Skip to content

Florida Keys vacation rentals

Book unique homes, vacation rentals, and more on Airbnb

Top-rated vacation rentals in Florida Keys

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

Rental unit in Marathon
Standard King One Bedroom Suite
Our Standard King One Bedroom Suite offers you with all the comforts of a home with a private balcony overlooking the hotel grounds. All Standard Suites have a private bedroom with a King-sized bed with memory foam mattress and a Sleeper Sofa in the living room area. Each suite is equipped with a full living and dining room area, with two 42’’ flat screen TV’s and a desk with USB charging stations. The fully equipped kitchenette provides you with dinner & silver ware, cups & glasses, a mini fridge, microwave and a coffee maker. The private bathroom has custom tiled showers and designer bath amenities by Hydra Spa.
ﺩ.ﺇ585 per night
SUPERHOST
Home in Marathon
Oceanview Oasis! Porch & Theater
Getaway to Paradise in Sunny Marathon! Furnished in comfort and opulence, this private, well-appointed 2 bed 2 bath house boasts: +5-Star OCEANVIEWS +Cozy Screened-in Porch +Outdoor Projector Theater +Jumbo Nest Chairs over lush beach sand +Shaded Skychairs +Sun bathing Loungers on Deck +Fully-equipped Kitchen +Electric Smoker Grill Ready for adventure? Minutes to Sombrero Beach, Dolphin Research Ctr, Turtle Hosp'l, Aquarium and 7-Mile Bridge. Centrally located b/t Miami/Key Largo and Key West!
ﺩ.ﺇ853 per night
SUPERHOST
Condo in Key Colony Beach
Coastal Keys Condo, Oceanfront Complex Sleeps 4
Lovely coastal Keys studio condo in Key Colony Beach oceanfront complex with heated pool and private beach. Unit #17 has new beds with memory foam mattress toppers and renovated kitchen with granite countertops stocked with everything needed to cook a complete meal (dishes, cookware, appliances and of course blender, etc). Relax on the back balcony and enjoy sunsets from Sunset Park right next door. Private beach with lounge chairs, patio tables, tiki's and BBQ grills for guest use.
ﺩ.ﺇ704 per night

Florida Keys beach vacation rentals

SUPERHOST
Rental unit in Key West
At Mine | Key West Suite steps from Duval Street
ﺩ.ﺇ444 per night
SUPERHOST
Rental unit in Key Largo
Waterfront Studio 1| Kayaks | Pool |Bay View |Wifi
ﺩ.ﺇ542 per night
Rental unit in Key West
Royal Palm by Brightwild | Steps to Duval w/Grill!
ﺩ.ﺇ883 per night
SUPERHOST
Condo in Key Colony Beach
Amazing Ocean Front Views, Sleeps 4 Key Colony Bch
ﺩ.ﺇ885 per night
Rental unit in Key West
Leo's Lodge by Brightwild | Studio w/Kitchenette
ﺩ.ﺇ489 per night
SUPERHOST
Condo in Key West
The Island Suite @ KW vacation
ﺩ.ﺇ587 per night
SUPERHOST
Home in Key Largo
Little Cottage on an island
ﺩ.ﺇ422 per night
SUPERHOST
Rental unit in Key West
Key West - Sunrise ❀ The Green House
ﺩ.ﺇ580 per night
Rental unit in Key West
Curry House by Brightwild | Balcony & Pool - Rm #2
ﺩ.ﺇ535 per night
SUPERHOST
Condo in Marathon
Resort Pool, Marina, Tiki Bar & Restaurant!
ﺩ.ﺇ495 per night
SUPERHOST
Condo in Tavernier
It's Tiki Time in the Keys! Mid-Mod 1 Br/1Ba
ﺩ.ﺇ517 per night
Condo in Key West
Sky Loft by Brightwild | Penthouse in Prime Spot!
ﺩ.ﺇ1,130 per night

Private Florida Keys vacation rentals

SUPERHOST
Condo in Marathon
Tropical Paradise ~ The Reef Marathon, 2BR Villa!
ﺩ.ﺇ759 per night
SUPERHOST
Rental unit in Key West
Bella Vita: 1B/1B Condo for 2 Just Steps off Duval
ﺩ.ﺇ958 per night
SUPERHOST
Condo in Key Colony Beach
Beachside Unit 36 Private Patio & Beach Plus Pool
ﺩ.ﺇ724 per night
Home in Key West
Casa Tranquility by Brightwild | King w/Hot Tub
ﺩ.ﺇ1,049 per night
SUPERHOST
Home in Marathon
No Name Cottage
ﺩ.ﺇ508 per night
SUPERHOST
Townhouse in Key West
Poolside Cottage #412
ﺩ.ﺇ558 per night
SUPERHOST
Loft in Marathon
Cabana Club Suite: Key Colony Beach, Florida Keys
ﺩ.ﺇ682 per night
SUPERHOST
Condo in Key Colony Beach
Beachside Unit 27 - The Beach is Calling You!
ﺩ.ﺇ724 per night
SUPERHOST
Condo in Tavernier
Florida Keys Getaway - Slps 5 - Ocean View
ﺩ.ﺇ417 per night
SUPERHOST
Condo in Key Colony Beach
Bright Cheery Condo, Ocean Views in Key Colony
ﺩ.ﺇ801 per night
SUPERHOST
Condo in Key Colony Beach
Steps to the Beach Condo Key Colony Beach Sleeps 4
ﺩ.ﺇ732 per night
SUPERHOST
Rental unit in Key West
Duval St Apartment w/ Balcony w/parking Adult Only
ﺩ.ﺇ899 per night

Florida Keys fishing vacation rentals

SUPERHOST
Tiny home in Key Largo
Oasis2 in Key Largo With a million dollar view
ﺩ.ﺇ856 per night
SUPERHOST
Guesthouse in Key Largo
Bayside Cabin beach romantic sunsets & fishing.
ﺩ.ﺇ656 per night
Home in Marathon
Grouper Getaway @ Ocean Isles Fishing Village
ﺩ.ﺇ474 per night
SUPERHOST
Rental unit in Key Largo
2/1 Oceanfront Apartment with Dockage
ﺩ.ﺇ603 per night
SUPERHOST
Home in Marathon
Sombrero Beach house w/45’ dock Ocean access
ﺩ.ﺇ1,010 per night
SUPERHOST
Home in Key Largo
Oceanside Kawama Villa R5
ﺩ.ﺇ1,371 per night
SUPERHOST
Home in Marathon
Coconut Palms in Marathon
ﺩ.ﺇ2,965 per night
SUPERHOST
Guest suite in Marathon
CANAL, Dock Waterfront, HOT-Tub, Kayak and E Bike!
ﺩ.ﺇ1,186 per night
Home in Marathon
Ocean Panorama w private pool
ﺩ.ﺇ1,623 per night
SUPERHOST
Home in Key Largo
5 O'clock Somewhere - Key Largo
ﺩ.ﺇ1,036 per night
SUPERHOST
Rental unit in Key Largo
Overlooking Marina/Ocean view & FREE GOLF CART
ﺩ.ﺇ1,098 per night
SUPERHOST
Condo in Key Largo
Oceanfront Condo w/Lake, Kayak, Paddleboard & Bike
ﺩ.ﺇ1,063 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.


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.


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