Guesthouse vacation rentals in Florida Keys

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Top-rated guesthouses in Florida Keys

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

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Superhost
The common area features a blue sectional sofa adorned with patterned cushions, paired with a wood dining table and chairs. A decorative wall shelf holds various items, while a mirror and wall art contribute to the space's modern country aesthetics. Natural light enters through the window with blinds.
Guesthouse in Homestead
4.84 out of 5 average rating, 111 reviews

Keys Porch Experience New and Beautiful Unit 1

Modern country decoration, separate bedroom, bathroom, fully equipped kitchen, common area with sofa bed, washer and dryer, patio with barbecue and seats for your enjoyment. Everything you need to feel at home! This convenient location is near to the beautiful Everglades and Biscayne National Parks ( The largest subtropical wilderness in the United Sates) and many great beaches and entertaining night life in the Florida Keys! Location is a perfect choice for those traveling to Miami or the Keys!

Top guest favourite
A tropical tiki hut features natural thatched roofing and wooden flooring, offering a relaxed seating area with a central coffee table. Surrounding greenery enhances the peaceful ambiance, while a scooter is visible in the background, suggesting a convenient way to explore the area.
Guesthouse in Biscayne Park
4.95 out of 5 average rating, 513 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 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.
Guesthouse in Key Largo
4.93 out of 5 average rating, 164 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.

Guest favourite
A vibrant exterior showcases a tropical setting with lush greenery surrounding the bright red house. A crystal-clear pool reflects the sky, and a decorative orange crocodile adds a playful touch to the garden area. The thatched roof hints at a relaxed atmosphere.
Guesthouse in Miami
4.86 out of 5 average rating, 549 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, 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!

Top 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.
Guesthouse in Florida City
4.99 out of 5 average rating, 101 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, Outlet mall, Miami, the Everglades and so much more. Equipped with all the essential to make your stay comfortable. Just 3 minutes away from Walmart, 25 minute drive to the Keys & 27 to Miami! Nearby Everglades (5 min ) Key Largo (30 min) Miami (20 min) Hospital ( 10 min)

Superhost
A spacious living area features a large sectional sofa adorned with decorative cushions. Natural light filters through the plantation shutters on the windows, illuminating the warm wooden floor and white walls. A modern light fixture hangs from the ceiling, adding a sleek touch.
Guesthouse in Key Largo
4.89 out of 5 average rating, 260 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
Guesthouse in Miami
4.94 out of 5 average rating, 174 reviews

Cozy and private studio.

Step into your private oasis—where serenity meets charm. A gently swaying hammock beneath whispering palm trees invites you to slow down and soak in the calm. Tucked among lush greenery, a rustic metal bistro table sets the scene for dining under the stars. Whether it's a quiet morning coffee or an intimate alfresco dinner, this tranquil retreat offers the perfect backdrop for relaxation and unforgettable memories.

Top guest favourite
A bright open-concept studio features a spacious bed dressed in white linens with a textured throw blanket. A small stool sits at the foot of the bed, while a simple area rug adds warmth. Natural light filters through large windows, illuminating the modern decor.
Guesthouse in El Portal
4.94 out of 5 average rating, 210 reviews

South Beach | Wynwood| DesignDistrict| Brickell

Stylish Boho cottage in a BEAUTIFUL, QUIET, SAFE Miami neighborhood. Under 10 min to Wynwood + Design District, 15 min to Downtown + South Beach, 18 min to MIA. Fully equipped kitchen, fast WiFi, FREE parking, private entrance, independent A/C + Netflix. We provide complimentary coffee, shampoo, conditioner, soap, fresh towels + crisp clean sheets. A peaceful, curated retreat with easy access to the best of Miami.

Top guest favourite
Guesthouse in Homestead
4.96 out of 5 average rating, 164 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.
Guesthouse in Homestead
4.97 out of 5 average rating, 179 reviews

Charming Private Pool house for two.

Charming private back pool house on a fenced 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.

Guest favourite
Two wooden lounge chairs with striped cushions are positioned beside a sparkling blue pool. Lush greenery surrounds the area, creating a tranquil atmosphere. A modern structure with a sleek roof is visible in the background, enhancing the serene outdoor setting.
Guesthouse in Fort Lauderdale
4.96 out of 5 average rating, 128 reviews

Romantic Guest House w Heated Spa

Romantic Fort Lauderdale Guest House with Private Heated Spa and Secluded Patio Escape to a serene retreat in Fort Lauderdale, perfect for couples seeking luxury and privacy. This romantic guest house features a private heated spa and a secluded patio, offering an intimate setting for relaxation.

Top guest favourite
A natural stone jacuzzi is set in a secluded area, surrounded by lush green plants and bamboo wall accents. Soft lighting from overhead strings illuminates the space, while a pink flamingo float rests on the water, inviting relaxation and enjoyment.
Guesthouse in Homestead
4.97 out of 5 average rating, 215 reviews

Relax on HOT TUB near Florida Keys

Find solace away from the daily grind in our beautiful sanctuary. Discover serenity in our charming tiny house with a petite patio and luxurious jacuzzi. Perfect for a cozy getaway, this retreat offers a blend of comfort and relaxation. Unwind in style surrounded by nature.

Popular amenities for Florida Keys guesthouses

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