Updating...
Experience the perfect blend of privacy and convenience in Key West's Old Town.
Key West house
- 5 bedrooms
- 5 bathrooms
- sleeps 12
Match: Rental types Table tennis
All filters matchPrice per night from
$1,323
Indulge in a harmonious mix of old-world charm and contemporary sophistication.
Key West house
- 3 bedrooms
- 4 bathrooms
- sleeps 6
Match: Rental types Table tennis
All filters matchPrice per night from
$863
Experience luxury in a fully renovated family beach house Ultimate Key West
Key West house
- 6 bedrooms
- 7 bathrooms
- sleeps 16
Match: Rental types Table tennis
All filters matchPrice per night from
$1,886
Discover the ultimate vacation rental with two pools and off-street parking!
Key West house
- 11 bedrooms
- 11 bathrooms
- sleeps 22
Match: Rental types Table tennis
All filters matchPrice per night from
$2,004
Unwind in a hidden luxurious retreat in Old Town with gardens and pool
Key West house
- 5 bedrooms
- 5 bathrooms
- sleeps 12
Match: Rental types Table tennis
All filters matchPrice per night from
$1,202
Experience the luxury of a 2-bedroom condo with a private pool and nearby activi
Key West apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 5
1 of 2 match: Rental types, Table tennis
1 of 2 filters matchPrice per night from
$545
Escape to Paradise: Beachfront Luxury at our breathtaking beachfront condo!
Key West apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
1 of 2 match: Rental types, Table tennis
1 of 2 filters matchPrice per night from
$544
1 of 2 match: Table tennis, Rental types
1 of 2 filters matchPrice per night from
$345
1 of 2 match: Table tennis, Rental types
1 of 2 filters matchPrice per night from
$341
“Beautiful Home in Old Town Key West” Mermaid House is conveniently located in the heart of Old Town yet when you are there you are in your own private paradise. The house is beautifully appointed with anything you could need during your stay and has ample space for four people. It was the perfect spot for our stay in Key West and we plan to stay again when we return to the area. Thanks to Barbara for making us feel welcome and for sharing her beautiful home with us.
1 of 2 match: Table tennis, Rental types
1 of 2 filters matchPrice per night from
$329
“awesome” the condo was beautiful. very good location. 2 suggestions. the grill did not have gas . the bed that opens up to king. not so much, mattress is 2 different heights and slides if you try to sleep on it. very very uncomfortable.
Responds fast! avg. 2 hours 7 minutes
1 of 2 match: Table tennis, Rental types
1 of 2 filters matchPrice per night from
$345
“Wonderful” Close to everything! Furnishings just the best. We stayed upstairs in the 2 bedroom 1 large bath. Great wrap around porch up stairs and down. Our key Westies were welcomed which was a plus for us! Overall Stephanie has done a great job and her sister was really helpful. Planning on returning!!!!
1 of 2 match: Table tennis, Rental types
1 of 2 filters matchPrice per night from
$134
“February visit to Key West” Our family stayed at the Main House for 4 nights and loved it. The location was fabulous! Loved the houses and gardens!!! The owner was very nice and considerate of us. If we get back that is where we would want to be!!
1 of 2 match: Table tennis, Rental types
1 of 2 filters matchPrice per night from
$2,069
1 of 2 match: Table tennis, Rental types
1 of 2 filters matchPrice per night from
$1,149
1 of 2 match: Table tennis, Rental types
1 of 2 filters matchPrice per night from
$1,494
1 of 2 match: Table tennis, Rental types
1 of 2 filters matchPrice per night from
$1,149
Single Family Home, 3 Bedroom, 2 Baths, and Pool. Great Value!
Key West house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
1 of 2 match: Table tennis, Rental types
1 of 2 filters matchPrice per night from
$166
Responds fast! avg. 3 hours 56 minutes
1 of 2 match: Table tennis, Rental types
1 of 2 filters matchPrice per night from
$268
1 of 2 match: Table tennis, Rental types
1 of 2 filters matchPrice per night from
$494
Responds fast! avg. 1 hour 8 minutes
1 of 2 match: Table tennis, Rental types
1 of 2 filters matchPrice per night from
$482
Ohana Paradise At Historic Seaport ,Old Town, Key West. Private Home.
