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Ocean View Estate with Private Pool 15 minutes from Key West
Cudjoe Key house
- 4 bedrooms
- 2 bathrooms
- sleeps 10
“This vacation home has everything you need.” This home has all the amenities you could possibly need inside and out. Very quiet and secure with a great covered porch where we spent much of our time (we had 7 in our group). Plenty of towels and miscellaneous supplies. It was very easy to book and communicate with the owners. They responded promptly to any questions.
Responds fast! avg. 2 hours 26 minutes
Match: Private outdoor pool (unheated) Pets allowed
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$602
Luxury Oceanview Pool Eco-friendly Villa Near Key West
Summerland Key villa
- 4 bedrooms
- 2 bathrooms
- sleeps 10
Match: Private outdoor pool (unheated) Pets allowed
All filters matchPrice per night from
$700
Island Time on Cudjoe Key! 20 miles from Key West. Quick open water access.
Cudjoe Key house
- 4 bedrooms
- 4 bathrooms
- sleeps 8
Match: Private outdoor pool (unheated) Pets allowed
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$516
1 of 2 match: Pets allowed, Private outdoor pool (unheated)
1 of 2 filters matchPrice per night from
$974
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: Pets allowed, Private outdoor pool (unheated)
1 of 2 filters matchPrice per night from
$134
Bayside Beauty: Tropical Paradise 3BR Home, Panoramic Open Water Views, Private
Sugarloaf Key house
- 3 bedrooms
- 3 bathrooms
- sleeps 8
Responds fast! avg. 2 hours 34 minutes
1 of 2 match: Pets allowed, Private outdoor pool (unheated)
1 of 2 filters matchPrice per night from
$179
Green Turtle Oasis: Lovely 4BR Canal Front Home, Pool, Dockage, Tiki, Outdoor Di
Sugarloaf Key house
- 4 bedrooms
- 2 bathrooms
- sleeps 8
Responds fast! avg. 2 hours 34 minutes
1 of 2 match: Pets allowed, Private outdoor pool (unheated)
1 of 2 filters matchPrice per night from
$179
Poseidon's Paradise: Luxury Waterfront Rental in Key West, Stunning Backyard Oas
Stock Island house
- 5 bedrooms
- 4 bathrooms
- sleeps 10
Responds fast! avg. 2 hours 34 minutes
1 of 2 match: Pets allowed, Private outdoor pool (unheated)
1 of 2 filters matchPrice per night from
$179
Anchors Aweigh: Amazing Oceanfront Views, Dock, Pool, Tiki, Space for Multiple F
Summerland Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 12
Responds fast! avg. 2 hours 34 minutes
1 of 2 match: Pets allowed, Private outdoor pool (unheated)
1 of 2 filters matchPrice per night from
$179
The Conch Chateau: Stylishly Renovated Conch House in the Heart of Key West, Poo
Stock Island house
- 4 bedrooms
- 2 bathrooms
- sleeps 9
Responds fast! avg. 2 hours 34 minutes
1 of 2 match: Pets allowed, Private outdoor pool (unheated)
1 of 2 filters matchPrice per night from
$180
Tiki Palms - Amazing 4 Bedroom Sugarloaf Key Canal Home, Private Pool and Dockag
Sugarloaf Key house
- 4 bedrooms
- 4 bathrooms
- sleeps 8
Responds fast! avg. 2 hours 34 minutes
1 of 2 match: Pets allowed, Private outdoor pool (unheated)
1 of 2 filters matchPrice per night from
$179
Tropical Serenity in Sugarloaf: Waterfront 2BR Paradise, Pool, Tiki, Dockage & D
Sugarloaf Key house
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Responds fast! avg. 2 hours 34 minutes
1 of 2 match: Pets allowed, Private outdoor pool (unheated)
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: Pets allowed, Private outdoor pool (unheated)
1 of 2 filters matchPrice per night from
$179
Tropical Treasures - Beautiful Canal Front Home On Cudjoe Key With Quick Open Wa
Cudjoe Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 7
Responds fast! avg. 2 hours 34 minutes
1 of 2 match: Pets allowed, Private outdoor pool (unheated)
1 of 2 filters matchPrice per night from
$182
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: Pets allowed, Private outdoor pool (unheated)
1 of 2 filters matchPrice per night from
$179
