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: Linen provided Pool or snooker table
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: Linen provided Pool or snooker table
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: Linen provided Pool or snooker table
All filters matchPrice per night from
$1,886
Unwind in a hidden luxurious retreat in Old Town with gardens and pool
Key West house
- 5 bedrooms
- 5 bathrooms
- sleeps 12
Match: Linen provided Pool or snooker table
All filters matchPrice per night from
$1,202
1 of 2 match: Pool or snooker table, Linen provided
1 of 2 filters matchPrice per night from
$1,150
Responds fast! avg. 3 hours 56 minutes
1 of 2 match: Pool or snooker table, Linen provided
1 of 2 filters matchPrice per night from
$395
Responds fast! avg. 3 hours 56 minutes
1 of 2 match: Pool or snooker table, Linen provided
1 of 2 filters matchPrice per night from
$268
Responds fast! avg. 3 hours 56 minutes
1 of 2 match: Pool or snooker table, Linen provided
1 of 2 filters matchPrice per night from
$230
1 of 2 match: Pool or snooker table, Linen provided
1 of 2 filters matchPrice per night from
$368
1 of 2 match: Pool or snooker table, Linen provided
1 of 2 filters matchPrice per night from
$1,150
Clean Apartment in Old Town Key West (Best Downtown Locations)
Key West apartment
- 1 bedroom
- 1 bathroom
- sleeps 4
Responds fast! avg. 3 hours 52 minutes
1 of 2 match: Pool or snooker table, Linen provided
1 of 2 filters matchPrice per night from
$386
Clean Apartment in Old Town Key West (Best Downtown Locations)
Key West apartment
- 1 bedroom
- 1 bathroom
- sleeps 4
Responds fast! avg. 3 hours 52 minutes
1 of 2 match: Pool or snooker table, Linen provided
1 of 2 filters matchPrice per night from
$386
Coral Hammock Poolside Home 3 bdrm 3 bath10 minute drive to Old Town Key West
Key West house
- 3 bedrooms
- 3 bathrooms
- sleeps 8
1 of 2 match: Pool or snooker table, Linen provided
1 of 2 filters matchPrice per night from
$863
Responds fast! avg. 1 hour 30 minutes
1 of 2 match: Pool or snooker table, Linen provided
1 of 2 filters matchPrice per night from
$430
“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: Pool or snooker table, Linen provided
1 of 2 filters matchPrice per night from
$134
Responds fast! avg. 3 hours 56 minutes
1 of 2 match: Pool or snooker table, Linen provided
1 of 2 filters matchPrice per night from
$230
1 of 2 match: Pool or snooker table, Linen provided
1 of 2 filters matchPrice per night from
$494
Luxury Condominium in Old Town | Monthly Rental at Steamplant Key West
Key West condo
- 3 bedrooms
- 4 bathrooms
- sleeps 8
1 of 2 match: Pool or snooker table, Linen provided
1 of 2 filters matchPrice per night from
$317
Cozy Key West Hideaway with a Pool, Digital Workspace, and Privacy
Key West house
- 2 bedrooms
- 1 bathroom
- sleeps 5
1 of 2 match: Pool or snooker table, Linen provided
1 of 2 filters matchPrice per night from
$345
1 of 2 match: Pool or snooker table, Linen provided
1 of 2 filters matchPrice per night from
$978
1 of 2 match: Pool or snooker table, Linen provided
1 of 2 filters matchPrice per night from
$333
Responds fast! avg. 3 hours 56 minutes
1 of 2 match: Pool or snooker table, Linen provided
1 of 2 filters matchPrice per night from
$202
A Spring Break vacation paradise! And a short walk to the best of Key West!
Key West condo
- 3 bedrooms
- 3 bathrooms
- sleeps 8
1 of 2 match: Pool or snooker table, Linen provided
1 of 2 filters matchPrice per night from
$345
Crystal blue seas, Island Breezes, Morning Sunrises & Key West Island days.
