Skip to content

House rentals in Key West

Find and book unique houses on Airbnb

Top-rated house rentals in Key West

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

SUPERHOST
Home in Key West
The Coral Cottage in Historic Key West
Spend time in beautiful Key West and live like a local in a true Conch Home! The Coral Cottage is perfect for groups with 4 guests and a furry friend. A fully-renovated 2 bedroom, 2 bath home on the 1st floor. Located in an historic local neighborhood in downtown Key West near beaches, parks and cafés. Enjoy beautiful foliage on your private porches with seating and a grill. Reserve its sister cottage, the Sea Glass Cottage, to accommodate parties of 8-10 in separate units within the same home.
$150 per night
SUPERHOST
Home in Key West
Harrison's Hideaway-Sleeps up to 4, K & F Sl Sofa!
Harrison's Hideaway is in an 1880's Cigar Maker's cottage renovated in 2010. It features a King size Pottery Barn memory foam bed, custom made full sleeper sofa, newly renovated kitchen with granite counter tops, 2 burner electric stove, under counter fridge/freezer, dishwasher, microwave, tumbled marble 2 person shower, private front deck with seating for 4 and 2 person Solana spa. Perfect for a couple or a family with children. Freshly painted a Caribbean blue with plantation shutters.
$434 per night
SUPERHOST
Home in Key West
Private 2BR with Pool in Old Town Key West
Search "The Golden Heron House, Key West, Florida, The Pool Side" on YouTube for a video walk through. This amazing 2 bedroom is in an over-century old converted commercial building in Old Town Key West. The house is a triplex, however, your unit is completely private. It occupies the entire back half of the building with its own private entrance, private yard with pool. It is completely separate from the other two units. The pool is so private it is "clothing optional."
$130 per night

Weekly house rentals

Home in Key West
The Good life in Old Town of Key West
$233 per night
Home in Key West
Lil Bit by Brightwild | Cottage in Quiet Area!
$129 per night
Home in Key West
Casa Tranquility by Brightwild | King w/Hot Tub
$287 per night
SUPERHOST
Home in Key West
Romantic Retreat - 2 person K Suite, Pvt deck/Spa!
$424 per night
Home in Key West
Casa Isabelle by Brightwild | Waterfront, King Bed
$311 per night
SUPERHOST
Home in Key West
Osprey- 1 Bed/1 Bath Nightly Rental
$197 per night
SUPERHOST
Home in Key West
Cheerful 3 Bedroom with Pool, Off Street Parking
$328 per night
Home in Key West
La Casita by Brightwild | Waterfront, Hot Tub&Dock
$232 per night
SUPERHOST
Home in Key West
Royal Poinciana Cottage-
$330 per night
Home in Key West
1st Floor House in Historic Seaport near Duval St
$221 per night
Home in Key West
Dr Doom's Island Hideway
$365 per night
Home in Key West
TroPAWical 2 bedroom paradise. Great Location!
$260 per night

House rentals with a pool

SUPERHOST
Home in Key West
Robinson Crusoe Cottage- Shared Pool
$358 per night
Home in Key West
Key West, Home, and Pool!
$185 per night
Home in Key West
Sweet Caroline by Brightwild | Pool & Parking
$433 per night
SUPERHOST
Home in Key West
Paradise found
$286 per night
SUPERHOST
Home in Key West
Family Perfect - Home with Pool and Chef's Kitchen
$180 per night
SUPERHOST
Home in Key West
Gone Coastal
$309 per night
SUPERHOST
Home in Key West
Casa Cristol - Family Friendly Classic KW Charm
$520 per night
Home in Key West
Gulf Getaway by Brightwild | Condo w/Pool!
$194 per night
Home in Key West
Little Hemingway House Villa 20% OFF in 2023!
$250 per night
SUPERHOST
Home in Key West
Porchside Paradise
$346 per night
Home in Key West
Helen's Hideaway by Brightwild | Oasis with Pool!
$604 per night
Home in Key West
Amelia Home by AvantStay | Old Town Home w/ Pool
$423 per night

Private house rentals

Home in Key West
Casita de Catherine by AvantStay | Patio + Hot Tub
$204 per night
Home in Key West
Mango Tree Key West Cottage
$130 per night
SUPERHOST
Home in Key West
Cottage in Paradise Old Town hot tub, dog-friendly
$169 per night
Home in Key West
Conch Adventure by AvantStay | Week-Long Stays
$322 per night
SUPERHOST
Home in Key West
The Sandy Beach House in Historic Key West
$140 per night
Home in Key West
Charming 1BR Dog Friendly | Deck | W/D
$180 per night
Home in Key West
Always Your Paradise by AvantStay |Week-Long Stays
$207 per night
Home in Key West
2BR | Full Kitchen | Walkable | Near Beach
$414 per night
Home in Key West
Charming 2BR Dog Friendly | Deck | W/D
$191 per night
SUPERHOST
Home in Key West
Puerta Coralina @ Old Town - Cottage Near Duval
$350 per night
SUPERHOST
Home in Key West
Plumeria Paradise, modern home close to the beach
$250 per night
SUPERHOST
Home in Key West
Renovated Corner Unit
$283 per night