
Guesthouse holiday 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.

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)

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!

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.

Romantic cozy peaceful Guesthouse beach 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"

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.

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.

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.

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.

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.

10 min from MIA |FREE Parking & Quiet Neighborhood
Welcome to your perfect Miami escape! Touch down and relax in this cozy, modern guesthouse just 10 minutes from MIA airport. Ideal for solo travelers, couples, or small families; perfect for layovers, quick getaways, work trips, or exploring the city. Inside, enjoy a clean and modern space with a cozy bed, a sofa bed, full kitchen, fast Wi-Fi, smart TV and free parking. Close to downtown, beaches and restaurants, this spot is your getaway to the best of Miami.

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.

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.
Popular amenities for Florida Keys guesthouses
Family-Friendly guesthouses

Friendly Camper

the little house

Tropical Oasis Cottage in Design District

Grove Casita Pool Paradise, 6min beach, Parking

Cozy Cottage in quiet neighborhood.

Refreshing Modern Retro Studio w/ pool &Jacuzzi

Casa Palma Guesthouse with Private Patio & Garden

Little Gables Studio B
Guesthouses with a patio

Modern Casita w/ Pool Near Everglades & Keys

Miami North Beach

Private Studio/Bath Free Parking by Airport

Tranquil Haven Guest House with Private Entrance

Poseidon's Penthouse

Cosy Guesthouse Central Located

Modern King Suite • Kitchen • Free Parking

Cozy Casa Palma Studio I Prime Spot + Free Parking
Guest house rentals with a washing machine and dryer

Charming Stay in the Heart of Miami – Post-Op VIP

Historic Coconut Grove cottage in a native hammock

2110 Brickell Avenue #3

Private studio/bath. Nice location!

Goldfinch Guest House

♥ Rest & relax in the quiet heart of Miami ♥

World Cup Stay | Charming Private Guesthouse

South Miami Cottage
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
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- Bayfront Park
- Bayside Marketplace
- Kaseya Center
- Brickell City Centre
- Everglades National Park
- University of Miami
- Sombrero Beach
- LoanDepot Park
- Dolphin Mall
- Zoo Miami
- John Pennekamp Coral Reef State Park
- CG Cosmetic Surgery
- Biscayne National Park
- Florida International University
- Key Biscayne Beach
- Crandon Beach
- Biltmore Golf Course Miami
- Mia Aesthetics Miami
- Coral Castle
- Phillip and Patricia Frost Museum of Science
- Calle Ocho Plaza
- Dadeland Mall
- Homestead-Miami Speedway
- Fairchild Tropical Botanic Garden
- Things to do Florida Keys
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- Things to do Florida
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