Key West house
- 2 bedrooms
- 1 bathroom
- sleeps 6
1 of 2 match: Table tennis, Rental types
1 of 2 filters matchPrice per night from
$259
1 of 2 match: Table tennis, Rental types
1 of 2 filters matchPrice per night from
$483
1 of 2 match: Table tennis, Rental types
1 of 2 filters matchPrice per night from
$379
1 of 2 match: Table tennis, Rental types
1 of 2 filters matchPrice per night from
$276
1 of 2 match: Table tennis, Rental types
1 of 2 filters matchPrice per night from
$690
Cozy Key West Hideaway with a Pool, Digital Workspace, and Privacy
Key West house
- 2 bedrooms
- 1 bathroom
- sleeps 5
1 of 2 match: Table tennis, Rental types
1 of 2 filters matchPrice per night from
$345
Key West Bayfront Paradise - House and Private Pool! Steps from shops and food
Key West house
- 4 bedrooms
- 3 bathrooms
- sleeps 8
1 of 2 match: Table tennis, Rental types
1 of 2 filters matchPrice per night from
$615
1 of 2 match: Table tennis, Rental types
1 of 2 filters matchPrice per night from
$1,340
1 of 2 match: Table tennis, Rental types
1 of 2 filters matchPrice per night from
$430
BIG POOL! Across Street from Beach! SEASIDE PLACE, Key West - 5/5 w/parking
Key West house
- 5 bedrooms
- 6 bathrooms
- sleeps 12
“Paradise in Paradise” Just returned from a marvelous vacation in Key West. While the tan is already starting to fade, the memories of our stay at Seaside Place remain vivid. We absolutely loved this house. It is very charming and offers all the amenities you'll ever need and then some, from a kitchen that Julia Child would not have found wanting, gorgeous, large rooms each with its very own character, spacious communal dining areas and a beautiful large pool with romantic lighting, a soothing waterfall feature and total privacy. The owners' love for providing the best experience is evident in every detail, from the painstaking labeling of all switches and outlets to the folders of carefully compiled information about where to go, and what to do and see. The house is just a block from the quiet end of Duval Street (there is such a thing), yet far enough removed from the Key West bar scene responsible for the prevailing serious shortage of liver donors. We thoroughly enjoyed every minute of our stay and can't wait to return soon. And we can't help but think that if Hemingway had stayed here he might still be alive today
1 of 2 match: Table tennis, Rental types
1 of 2 filters matchPrice per night from
$2,119
1 of 2 match: Table tennis, Rental types
1 of 2 filters matchPrice per night from
$313
Responds fast! avg. 1 hour 30 minutes
1 of 2 match: Table tennis, Rental types
1 of 2 filters matchPrice per night from
$2,863
Margaritaville: Live Like a Local in Old Town Key West! Dog-Friendly Conch House
Key West house
- 2 bedrooms
- 2 bathrooms
- sleeps 4
Responds fast! avg. 2 hours 34 minutes
1 of 2 match: Table tennis, Rental types
1 of 2 filters matchPrice per night from
$264
Vahevala: Your Tranquil Mid-Town Key West Oasis, 3BR Home, Pool & Close to Beach
Key West house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
Responds fast! avg. 2 hours 34 minutes
1 of 2 match: Table tennis, Rental types
1 of 2 filters matchPrice per night from
$179
The Oasis: Stylishly Updated 1BR Home Convenient to Duval St & Beaches, Shared P
Key West house
- 1 bedroom
- 1 bathroom
- sleeps 2
Responds fast! avg. 2 hours 34 minutes
1 of 2 match: Table tennis, Rental types
1 of 2 filters matchPrice per night from
$134
The Pinder House: Discover Key West Charm at Historic Eyebrow Home, Steps from D
Key West house
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Responds fast! avg. 2 hours 34 minutes
1 of 2 match: Table tennis, Rental types
1 of 2 filters matchPrice per night from
$179
Paradise: Beautifully Updated Conch Home, Pool, Quiet But Close Enough To Walk T
Key West house
- 3 bedrooms
- 3 bathrooms
- sleeps 6
Responds fast! avg. 2 hours 34 minutes
1 of 2 match: Table tennis, Rental types
1 of 2 filters matchPrice per night from
$179
Ella Varela: Gorgeous Conch Cottage in Key West's Heart, Close to Old Town & Bea
Key West house
- 2 bedrooms
- 1 bathroom
- sleeps 4
Responds fast! avg. 2 hours 34 minutes
1 of 2 match: Table tennis, Rental types
1 of 2 filters matchPrice per night from
$148