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247 Houses
((Fantastic value for last minute discounts for gaps ))
Stock Island condo
2 bedrooms / 2 bathrooms / sleeps 6
Price per night from
$630
* New Ownership, New Look, Ocean Hideaway Winter Savings Book now *
Stock Island condo
2 bedrooms / 2 bathrooms / sleeps 6
Price per night from
$390
*Spring Discounts Stay on the Ocean Last minute Specials Book & Save *
Stock Island condo
2 bedrooms / 2 bathrooms / sleeps 6
Price per night from
$413
* Last minute Specials Caribbean Conch Key West Condo Save *
Stock Island condo
2 bedrooms / 2 bathrooms / sleeps 6
Price per night from
$395
Bye Bye Birdie - Spacious 3 bedroom Golf Club Living
Stock Island townhouse
3 bedrooms / 2 bathrooms / sleeps 6
Price per night from
$148
Serenity A Romantic Cottage in Bahama Village w/ a Shared pool
Stock Island cottage
1 bedroom / 1 bathroom / sleeps 2
Price per night from
$148
Price per night from
$112
Coconut Mallory #411, Key West Convenience + Resort Amenities, Pools, Hot Tub an
Stock Island condo
1 bedroom / 1 bathroom / sleeps 4
Price per night from
$174
NEW! Charming 'Boho Breeze' Retreat w/ Pool Access
Stock Island townhouse
3 bedrooms / 2 bathrooms / sleeps 4
Price per night from
$143
Price per night from
$130
CORAL GARDEN Away from it all By At Home in Key West
Stock Island townhouse
2 bedrooms / 2 bathrooms / sleeps 4
Price per night from
$119
Price per night from
$119
SPA OASIS - Unique home overlooking Key West Golf Course By At Home in Key We
Stock Island house
3 bedrooms / 2 bathrooms / sleeps 6
Price per night from
$148
A Little Slice of Paradise by AT HOME IN KEY WEST
Stock Island townhouse
2 bedrooms / 1 bathroom / sleeps 5
Price per night from
$112
Cottage by the Pool By At Home in Key West
Stock Island townhouse
2 bedrooms / 1 bathroom / sleeps 4
Price per night from
$112
Price per night from
$119
New Listing! SALIDA DEL SOL, Key West Luxury & Convenience, Rare Waterfront Acce
Stock Island house
3 bedrooms / 2 bathrooms / sleeps 6
Price per night from
$177
Tumi's Time Out - Monthly rental in Windward Park gated compound, shared pool
Stock Island townhouse
2 bedrooms / 2 bathrooms / sleeps 4
Price per night from
$184
Coral Palm 3 bedroom, 3 bathroom townhome at Coral Hammock
Stock Island townhouse
3 bedrooms / 3 bathrooms / sleeps 6
Price per night from
$166
Great rentals within 20 miles that match your search
“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.
Price per night from
$287
Responds fast! avg. 2 hours 38 minutes
Price per night from
$100
Price per night from
$492
Price per night from
$340
30% off now till March!!! Direct Atlantic Ocean front private boat ramp dock.
Summerland Key house
2 bedrooms / 2 bathrooms / sleeps 6
Price per night from
$161
Price per night from
$517
Responds fast! avg. 2 hours 21 minutes
Price per night from
$219
Price per night from
$305
Responds fast! avg. 3 hours 20 minutes
Price per night from
$481
Brand New! Ohana Paradise At Historic Seaport ,Old Town, Key West. Private Home.
Key West house
2 bedrooms / 1 bathroom / sleeps 6
Price per night from
$259