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Experience the perfect blend of privacy and convenience in Key West's Old Town.
Key West house
- 5 bedrooms
- 5 bathrooms
- sleeps 12
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$1,323
Indulge in a harmonious mix of old-world charm and contemporary sophistication.
Key West house
- 3 bedrooms
- 4 bathrooms
- sleeps 6
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$863
Experience luxury in a fully renovated family beach house Ultimate Key West
Key West house
- 6 bedrooms
- 7 bathrooms
- sleeps 16
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$1,886
Unwind in a hidden luxurious retreat in Old Town with gardens and pool
Key West house
- 5 bedrooms
- 5 bathrooms
- sleeps 12
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$1,202
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, Clothes dryer
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$179
Responds fast! avg. 3 hours 56 minutes
1 of 2 match: Table tennis, Clothes dryer
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$268
Responds fast! avg. 3 hours 56 minutes
1 of 2 match: Table tennis, Clothes dryer
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$230
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: Table tennis, Clothes dryer
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$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: Table tennis, Clothes dryer
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$386
Responds fast! avg. 1 hour 30 minutes
1 of 2 match: Table tennis, Clothes dryer
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$430
Lotus Blossom: Discover Paradise, 3BR Home W/ Tropical Courtyard, Hot Tub & Minu
Key West house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
Responds fast! avg. 2 hours 34 minutes
1 of 2 match: Table tennis, Clothes dryer
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$93
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, Clothes dryer
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$148
Ananda - Discover Your Blissful Getaway, Steps from Smathers Beach, Shared Pool
Key West condo
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Responds fast! avg. 2 hours 34 minutes
1 of 2 match: Table tennis, Clothes dryer
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$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, Clothes dryer
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$179
Blue Bayou: Ideal Key West Location W/ Shared Pool, Steps from Beach, Duval Stre
Key West condo
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Responds fast! avg. 2 hours 34 minutes
1 of 2 match: Table tennis, Clothes dryer
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$180
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, Clothes dryer
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$179
Salt Ponds Sanctuary: Your Tranquil Escape, Shared Pool/Hot Tub & Proximity to t
Key West condo
- 2 bedrooms
- 2 bathrooms
- sleeps 4
Responds fast! avg. 2 hours 34 minutes
1 of 2 match: Table tennis, Clothes dryer
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$115
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, Clothes dryer
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$134
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, Clothes dryer
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$264
Cocktails & Dreams: Modern 2nd Floor Condo, Steps from Duval St, Seaport, Waterp
Key West condo
- 2 bedrooms
- 1 bathroom
- sleeps 4
Responds fast! avg. 2 hours 34 minutes
1 of 2 match: Table tennis, Clothes dryer
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$174
“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, Clothes dryer
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$134
Responds fast! avg. 3 hours 56 minutes
1 of 2 match: Table tennis, Clothes dryer
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$230
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, Clothes dryer
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$345
Responds fast! avg. 3 hours 56 minutes
1 of 2 match: Table tennis, Clothes dryer
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$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: Table tennis, Clothes dryer
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$345
“Key West Adventure” We were two couples on our first visit to explore the keys. The condo was nice for four people. Not fancy but adequate. Could use a little updating to make it nicer. Located quite aways from Duval atreet and the action. Uber costs about $20 one way to get downtown. Too far to walk. The pool was amazing. No complaints.
Responds fast! avg. 2 hours 41 minutes
1 of 2 match: Table tennis, Clothes dryer
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$344
Responds fast! avg. 3 hours 56 minutes
1 of 2 match: Table tennis, Clothes dryer
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$229
Salty Sea Breezes, Exquisite Morning Sunrises, Luxurious Condo. Fall Specials
Key West apartment
- 3 bedrooms
- 2 bathrooms
- sleeps 8
1 of 2 match: Table tennis, Clothes dryer
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$840
Island Style, Morning Sunrises, Salty Ocean Breezes & Downtown Key West days.
Key West apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
1 of 2 match: Table tennis, Clothes dryer
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$458
Crystal blue seas, Island Breezes, Morning Sunrises & Key West Island days.
Key West apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
1 of 2 match: Table tennis, Clothes dryer
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$478
BOOK MARGARITAS IN PARADISE KEY WEST LUXURY MONTHLY CONDO BEST VALUE
Key West apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
1 of 2 match: Table tennis, Clothes dryer
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$382
Tiki Too Townhouse, 2 blocks from Duval,Pool, Bikes
Key West townhouse
- 2 bedrooms
- 1 bathroom
- sleeps 6
1 of 2 match: Table tennis, Clothes dryer
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$920
“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, Clothes dryer
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$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: Table tennis, Clothes dryer
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$1,306
“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, Clothes dryer
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$345
1 of 2 match: Table tennis, Clothes dryer
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$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: Table tennis, Clothes dryer
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$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: Table tennis, Clothes dryer
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$2,127