Key West Private Vacation Homes
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Check availability on Holiday Homes in Key West
Featured Holiday Homes in Key West

Poolside Cottage #411
During your stay at this holiday home, you'll be within walking distance of Key West Tropical Forest and Botanical Garden. Enjoy features like an outdoor pool, 1 hot tub and laundry facilities. Free WiFi and a kitchen are available in the holiday home.
Pool
Hot tub

Wahoo Way | Charming Hideaway On Duval Street!
During your stay at this holiday home, you're just a quick walk from Duval Street. The holiday home offers free WiFi and a TV.
Pet-friendly
Free WiFi

Yellowfin Ledge | Inviting Getaway On Duval! Balcony!
During your stay at this holiday home, you're just a quick walk from Duval Street. A TV and a fridge are available in the holiday home.
Pet-friendly
Air conditioning

TROPICAL RETREAT ~ 3 Bedroom/3.5 Bath 1/2 Block from Duval w/ Heated Pool!
This holiday home's great location gets high marks from our customers. During your stay, you're just a quick walk from Duval Street. Concierge services and laundry facilities are available. The holiday home offers free WiFi and a private pool.
Pool
Kitchen

June Spec 129.+ 6-8 til 6-20 NEWLY Redone. Not shown in current pics
During your stay at this holiday home, you're just a quick walk from Key West Firehouse Museum. The holiday home includes amenities such as free WiFi and a kitchen.
Kitchen
Free WiFi

INCOMMUNICADO ~ Waterfront 2 BR/2 Ba w/ Dockage and Hot Tub!
During your stay at this holiday home, you'll be within walking distance of Stock Island Yacht Club & Marina. You'll find features such as 1 hot tub, concierge services and laundry facilities. Enjoy your stay with amenities like free WiFi and a kitchen in the holiday home.
Hot tub
Kitchen

DUVAL SQUARE, KEY WEST Lovely 2 Bedroom 2.5 Bath Condo in a GREAT Location!
This holiday home's great location gets high marks from our customers. During your stay, you're just a quick walk from Duval Street. Enjoy features like an outdoor pool, 1 hot tub and laundry facilities. Enjoy your stay with amenities like a kitchen and 2.5 bathrooms in the holiday home.
Pool
Hot tub

Spec.@159.+ 5-14 to 16 and 5-19 to 21 + extras Close to beach plus kitchen
Our customers tell us they can't get enough of this holiday home's great location. During your stay, you're just a quick walk from Key West Firehouse Museum. The holiday home includes amenities such as a kitchen and a patio.
Kitchen
Air conditioning

ISLAND OASIS ~ Stylish 2 Bedroom, 2 Bath Home w/ Private Heated Pool!
Our customers tell us that they enjoy the helpful staff at this holiday home. During your stay, you're just a quick walk from Duval Street. Features include concierge services and laundry facilities. The holiday home includes amenities such as free WiFi and a private pool.
Pool
Kitchen

CORAL CABANA ~ Lush Porch Views of the Pool & Gardens, near Golf Course!
During your stay at this holiday home, you'll be within walking distance of Lower Keys Medical Center. Enjoy features like a gym, concierge services and laundry facilities. The holiday home includes amenities such as free WiFi and a kitchen.
Kitchen
Washer

The Bahama House - Key West
During your stay at this holiday home, you're just a quick walk from Duval Street. Features include laundry facilities. Enjoy your stay with amenities like a private pool and a kitchen in the holiday home.
Pool
Kitchen

Boli Townhouse - Luxury Rental in gated Truman Annex - Saturday to Saturday only
During your stay at this holiday home, you're just a quick walk from Duval Street. You'll find features such as laundry facilities. The holiday home offers free WiFi and a kitchen.
Kitchen
Washer

ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!
During your stay at this holiday home, you'll be within walking distance of Stock Island Yacht Club & Marina. Enjoy features like 1 hot tub, concierge services and laundry facilities. Free WiFi and a kitchen are available in the holiday home.
Hot tub
Kitchen

Luxury two floor apartment in prime location of famous Duval Street
This holiday home's great location gets high marks from our customers. During your stay, you're just a quick walk from Duval Street. The holiday home offers a kitchen and 1.5 bathrooms.
Kitchen
Air conditioning
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Key West Holiday Homes essential information
Accommodation | 1051 Holiday Homes |
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Lowest Price | |
Highest Price | |
Popular accommodation | Poolside Cottage #411, Wahoo Way | Charming Hideaway On Duval Street!, Yellowfin Ledge | Inviting Getaway On Duval! Balcony!, TROPICAL RETREAT ~ 3 Bedroom/3.5 Bath 1/2 Block from Duval w/ Heated Pool!, June Spec 129.+ 6-8 til 6-20 NEWLY Redone. Not shown in current pics , INCOMMUNICADO ~ Waterfront 2 BR/2 Ba w/ Dockage and Hot Tub!, DUVAL SQUARE, KEY WEST Lovely 2 Bedroom 2.5 Bath Condo in a GREAT Location!, Spec.@159.+ 5-14 to 16 and 5-19 to 21 + extras Close to beach plus kitchen , ISLAND OASIS ~ Stylish 2 Bedroom, 2 Bath Home w/ Private Heated Pool!, CORAL CABANA ~ Lush Porch Views of the Pool & Gardens, near Golf Course!, The Bahama House - Key West, Boli Townhouse - Luxury Rental in gated Truman Annex - Saturday to Saturday only, ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!, Luxury two floor apartment in prime location of famous Duval Street, ISLAND DAZE ~ Perfectly Located 2 Bedroom, 2 Bathroom Cottage! |
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