
Vacation rentals in Florida Keys
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Florida Keys
Guests agree: these stays are highly rated for location, cleanliness, and more.

Beach House, Private Pool, Dock, Gulf View Sunsets
You don’t come to the islands to stay in a town—you come to slow down. Welcome to our tropical keys beach home, tucked away from the traffic and noise of US Hwy #1. Sway with the palms on the wraparound deck, soak in wide-open panoramic bay views, and catch fiery sunsets right off your dock. Fire up the BBQ, brew a Keurig, float in the private pool, or cast a line from the 300’ private pier/dock. Easy going island living with ocean / gulf breezes, comfy beds, quality linens, Wi-Fi, and cable TV.

Keys Marathon Oceanfront, 4BR, 3.5 Bath Pool Home.
Experience the beauty of the Florida Keys from this stunning open-water waterfront home in Marathon. This spacious 4-bedroom, 3.5-bath retreat offers breathtaking sunset views and endless ocean vistas. The two-story open layout is designed for families and friends, providing generous gathering spaces while maintaining privacy. Arriving by boat? Enjoy the convenience of a 70-foot private dock with a freshwater hose for boat rinsing and engine flushing. Check in and Check out only Saturday.

Oceanview-Central Location 2/2-Waterfront Balcony
Spend your vacation at our home away from home overlooking the best views Florida has to offer! Our spacious 2/2 has panoramic oceanview windows and doors from the well appointed kitchen as well as the living room. The master bathroom overlooks the waterfront as well as the wrap around balcony. Grill and entertain outside or make family meals inside if you want to social distance- also a short walk to local restaurants. Plenty of parking available as well as local knowledge! PLR2020-00679

Starlight Serenity - Hideaway with Stunning Views
Escape to paradise at this serene 1-bedroom, 1-bath home in beautiful Sugarloaf Key sleeping up to four guests. Enjoy breathtaking views from the expansive wrap-around balcony, perfect for sunrise coffee or sunset cocktails. The spacious outdoor area is ideal for dining, lounging, and soaking in the tropical ambiance. Whether you're relaxing indoors or savoring the outdoors, this home offers the perfect blend of comfort and tranquility. Book your next getaway for 3 nights or more!

360 DEGREE WATERVIEW HOUSEBOAT
IMPORTANT Enjoy your own private retreat aboard a solar and wind powered houseboat moored 1/2 mile from land in the beautiful Islamorada Please do not arrive after dark and NO night riding. Need experience with hand pull outboard motors a 12 foot skiff with a 6hp outboard motor is provided reliable to go back and forth from shore NOT reliable for exploring No hot water on shower, heat water in Tpots or Solar bags. Please shave before arriving No suitcases, least amount of cloths.

My Little Oasis3 Waterfront Retreat Key Largo
Best of the Best, very exclusive, located on the oceanfront with a million dollar view, this tiny house is on a higher level than the others, is comfortable and cozy. It is ideal for a couple who want to escape. The property is located on a residential island, restaurants, bars, stores and grocery stores are within a 15 minute drive from the property. Note: The upstairs room is not comfortable for seniors or adults, the ceiling height is 4 feet (an adult has to walk on his knees

b watervibe
Disfruta de los sonidos de la naturaleza cuando te quedes en este lugar único. Es algo diferente para disfrutar con tu pareja de un momento romántico y divertido y así relajarse y olvidarse de la vida cotidiana. Puedes disfrutar de la pesca ,de paseos en kayak ,vivir una aventura y disfrutar de otras actividades locales. Toda una experiencia de camping para los huéspedes que les gusta lo divertido y diferente. Prueben y ustedes dirán. Ofrece un espacio para 2 personas

Key West Beach House
Welcome to the Hyatt Beach House, a Hyatt Residence Club, your own private sanctuary in Key West with crystal-clear water views and direct beach access. Enjoy the private beach, furnished with thick-cushioned chairs, picnic tables, barbeque grills and a private dock. Soak up the sun in the zero-entry lagoon shaped pool and hot tub. Walk down stairs and enjoy the complimentary kayaking, gorgeous beach area and pool. Spend a wonderful week in the sunny Florida Keys!

P30 - Charming 2 bed, 2 bath home with stunning Bo
New on the rental market! This 2 bedroom, 2.5 bath home is stunning! The water views of Boot Key Harbor are breath taking! This home boasts an open floor plan and private heat optional pool and ample dockage. - Maximum Occupancy: 4 guest (includes adults and children of any age) (*children of any age, including infants, count toward occupancy) - No day guests or visitors allowed above the advertised max. occupancy. - Parking: 2 vehicle max

Lakefront pool house, jacuzzi Beachfront
Serene Lakefront Retreat – Your Perfect Getaway! Escape to paradise in this beautiful lakefront home , offering breathtaking water views, and a relaxing atmosphere. Nestled in a tranquil neighborhood, this home is perfect for families, couples, or friends looking to unwind and enjoy Florida’s natural beauty. Whether you're seeking a peaceful retreat or an adventure-filled getaway, this lake house provides the best of both worlds.

4BR 3B, Heated Pool & Spa, 60' Dock
Enjoy breathtaking views of the Gulf and Ocean from the screened in patio of this beautiful 4 BEDROOM/3 BATH canal front home. Bring your boat to the 60' dock on a 200' wide canal just 10' away from the Ocean. Relax by the pool/spa area after a day of fishing. A pool heater is offered as an option for your convenience. Please inquire about water heater fee and operating instructions before booking. (VR Lic # PLR2020-00104)

NEW! Private Pool, 50’ Dock, Kayaks, Waterfront
Slack Tide Cove Welcome to Slack Tide Cove, a stunning 3-bedroom, 2-bathroom waterfront retreat in the heart of Marathon, FL. This brand-new construction is chicly decorated with a coastal theme, offering the perfect blend of luxury and relaxation. Take in breathtaking views of Boot Key Harbor from the pool or balcony, and enjoy 50 feet of deep-water dockage with a fish cleaning station for your day’s catch.
Popular amenities for Florida Keys vacation rentals
Other great vacation rentals in Florida Keys

3/2 Home w Dock, lagoon, kayaks!

