Skip to content

Vacation rentals in Florida Keys

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Florida Keys

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Hotel room · Marathon
Wreckers House King Room - Adults Only
Thoughtfully furnished with mixed metals and woods, the Wreckers House tells the story of ships and their crews of "wreckers" who once salvaged goods from the sunken ships in the waters of the Florida Keys. Enjoy a sunrise view from your private balcony that overlooks the pool and ocean. These standard rooms have one king bed and one bathroom. ***This building is Adults Only*** For family-friendly options, check out our Conch House suites! *No Resort Fees, Parking Fees, or WiFi Fees!
ﺩ.ﺇ998 per night
SUPERHOST
Entire guesthouse · Key Largo
Bayside Cottage, beach, fishing pier & sunsets 😎
Cedar Cabin our Guesthouse you can enjoy the gardens, beach just a short two minutes walk, fishing pier, backyard sunsets, open bay views, *dockage available, private and peaceful. Please; Treat our Cabin with the same love and respect as your own home, thank you. Adults only!!!!
ﺩ.ﺇ772 per night
SUPERHOST
Boat · Marathon
Paradise awaits on this cozy houseboat!
Our vision is for you to kick back, relax, and find your home away from home! Wether you want to celebrate with your loved one or retreat by yourself this floating home offers comfortable space for 2 adults. Located near the 7 mile bridge in Marathon Florida on the Atlantic Ocean nestled in a quiet, reserved mangrove area. This spot is fantastic because you have unparalleled access to out of this world sunset/sunrise views. Kayak through the mangrove and explore the surrounding areas.
ﺩ.ﺇ717 per night
SUPERHOST

Vacation rentals for every style

Get the amount of space that is right for you

  • Houses
  • Villas
  • Cottages

Stay near Florida Keys's top sights

Photo of Mallory Square
Mallory Square34 locals recommend
Photo of Bahia Honda State Park
Bahia Honda State Park66 locals recommend
Photo of John Pennekamp Coral Reef State Park
John Pennekamp Coral Reef State Park125 locals recommend
Photo of Southernmost Point of the Continental US
Southernmost Point of the Continental US27 locals recommend
Photo of Fort Zachary Taylor
Fort Zachary Taylor26 locals recommend
Photo of Sombrero Beach
Sombrero Beach46 locals recommend

House rentals in Florida Keys

Private room · Key Colony Beach
Turtle-By-The-Sea: the Best Deal in KCB!
ﺩ.ﺇ415 per night
SUPERHOST
Entire home · Marathon
Tiki Time! Private Pool~Tiki Hut~Kayaks~Grill~Ocean View!
ﺩ.ﺇ643 per night
SUPERHOST
Private room · Key Largo
Tropical Oasis on the water
ﺩ.ﺇ480 per night
SUPERHOST
Private room · Key Largo
Beach/waterfrt.Pvt.Rm.Kg.Bed/bath.Rent1-6ppl.
ﺩ.ﺇ407 per night
Entire home · Key Largo
Your Keys Getaway!
ﺩ.ﺇ577 per night
SUPERHOST
Entire home · Marathon
🏝BACK TO SCHOOL SPECIAL🏝Oceanfront Tiny Villa in the ❤️ of the Florida Keys 🐚 Tiny Home 🐬 Dolphin Encounters
ﺩ.ﺇ957 per night
SUPERHOST
Entire home · Marathon
Private waterfront sleeps 10 dock heated pool pets
ﺩ.ﺇ507 per night
SUPERHOST
Private room · Key Largo
Wht.Beach 5 min. Paddle.Hom.1-6ppl/1-30nite (W)
ﺩ.ﺇ446 per night
Entire home · Key Colony Beach
Waterfront House with 37 ft Dock & Cabana Club
ﺩ.ﺇ475 per night
SUPERHOST
Entire home · Marathon
*NEW!* Keys Hideaway~Private Pool~Grill~Tropical!
ﺩ.ﺇ849 per night
SUPERHOST
Entire home · Marathon
Sombrero beach house pool, many amnenities
ﺩ.ﺇ1,286 per night
SUPERHOST
Entire home · Key Largo
Paradise Palace 3/3 Waterfront Pool Kayak Boat Rtl
ﺩ.ﺇ669 per night

Weekend vacation rentals in Florida Keys

Entire serviced apartment · Marathon
Knight's Key Suites Deluxe King w/Kitchen
ﺩ.ﺇ447 per night
Entire rental unit · Key Largo
Escape to the Seaside - Tiburon Cottage
ﺩ.ﺇ620 per night
SUPERHOST
Private room · Key Largo
Keys Great Weekend Get Away
ﺩ.ﺇ441 per night
SUPERHOST
Entire rental unit · Key Largo
Couples Getaway #1, on the water w/ beautiful view
ﺩ.ﺇ587 per night
SUPERHOST
Hotel room · Marathon
Deluxe King Suite
ﺩ.ﺇ621 per night
Entire vacation home · Key Largo
Waterfront Cabana 4 Key Largo
ﺩ.ﺇ556 per night
SUPERHOST
Entire vacation home · Key Largo
Waterfront Cabana 3 Key Largo
ﺩ.ﺇ393 per night
SUPERHOST
Entire serviced apartment · Marathon
Knight's Key Suites Deluxe Double w/Kitchen
ﺩ.ﺇ483 per night
Entire bungalow · Marathon
Cottage 02
ﺩ.ﺇ687 per night
Entire rental unit · Key West
At Mine | Key West Suite steps from Duval Street
ﺩ.ﺇ670 per night
SUPERHOST
Entire rental unit · Key Largo
Couples Getaway #2, on the water w/ beautiful view
ﺩ.ﺇ591 per night
SUPERHOST
Tiny home · Key Largo
Tiny Home, Waterfront Getaway in Key Largo.
ﺩ.ﺇ695 per night
SUPERHOST

