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Price: low to high
Price: high to low
Number of reviews
Price per night from
$171
Oceanside, pet friendly, 5/3 smart home with paddle equip.-SUPs, kayaks & canoe
Sugarloaf house
5 bedrooms / 3 bathrooms / sleeps 8
Price per night from
$330
PARADISE POINT - Amazing Views, Luxurious Open Water Home W/ Pool, Tiki, Dockage
Sugarloaf house
4 bedrooms / 4 bathrooms / sleeps 10
Responds fast! avg. 3 hours 32 minutes
Price per night from
$457
Great rentals within 20 miles that match your search
Responds fast! avg. 2 hours 14 minutes
Price per night from
$477
Ohana Paradise At Historic Seaport ,Old Town, Key West. Private Home.
Key West house
2 bedrooms / 1 bathroom / sleeps 6
Price per night from
$256
Blue Palms Retreat. ocean front w/pool and dock for your boat.
Cudjoe Key house
3 bedrooms / 2 bathrooms / sleeps 8
Price per night from
$569
5 Pirate's Hideaway Canal Front Home with Seawall & Kayaks
Little Torch Key house
3 bedrooms / 3 bathrooms / sleeps 7
Price per night from
$245
Starfish House - Dock your boat at your front door
Little Torch Key house
3 bedrooms / 2 bathrooms / sleeps 6
Price per night from
$521
Key West Gulf front Home with private dock and pool.
Key West house
3 bedrooms / 3 bathrooms / sleeps 6
Price per night from
$427
Price per night from
$391
Blue vacation home, water front, boat dock, heated private Pool.
Summerland Key house
4 bedrooms / 2 bathrooms / sleeps 8
Price per night from
$552
New Listing! Beautiful Canal front , Key Deer and jacuzzi.
Big Pine Key house
3 bedrooms / 3 bathrooms / sleeps 8
Responds fast! avg. 1 hour 48 minutes
Price per night from
$228
Single Family Home, 3 Bedroom, 2 Baths, and Pool. Great Value!
Key West house
3 bedrooms / 2 bathrooms / sleeps 6
Price per night from
$143
Yellow vacation home, water view, boat dock, heated private pool.
Cudjoe Key house
3 bedrooms / 2 bathrooms / sleeps 6
Price per night from
$473
Price per night from
$127
Ambrosia - OLD TOWN/HISTORIC SEAPORT, large POOL, wrap around porch, washer/dry
Key West condo
1 bedroom / 1 bathroom / sleeps 4
Price per night from
$154
Price per night from
$171
Key West, Private Beach, Fishing Pier, Old Town, Galleon Resort
Key West condo
2 bedrooms / 2 bathrooms / sleeps 6
Responds fast! avg. 1 hour 42 minutes
Price per night from
$569
Price per night from
$217
Responds fast! avg. 29 minutes
Price per night from
$251
Luxury Condominium in Old Town | Monthly Rental at Steamplant Key West
Key West condo
3 bedrooms / 4 bathrooms / sleeps 8
Price per night from
$294
$145 per night for months of Sep-Nov on Canal (fits 25-28 ft boat) and Pool.
Cudjoe Key house
3 bedrooms / 2 bathrooms / sleeps 8
Price per night from
$256
Price per night from
$171
Price per night from
$217
Price per night from
$382
OLD TOWN, 2 Bedrm, Pool, Fully Equipped Kitchen, Wrap around private porch, W/D
Key West apartment
2 bedrooms / 1 bathroom / sleeps 4
Price per night from
$171
Price per night from
$157
Oceanside, pet friendly, smart home with plenty of paddle equipment
Cudjoe Key house
3 bedrooms / 2 bathrooms / sleeps 8
Price per night from
$222