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Guesthouse holiday rentals in Florida Keys

Find and book unique guesthouse rentals on Airbnb

Top-rated Guesthouses in Florida Keys

Guests agree: These guesthouses 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.
Guesthouse in Florida City

Luxury Retreat | Near the Florida Keys

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)

ValueLocationCleanliness

4.97 out of 5 average rating, 164 reviews
Guest favourite
A modern living area is featured, showcasing a blue sectional sofa adorned with decorative pillows. A wooden coffee table is centered on a patterned rug. Wall art and decorative shelves add character, complemented by a dining area with a textured tablecloth and various plants strategically placed.
Guesthouse in Florida City

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!

ValueLocationCondition

4.86 out of 5 average rating, 151 reviews
Top 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

Seaside Bungalow

Attention, all turtle lovers.I have a 150 pound Sulcata tortoise that lives right in front of the bungalow and 4 more smaller turtles that live in the side yard.Super friendly. Very private entire Cottage brand new walking distance to world famous Tiki Bar jet ski rentals kayaks Extremely private surrounded by exotic orchids We have a fully stocked home size kitchen. Giant stone shower with shampoos and conditioner and plenty of plush towels. Beach towels and chairs as well as 2 bicycles.

ValueLocationAccuracy

4.93 out of 5 average rating, 249 reviews
Guest favourite
A heated pool is surrounded by palm trees, offering a refreshing oasis. Comfortable outdoor seating arrangements include chairs and loungers, alongside a sun umbrella. The patio area is designed for relaxation and leisure, with vibrant greenery adding to the tranquil atmosphere.
Guesthouse in Miami

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.

ValueFamilyWalkability

4.97 out of 5 average rating, 312 reviews
Guest favourite
Guesthouse in Homestead

Modern Casita w/ Pool | Explore Everglades & Keys

✨ALL-INCLUSIVE PRICE! Rate includes cleaning & Airbnb fees—no hidden charges. Relax with the whole family at this peaceful, private Modern Casita guest house. Near Everglades National Park & Gateway to the Florida Keys. In the city of Homestead. The Modern Casita features an open-concept studio layout with two queen beds, a living area, kitchenette, and a private full bathroom, plus access to the pool and hot tub. (Pool not heated. Hot tub heating available for an additional daily fee.)

LocationFamilySleep quality

4.95 out of 5 average rating, 105 reviews
Top Guest favourite
Guesthouse in Biscayne Park

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.

FamilyValueBackyard

4.95 out of 5 average rating, 540 reviews
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.
Guesthouse in Coral Way

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.

LocationValueComfort

4.98 out of 5 average rating, 236 reviews
Top 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 Coral Way

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!

LocationValueLong stay

4.86 out of 5 average rating, 606 reviews
Top Guest favourite
A vibrant outdoor patio area features colorful walls adorned with artwork. Stone pathways surround lush plants and a koi pond, while wrought-iron furniture includes tables and chairs. Arched openings provide shade, contributing to the tropical ambiance.
Guesthouse in Miami Springs

Couple Friendly Private Oasis, Francisca's Place

A peaceful oasis minutes from MIA — wall-to-wall library, adjustable queen bed, curated art throughout. Perfect for couples, layovers, red-eyes, and business travelers craving quiet and calm. Self check-in means you arrive anytime, no front desk needed, day or night. This space is designed to help you decompress after a flight and recharge before the next one. Book your peaceful private oasis today. It's a retreat where you'll feel joy, unwind, and leave wanting to come back.

FamilyValueBeach

4.99 out of 5 average rating, 216 reviews
Guest favourite
Guesthouse in Florida City

private Cozy studio close to the keys

NO CLEANING FEES, AVAILABLE 24/7. Beautiful studio apartment with separate entrance. It is the ideal accommodation and has everything you need for your stay in the Florida Keys. It has a bedroom, workspace, closet, sofa bed, ideal for 3 people, one parking space, air conditioning. It is located less than 30 minutes from the Keys. It is a central location to enjoy the activities that South Florida has to offer. Pets and smoking are not allowed on the property.

LocationValueIndoor spaces

4.81 out of 5 average rating, 120 reviews
Top Guest favourite
Guesthouse in Florida City

Guest House Costa Sur

Kick back and relax in this calm, stylish space. You can enjoy different attractions such as Everglades Alligator Farm, Homestead Bayfront Park, Castillo Coral, Historic Town Hall Of Homestead, Southern Glades Wildlife and Environmental Area, an excellent variety of restaurants, supermarkets, and pharmacies. You can also enjoy the Florida Key Outlet, EVO Entertainment Homestead + IMAX® (Formerly ShowBiz Cinemas), Speedway. We look forward to seeing you.

FamilyLocationSleep quality

4.97 out of 5 average rating, 116 reviews
Guest favourite
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

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.

LocationFamilyBeach

4.9 out of 5 average rating, 298 reviews

Popular amenities for Florida Keys guesthouses

Family-Friendly guesthouses

Top Guest favourite
A welcoming entrance is framed by lush greenery, featuring two colorful chairs on a patterned tile floor. Large glass doors invite natural light into the cozy space, while a decorative lantern adds a touch of charm amidst the tropical foliage.
Guesthouse in Little Havana

A-Charming Cottage Great Location in Little Havana

ValueFamilyIndoor spaces

4.95 out of 5 average rating, 575 reviews
Top Guest favourite
Guesthouse in Miami

Private Tropical Oasis • 7 Min MIA • Near Port

FamilyValueCleanliness

4.99 out of 5 average rating, 103 reviews
Superhost
Guesthouse in Buena Vista

Private Cottage Retreat • King Bed • Free parking

FamilyLocationBarbecue

4.96 out of 5 average rating, 379 reviews
Guest favourite
Guesthouse in Miami

Tranquil Corner Studio with many Trees!

FamilyValueLaundry

4.98 out of 5 average rating, 163 reviews
Guest favourite
A cozy sleeping area features a spacious bed dressed in crisp white linens. Flanking the bed are two modern lamps that provide gentle lighting. Above the bed, two framed images of serene landscapes add a touch of visual interest, complemented by a shaded window allowing filtered light.
Guesthouse in Miami

Modern, Cozy & Quiet•10 min from MIA• FREE Parking

LocationFamilyCheck-in

4.95 out of 5 average rating, 176 reviews
Top Guest favourite
An open studio layout features a spacious bed adorned with vibrant bedding, a comfortable sofa, and a dining table with metal chairs. A kitchenette and a modern bathroom add convenience. Soft lighting enhances the welcoming atmosphere, and large windows introduce natural light.
Guesthouse in Miami

Big studio w/patio; 7 mins to Mia airport.

ValueLocationGetting around

4.97 out of 5 average rating, 255 reviews
Top Guest favourite
A private jacuzzi is shown with clear water, surrounded by tropical palm plants. A thatched-roof tiki hut and comfortable seating create a relaxing outdoor space, enclosed by a white fence. The bright sky adds to the inviting ambiance of this secluded area.
Guesthouse in Miami

Refreshing Modern Retro Studio w/ pool &Jacuzzi

FamilyLocationAmenities

4.95 out of 5 average rating, 650 reviews
Guest favourite
A white picket fence surrounds the entrance to the property, featuring a welcoming black sign that reads 'WELCOME to your PERFECT GETAWAY.' Lush greenery is visible in the background, with sunlight filtering through the trees.
Guesthouse in Hialeah

Perfect Getaway‼️ 2 Miles from MIA & 8To UR Cruise

FamilyLocationLaundry

4.95 out of 5 average rating, 237 reviews

Guesthouses with a patio

Destinations to explore