Florida Keys beach vacation rentals

Entire rental unit · Key Colony Beach
Key Colony Beach Luxury Condo, New Modern Interior
ﺩ.ﺇ648 per night
SUPERHOST
Entire condo · Islamorada
Resort with Private Beach & Gorgeous Sunsets!
ﺩ.ﺇ777 per night
SUPERHOST
Entire condo · Key Colony Beach
Key Lime Condo - Key Colony Oceanfront - Sleeps 4
ﺩ.ﺇ544 per night
SUPERHOST
Entire condo · Key Colony Beach
Beachside Unit 27 - The Beach is Calling You!
ﺩ.ﺇ547 per night
SUPERHOST
Entire condo · Marathon
Tropical Paradise ~ The Reef Marathon, 2BR Villa!
ﺩ.ﺇ759 per night
SUPERHOST
Hotel room · Key Largo
Island Studio Room (King + Queen Sofa)
ﺩ.ﺇ605 per night
SUPERHOST
Entire condo · Marathon
Tropical Paradise
ﺩ.ﺇ507 per night
Tiny home · Marathon
Rent an Airstream Marina-side in the Florida Keys
ﺩ.ﺇ503 per night
SUPERHOST
Entire condo · Key Colony Beach
Bright Cheery Condo, Ocean Views in Key Colony
ﺩ.ﺇ544 per night
SUPERHOST
Entire vacation home · Key Largo
Waterfront Cabana 2 Key Largo
ﺩ.ﺇ393 per night
SUPERHOST
Entire condo · Key Colony Beach
Beachside Unit 28 - Private Beach, Pool & Paradise
ﺩ.ﺇ595 per night
SUPERHOST
Entire rental unit · Marathon
Deluxe King Two Bedroom Suite
ﺩ.ﺇ940 per night

Your guide to Florida Keys

All About The Florida Keys

From vibrant Key West to the mysteriously named No Name Key, the Florida Keys offer historical intrigue and geographical wonder in a graceful archipelago, stretching out from the Everglades towards Havana. Postcard-worthy turquoise waters make the Keys a popular destination for sports fishing, scuba diving, and boating. If you fancy a more leisurely set of activities during your visit, boat rides in the tropical sun and snorkeling let you set your own pace for exploring the dazzling coral islands.

The strong culinary culture of the Keys is centered around fresh seafood, from mahi-mahi to snapper to blackfin tuna, alongside other edible delights, like Key lime pie on a stick. For those wanting to explore both land and sea, consider venturing into the Mel Fisher Maritime Heritage Museum or the Key West Shipwreck Treasure Museum, both of which are excellent forays into the impact the ocean has had on the history of these islands.


When is the best time to stay in a vacation rental in Florida Keys?

The best time to look for Florida Keys vacation rentals is between March and May. There are typically fewer crowds during this time and the weather is still warm without being humid, unlike in the muggier summer months.. The islands also host a variety of events in the spring. The 7 Mile Bridge Run in April is an annual marathon spanning the entirety of one of the island’s bridges. The Taste of Key West, also in April, is an annual celebration of the various cuisines that call the archipelago home, and feature everything from fine dining to seafood shacks and food trucks. The Key West Songwriters’ Festival in May has been going strong for 25 years and features dozens of performers across genres such as country, reggae, and rock.


What are the top things to do in Florida Keys?

Duval Street

Duval Street, running from Mallory Square to the Southernmost Point marker, is one of Key West’s most lively streets. Host to museums, shops, galleries, and cafes, Duval Street is great not only for people-watching, with its many annual parades and events, but also for learning about the history of the Florida Keys, with attractions such as the Ernest Hemingway Home and Museum, and the former Strand Theater.

Dry Tortugas National Park

Dry Tortugas National Park, 70 miles from Key West, is only accessible by boat or plane, but is a worthwhile stop on any trip to the Florida Keys. An archipelago of seven beach-ringed islands, one is taken up entirely by the preserved ruins of Fort Jefferson, which stands guard over the coral, seagrass, and shipwrecks that welcome snorkelers from around the world. Popular snorkeling spots are the Historic Coaling Pier, Fort Jefferson's moat wall, and Garden Key. Boaters can explore around Loggerhead Key's Little Africa Reef and the Windjammer Wreck.

Marathon

Not to be confused with the activity, or the location of the same name in Greece, Marathon is the sportfishing center of the Florida Keys. Charters are easily arranged here for deep-sea, reef, and flats fishing. A variety of beaches and beachfront restaurants line the strip, while the former Seven Mile Bridge on the island makes a scenic path for walkers, joggers, and cyclists.

  1. Airbnb
  2. United States
  3. Florida
  4. Florida Keys