
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.

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)
ValueLocationDecor
4.97 out of 5 average rating, 164 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!
ValueFamilyQuiet
4.86 out of 5 average rating, 151 reviews
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.
ValueLocationComfort
4.93 out of 5 average rating, 249 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.
LocationFamilyBathroom
4.97 out of 5 average rating, 312 reviews
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.)
LocationFamilyCleanliness
4.95 out of 5 average rating, 105 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.
LocationFamilyBackyard
4.95 out of 5 average rating, 540 reviews
Modern, Cozy & Quiet•10 min from MIA• FREE Parking
Welcome to your Miami Escape Guesthouse, your easy, restful stay just minutes from MIA🌴 Why book with us? 🔐 Private entrance, smart-lock self check-in 24/7 ✈️ 10 min from Miami International Airport 🅿️ Free parking: driveway + gated 🌳 Private patio, morning coffee in the Miami sun 🛏️ Sleeps 3 (queen bed + full sofa bed) ❄️ Two split A/C units 🚿 Modern bath with rain shower 🍳 Fully stocked kitchen 📺 Smart TV with streaming · 🛜 fast Wi-Fi 🧼 Spotless. Every stay. No exceptions.
FamilyLocationWalkability
4.95 out of 5 average rating, 176 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.
ValueLocationAir conditioning
4.98 out of 5 average rating, 236 reviews
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.
LocationValueOutdoor spaces
4.99 out of 5 average rating, 216 reviews
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.
LocationFamilyParking
4.81 out of 5 average rating, 120 reviews
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.
FamilyValueCondition
4.97 out of 5 average rating, 116 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.
FamilyLocationShared spaces
4.9 out of 5 average rating, 298 reviewsPopular amenities for Florida Keys guesthouses
Family-Friendly guesthouses

Private Studio/Bath Free Parking by Airport
ValueLocationGetting around
4.9 out of 5 average rating, 156 reviews
Modern Private Room | Super Clean and Quiet Stay
ValueLocationPets
4.84 out of 5 average rating, 196 reviews
A-Charming Cottage Great Location in Little Havana
FamilyValueBathroom
4.95 out of 5 average rating, 575 reviews
Tropical Paradise in Miami Brickell
FamilyLocationQuiet
4.86 out of 5 average rating, 606 reviews
Private Cottage Retreat • King Bed • Free parking
ValueLocationAccuracy
4.96 out of 5 average rating, 379 reviews
Big studio w/patio; 7 mins to Mia airport.
ValueLocationLayout
4.97 out of 5 average rating, 255 reviews
Brand NEW Cottage with Gorgeous Patio! 5 mi Beach!
ValueLocationAccess
4.94 out of 5 average rating, 698 reviews
Guesthouse w/ Salt Pool+Free Parking+U Miami Fans!
LocationFamilySolo travel
5.0 out of 5 average rating, 103 reviewsGuesthouses with a patio

Peaceful Miami Escape | Free Parking
LocationFamilySolo travel
4.96 out of 5 average rating, 182 reviews
Casa Palma Guesthouse with Private Patio & Garden
FamilyLocationCheckout
4.99 out of 5 average rating, 136 reviews
Adorable one bedroom guest house with a pool
FamilyLocationTV
4.97 out of 5 average rating, 116 reviews
Private cottage in the Historical Heart of Miami.
LocationFamilyParking
4.92 out of 5 average rating, 342 reviews
Chic Studio - Near Everything Trendy
LocationFamilyWalkability
4.97 out of 5 average rating, 412 reviews
Casita Cafe
LocationValueLayout
4.93 out of 5 average rating, 196 reviews
Unique Guest House Biscayne park
ValueFamilyLaundry
4.88 out of 5 average rating, 178 reviews
Cosy Guesthouse Central Located
ValueFamilyHospitality
4.97 out of 5 average rating, 281 reviewsGuest house rentals with a washing machine and dryer

Vizcaya Guest House
ValueLocationLayout
4.88 out of 5 average rating, 105 reviews
Private studio/bath. Nice location!
ValueLocationCheckout
4.88 out of 5 average rating, 578 reviews
Historic Coconut Grove cottage in a native hammock
ValueLocationSolo travel
4.95 out of 5 average rating, 113 reviews
2110 Brickell Avenue #3
LocationValueWi-Fi
4.93 out of 5 average rating, 123 reviews
Magical Garden Studio near Design District
ValueLocationBarbecue
4.98 out of 5 average rating, 181 reviews
South Miami Cottage
ValueLocationLayout
4.96 out of 5 average rating, 152 reviews
Charming Private Guesthouse
LocationFamilyCheckout
4.97 out of 5 average rating, 287 reviews
Apt. in 1927 Mediterranean Villa Coral Gables
FamilyLocationAir conditioning
4.92 out of 5 average rating, 113 reviewsDestinations to explore
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- Brickell City Centre
- Everglades National Park
- Bayfront Park
- Dolphin Mall
- University of Miami
- Sombrero Beach
- Bayside Marketplace
- LoanDepot Park
- CG Cosmetic Surgery
- John Pennekamp Coral Reef State Park
- Dadeland Mall
- Zoo Miami
- Key Biscayne Beach
- Biscayne National Park
- Crandon Beach
- Kaseya Center
- Mia Aesthetics Miami
- Avana Plastic Surgery
- Schnebly Redland's Winery & Brewery
- Homestead-Miami Speedway
- Miami International Mall
- Coral Castle
- Biltmore Golf Course Miami
- Florida International University
- Things to do Florida Keys
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- Things to do Florida
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- Performances Florida
- Flying Florida
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