Key West apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
1 of 2 match: Pool or snooker table, Linen provided
1 of 2 filters matchPrice per night from
$480
Island Style, Morning Sunrises, Salty Ocean Breezes & Downtown Key West days.
Key West apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
1 of 2 match: Pool or snooker table, Linen provided
1 of 2 filters matchPrice per night from
$460
Salty Sea Breezes, Exquisite Morning Sunrises, Luxurious Condo. Fall Specials
Key West apartment
- 3 bedrooms
- 2 bathrooms
- sleeps 8
1 of 2 match: Pool or snooker table, Linen provided
1 of 2 filters matchPrice per night from
$843
BOOK MARGARITAS IN PARADISE KEY WEST LUXURY MONTHLY CONDO BEST VALUE
Key West apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
1 of 2 match: Pool or snooker table, Linen provided
1 of 2 filters matchPrice per night from
$383
Responds fast! avg. 3 hours 56 minutes
1 of 2 match: Pool or snooker table, Linen provided
1 of 2 filters matchPrice per night from
$229
Top floor, two bedroom,two bath condo with private balcony,close to the Ocean
Key West condo
- 2 bedrooms
- 2 bathrooms
- sleeps 6
1 of 2 match: Pool or snooker table, Linen provided
1 of 2 filters matchPrice per night from
$489
Tiki Too Townhouse, 2 blocks from Duval,Pool, Bikes
Key West townhouse
- 2 bedrooms
- 1 bathroom
- sleeps 6
1 of 2 match: Pool or snooker table, Linen provided
1 of 2 filters matchPrice per night from
$920
Responds fast! avg. 3 hours 48 minutes
1 of 2 match: Pool or snooker table, Linen provided
1 of 2 filters matchPrice per night from
$107
“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: Pool or snooker table, Linen provided
1 of 2 filters matchPrice per night from
$329
“Location, Location, Location” We were a group of 8 and rented the entire compound! The place was in an amazing location that was easily accessible to everything. We had everything we needed onsite and if we had any questions, Phyllis was always just a phone call away. The music and talking at night from the cigar lounge was a bit loud, but nothing we couldn't tolerate. The only suggestion I'd make is to buy an ionizer for the first two units to help with the cigar smell....again, nothing intolerable, but could make a world of difference. Can't wait to come back for another visit! THANK YOU!
1 of 2 match: Pool or snooker table, Linen provided
1 of 2 filters matchPrice per night from
$1,306
2 Bedroom, 2 Bath Condo with private balcony and Close to the Ocean
Key West apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
“We'll be back...” We found this condo to be very clean and comfortable. We enjoyed sitting at the pool as well. Paul, the caretaker, was very pleasant and most accommodating. We shared the condo with another couple for our two night stay. It was wonderful to have our privacy (2 BR/2 baths) but still be able to share the kitchen/living room area with our friends. We had a rental car so found the location easy for shopping, dining, sightseeing on other keys and, of course, Duval Street.
1 of 2 match: Pool or snooker table, Linen provided
1 of 2 filters matchPrice per night from
$489
“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: Pool or snooker table, Linen provided
1 of 2 filters matchPrice per night from
$345
1 of 2 match: Pool or snooker table, Linen provided
1 of 2 filters matchPrice per night from
$108
“Key West, Spring 2012” In a word,our stay with you was ”wonderful”. We have been to Key West on several occasions and have loved every visit. Staying in Truman annexe was even more special. We all felt like we were at home with everything we needed. You must feel blessed to live in that part of the world. We will be looking for a job for our 19 year old son,Tom. He wants to come and work over in Key West. We have just arrived home and everything seems grey, and much colder than Key West. Depending on finances( the pound-dollar rate is not too good just now) we hope to come back soon. We will definitely be giving you a call.I would recommend your accommodation and company to future holiday makers. Love and blessings John,Jayne,Jack and Tom
1 of 2 match: Pool or snooker table, Linen provided
1 of 2 filters matchPrice per night from
$381
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: Pool or snooker table, Linen provided
1 of 2 filters matchPrice per night from
$2,127