Lake It Easy: Relax in This Beautiful 3BR Canal Front Home on Summerland Key, Do
Summerland Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 10
Responds fast! avg. 2 hours 34 minutes
1 of 2 match: Pets allowed, Private outdoor pool (unheated)
1 of 2 filters matchPrice per night from
$168
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: Pets allowed, Private outdoor pool (unheated)
1 of 2 filters matchPrice per night from
$264
The Salty Sailfish: Live the Keys Life, Stunning Canal Front Home, Pool, Dock &
Summerland Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 8
Responds fast! avg. 2 hours 34 minutes
1 of 2 match: Pets allowed, Private outdoor pool (unheated)
1 of 2 filters matchPrice per night from
$180
Casa Rosada: Cudjoe Gardens Canal Front Retreat, Pool, Tiki, Deep Dockage & Rapi
Summerland Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
Responds fast! avg. 2 hours 34 minutes
1 of 2 match: Pets allowed, Private outdoor pool (unheated)
1 of 2 filters matchPrice per night from
$296
$and D0llar$: Indulge in Luxury & Spectacular Open Water Views, Pool, Hot Tub, D
Sugarloaf Key house
- 4 bedrooms
- 4 bathrooms
- sleeps 12
Responds fast! avg. 2 hours 34 minutes
1 of 2 match: Pets allowed, Private outdoor pool (unheated)
1 of 2 filters matchPrice per night from
$179
Luxury Condominium in Old Town | Monthly Rental at Steamplant Key West
Key West condo
- 3 bedrooms
- 4 bathrooms
- sleeps 8
1 of 2 match: Pets allowed, Private outdoor pool (unheated)
1 of 2 filters matchPrice per night from
$315
Paradise Point: Your Luxurious Waterfront Getaway with Pool, Tiki, Dockage, and
Sugarloaf house
- 4 bedrooms
- 4 bathrooms
- sleeps 10
Responds fast! avg. 2 hours 34 minutes
1 of 2 match: Pets allowed, Private outdoor pool (unheated)
1 of 2 filters matchPrice per night from
$462
“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: Pets allowed, Private outdoor pool (unheated)
1 of 2 filters matchPrice per night from
$1,300
$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
1 of 2 match: Pets allowed, Private outdoor pool (unheated)
1 of 2 filters matchPrice per night from
$258
1 of 2 match: Pets allowed, Private outdoor pool (unheated)
1 of 2 filters matchPrice per night from
$687
6 bedroom Duval Street Compound - Pool, Hot Tub, 2 parking spots - A++ Location
Key West villa
- 6 bedrooms
- 7 bathrooms
- sleeps 16
1 of 2 match: Pets allowed, Private outdoor pool (unheated)
1 of 2 filters matchPrice per night from
$2,004
1 of 2 match: Private outdoor pool (unheated), Pets allowed
1 of 2 filters matchPrice per night from
$203
1 of 2 match: Private outdoor pool (unheated), Pets allowed
1 of 2 filters matchPrice per night from
$317
1 of 2 match: Private outdoor pool (unheated), Pets allowed
1 of 2 filters matchPrice per night from
$287
1 of 2 match: Private outdoor pool (unheated), Pets allowed
1 of 2 filters matchPrice per night from
$143
1 of 2 match: Private outdoor pool (unheated), Pets allowed
1 of 2 filters matchPrice per night from
$413
1 of 2 match: Private outdoor pool (unheated), Pets allowed
1 of 2 filters matchPrice per night from
$117
1 of 2 match: Private outdoor pool (unheated), Pets allowed
1 of 2 filters matchPrice per night from
$172
Ambrosia - OLD TOWN/HISTORIC SEAPORT, large POOL, wrap around porch, washer/dry
Key West condo
- 1 bedroom
- 1 bathroom
- sleeps 2
1 of 2 match: Private outdoor pool (unheated), Pets allowed
1 of 2 filters matchPrice per night from
$155
1 of 2 match: Private outdoor pool (unheated), Pets allowed
1 of 2 filters matchPrice per night from
$218
1 of 2 match: Private outdoor pool (unheated), Pets allowed
1 of 2 filters matchPrice per night from
$384
OLD TOWN, 2 Bedrm, Pool, Fully Equipped Kitchen, Wrap around private porch, W/D
Key West apartment
- 2 bedrooms
- 1 bathroom
- sleeps 4
1 of 2 match: Private outdoor pool (unheated), Pets allowed
1 of 2 filters matchPrice per night from
$166
1 of 2 match: Private outdoor pool (unheated), Pets allowed
1 of 2 filters matchPrice per night from
$233