create a lush display against the greenery. The dense foliage adds a natural texture, while drops of water may suggest recent rainfall, enhancing the overall freshness of the scene.
Guest house in Key Largo
4.93 out of 5 average rating, 227 reviews

Seaside Bungalow

Very private entire Cottage brand new walking distance to world famous Tiki Bar jet ski rentals kayaks Extremely private surrounded by exotic flowers and orchids.Less than 2 miles from Baker's Cay and close to the Key Largo and Islamorada wedding venues. We have a fully stocked home size kitchen. All the condiments coffee creamers sugar ketchup mustard etc. Giant stone shower with shampoos and conditioner and plenty of plush towels. Beach towels and chairs as well as 2 bicycles.

Top guest favourite
Guest house in South Miami
4.97 out of 5 average rating, 401 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 favourite
Guest house in Key Largo
4.89 out of 5 average rating, 293 reviews

SaltSpray Bungalow Oceanside, 1 bedroom

Canal front bungalow with beautiful views of the ocean. Private water front and pergola with steamer chairs and hammock. BBQ your fresh catch while lounging on the back porch, relaxing in the tropical landscape. One bedroom with Queen bed. Queen size pull-out couch in the living-room. Full kitchen boasting high-end appliances. One Car Parking by unit. Centrally located between shopping centers and destination activities.

Guest favourite
Guest house in Homestead
4.95 out of 5 average rating, 204 reviews

Villa Samsara - on a beautiful 5 acre farm

When you come and stay with us, it’s a deeply immersive experience with our horses. Often you will find them in your front door or window. There is something profoundly impactful about being around horses and sharing close-quarters with them. You are in their energy field, receiving all that they have to offer. Without even realizing it, your energies are being grounded and regulated through their presence.

Top guest favourite
A clear blue pool is framed by a protective screen enclosure, creating a serene swimming environment. Lush greenery surrounds the pool area, and a guesthouse is visible in the background, featuring a simple facade with a centrally located door.
Guest house in Homestead
4.96 out of 5 average rating, 196 reviews

Charming Private Pool house for two.

Charming private efficiency cottage with pool access on a 2 acre property in a quiet neighborhood close to US 1, the Turnpike, the Keys, Nascar and the Homestead Speedway, and the Everglades. You are 15-20 minutes from the Speedway, 20 minutes from the Everglades, and 30 minutes from Key Largo. For guests wishing to stay a month or more, I would require you to provide a copy of your photo ID.

Popular amenities for guest house rentals in Florida Keys

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