
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.

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!

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.

Historic Coconut Grove cottage in a native hammock
A charming, unique window into a Miami of yore, steps from the South Florida of the future. The home is within walking distance of Downtown Coconut Grove and the water’s edge of Biscayne Bay. A gated, secure parking lot makes it even more of a rarity. You’ll love the place because of the lush, tropical landscape (a restored, native, tropical hardwood hammock), the neighborhood, the history, the seclusion, and last but not least, the water. The cottage is good for couples and solo adventurers.

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"

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.

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.

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!

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)

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.

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.

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

“Perfect Getaway” 2 Miles from MIA & 8To UR Cruise

Kusikuy Private Guesthouse

Charming private cottage for two.

10 min from MIA |FREE Parking & Quiet Neighborhood

Miami “Urban Oasis” Guest (Detached Structure)

Private studio/bath. Nice location!

Guesthome w/ Heated Pool 5 mins from Miami Airport

Tranquil Corner Studio with many Trees!
Guesthouses with a patio

☆Cozy City Guesthouse in Hallandale Beach w Porch☆

Flamingo House

Cosy Guesthouse Central Located

Modern King Suite • Kitchen • Free Parking

Casa Palma w/ Private Patio

Cozy guest house in North Miami

Unique Guest House Biscayne park

Cozy Place apt 1&1, w/patio; 7mins to Mia airport.
Guest house rentals with a washing machine and dryer

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

The Pink Dolphin House.

Vizcaya Guest House

2110 Brickell Avenue #3

Coral Rock Village Cottage #5 -One Bedroom Cottage

Cozy Cane Cottage close to UM

Cozy Guesthouse - Hidden Gem!

Goldfinch Guest House
Destinations to explore
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- Bayfront Park
- Brickell City Centre
- Bayside Marketplace
- Kaseya Center
- Everglades National Park
- University of Miami
- Sombrero Beach
- LoanDepot Park
- Florida International University
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Key Biscayne Beach
- Dolphin Mall
- Biscayne National Park
- Crandon Beach
- Biltmore Golf Course Miami
- Phillip and Patricia Frost Museum of Science
- Coral Castle
- Fairchild Tropical Botanic Garden
- History Of Diving Museum
- Sea Oats Beach
- Deering Estate
- Miami Seaquarium
- Everglades Alligator Farm
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