Tropical Keys Retreat | Pool | Hot Tub | Cinema

Heated Pool Oasis • 12 Guests •Midway Keys & Miami

Oceanfront with Pool near Sombrero Beach

Premium Floating Bungalow by Stay Ombi

Perfect escape to the ocean

Gorgeous Ocean View Home!

Serenity Oasis~Pool!~Putt-Putt!~Kayaks~Bikes~Spa
Frequently Asked Questions
Where is Florida Keys located?
Florida Keys is a chain of islands stretching off the southern tip of Florida, surrounded by the Atlantic Ocean and Gulf of Mexico. The area is known for tropical scenery, marine life, and distinct communities rooted in maritime traditions.
When is the best time to visit Florida Keys?
Visitors often favor late winter and spring for milder temperatures around 66–81°F (19–27°C) and lighter rainfall. Summer months can be warmer, reaching near 91°F (33°C), with more frequent showers, but activities continue year-round.
What are some things to do near Florida Keys?
You can explore local coral reefs by snorkeling or diving, visit historic sites in Key West, and enjoy kayaking or fishing around the islands. The region also has public beaches, galleries, and culinary experiences shaped by coastal influences.
How is the weather near Florida Keys?
Florida Keys has a subtropical climate, with winter temperatures near 61–76°F (16–25°C) and warmer summers reaching 78–91°F (25–33°C). Rain is more frequent from May to October, so light clothing and sun protection are recommended throughout the year.
Destinations to explore
- Miami Vacation rentals
- Four Corners Vacation rentals
- Miami Beach Vacation rentals
- Orlando Vacation rentals
- Fort Lauderdale Vacation rentals
- Tampa Vacation rentals
- Hollywood Vacation rentals
- Kissimmee Vacation rentals
- Key West Vacation rentals
- Cape Coral Vacation rentals
- Clearwater Vacation rentals
- Nassau Vacation rentals
- Family-friendly rentals Florida Keys
- Condo rentals Florida Keys
- Guesthouse rentals Florida Keys
- Mansion rentals Florida Keys
- Townhouse rentals Florida Keys
- Ski-in/ski-out rentals Florida Keys
- Private suite rentals Florida Keys
- Vacation home rentals Florida Keys
- Rentals with an accessible height bed Florida Keys
- RV rentals Florida Keys
- Rentals with a sauna Florida Keys
- Rentals with a home theater Florida Keys
- Boat rentals Florida Keys
- Pet-friendly rentals Florida Keys
- Rentals with a hot tub Florida Keys
- Rentals with lake access Florida Keys
- Houseboat rentals Florida Keys
- Fitness-friendly rentals Florida Keys
- Rentals with breakfast Florida Keys
- Serviced apartment rentals Florida Keys
- Bed and breakfasts Florida Keys
- Rentals with an accessible height toilet Florida Keys
- Beach house rentals Florida Keys
- Rentals with a patio Florida Keys
- Villa rentals Florida Keys
- Apartment rentals Florida Keys
- Luxury rentals Florida Keys
- Rentals with a washer and dryer Florida Keys
- Rentals with a kayak Florida Keys
- Beach condo rentals Florida Keys
- Campsite rentals Florida Keys
- Hotel rooms Florida Keys
- Waterfront rentals Florida Keys
- Cottage rentals Florida Keys
- Tiny house rentals Florida Keys
- Rentals with a fireplace Florida Keys
- Smoking-friendly rentals Florida Keys
- Bungalow rentals Florida Keys
- Rentals with pools Florida Keys
- Resort rentals Florida Keys
- Rentals with outdoor seating Florida Keys
- Rentals with an EV charger Florida Keys
- Boutique hotels Florida Keys
- Rentals with beach access Florida Keys
- Rentals with a firepit Florida Keys
- House rentals Florida Keys
- Beachfront rentals Florida Keys
- Bayfront Park
- Brickell City Centre
- Everglades National Park
- University of Miami
- Sombrero Beach
- Bayside Marketplace
- LoanDepot Park
- John Pennekamp Coral Reef State Park
- CG Cosmetic Surgery
- Dadeland Mall
- Key Biscayne Beach
- Biscayne National Park
- Crandon Beach
- Schnebly Redland's Winery & Brewery
- Biltmore Golf Course Miami
- Mia Aesthetics Miami
- Homestead-Miami Speedway
- Coral Castle
- Miami International Mall
- Fortune House Hotel
- Fairchild Tropical Botanic Garden
- Miami Seaquarium
- Fair Expo Center
- Robbies Marina Of Islamorada
- Things to do Florida Keys
- Sightseeing Florida Keys
- Art and culture Florida Keys
- Tours Florida Keys
- Nature and outdoors Florida Keys
- Food and drink Florida Keys
- Sports activities Florida Keys
- Things to do Florida
- Wellness Florida
- Art and culture Florida
- Tours Florida
- Entertainment Florida
- Sightseeing Florida
- Food and drink Florida
- Sports activities Florida
- Nature and outdoors Florida
- Things to do United States
- Food and drink United States
- Tours United States
- Sightseeing United States
- Entertainment United States
- Sports activities United States
- Art and culture United States
- Wellness United States
- Nature and outdoors United States





