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

Tropical Key West out of the way
During your stay at this holiday home, you'll be within walking distance of Key West Tropical Forest and Botanical Garden. A gym and laundry facilities are available. A kitchen and 3 bathrooms are available in the holiday home.
Pool
Kitchen

The Hemingway Caribbean Townhome & Private Pool Near Beach in charming Key West
Key West, FL
During your stay at Hemingway Caribbean Townhome/Private Pool by Beach,Key West charm,free parking, you're just a quick walk from Florida Keys Beaches. Laundry facilities are available.
Pet-friendly
Air conditioning

Perfect Location, Private Heated Pool, Pristine Luxury Home!
The price is €1,609 per night
€1,609
23 Nov - 24 Nov
includes taxes & fees
This holiday home's great location gets high marks from our customers. During your stay, you're just a quick walk from Duval Street. You'll find features such as an outdoor pool, concierge services and laundry facilities. The holiday home includes amenities such as free WiFi and a private pool.
Pool
Kitchen

LOST SHAKER OF SALT ~ 3 Bed, 2 Bath Pet Friendly with 40' Private Heated Pool
Our customers tell us that they can't get enough of the helpful staff at this holiday home. During your stay, you're just a quick walk from Duval Street. Features include laundry facilities. The holiday home includes amenities such as free WiFi and a private pool.
Pool
Kitchen

Spacious Key West Conch Cottage with WiFi & Private Hot Tub - Dogs OK
The price is €574 per night
€574
3 Nov - 4 Nov
includes taxes & fees
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 Duval Street. Enjoy features like 1 hot tub. Enjoy your stay with amenities like a kitchen and 2 bathrooms in the holiday home.
Hot tub
Kitchen

KATE'S KRAWL OFF DUVAL ~ 1 BR/1 BA Private Home/Outdoor Deck/Steps to Duval!
Our customers tell us that they can't get enough of the helpful staff at this holiday home. During your stay, you're just a quick walk from Duval Street. You'll find features such as concierge services and laundry facilities. The holiday home includes amenities such as free WiFi and a kitchen.
Kitchen
Washing machine

Kingfish Keep | Lively Escape on Duval! Balcony!
During your stay at this holiday home, you're just a quick walk from Duval Street. Free WiFi and a fridge are available in the holiday home.
Pet-friendly
Free WiFi

PET FRIENDLY! SUMMER SPECIALS !! 3 Bedroom 3 bathroom home. Sleeps 8
Our customers tell us they can't get enough of this holiday home's great location. During your stay, you'll be within walking distance of Lower Keys Medical Center. Features include an outdoor pool, a gym and laundry facilities. The holiday home offers free WiFi and a kitchen.
Pool
Kitchen

ELIZABETH'S SECRET: 3/2 In Old Town Key West, with a Private pool and Parking
The price is €2,385 per night
€2,385
22 Nov - 23 Nov
includes taxes & fees
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 Duval Street. Enjoy features like laundry facilities. The holiday home includes amenities such as a private pool and a kitchen.
Pool
Kitchen

Luxury Waterfront Home with Private Pool and Dock!
During your stay at this holiday home, you're just a quick walk from The Unitarian Universalist Fellowship of Key West. Enjoy features like 1 hot tub, concierge services and laundry facilities. The holiday home includes amenities such as free WiFi and a private pool.
Pool
Hot tub

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

HAVANA DAYDREAMING ~ Waterfront 1 BR/1 Ba w/ Dockage & 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

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.
Pool
Kitchen

A KEY ESCAPE ~ 3 Bedroom, 2.5 Bathroom Home in Old Town /Private Heated Pool!
Our customers tell us that they can't get enough of the helpful staff at this holiday home. During your stay, you're just a quick walk from Duval Street. Enjoy features like concierge services and laundry facilities. The holiday home includes amenities such as free WiFi and a private pool.
Pool
Kitchen

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
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 | 1052 Holiday Homes |
|---|---|
Lowest Price | €574 |
Highest Price | €2,385 |
Popular accommodation | Tropical Key West out of the way , The Hemingway Caribbean Townhome & Private Pool Near Beach in charming Key West, Perfect Location, Private Heated Pool, Pristine Luxury Home!, LOST SHAKER OF SALT ~ 3 Bed, 2 Bath Pet Friendly with 40' Private Heated Pool, Spacious Key West Conch Cottage with WiFi & Private Hot Tub - Dogs OK, KATE'S KRAWL OFF DUVAL ~ 1 BR/1 BA Private Home/Outdoor Deck/Steps to Duval!, Kingfish Keep | Lively Escape on Duval! Balcony!, PET FRIENDLY! SUMMER SPECIALS !! 3 Bedroom 3 bathroom home. Sleeps 8, ELIZABETH'S SECRET: 3/2 In Old Town Key West, with a Private pool and Parking, Luxury Waterfront Home with Private Pool and Dock!, ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!, HAVANA DAYDREAMING ~ Waterfront 1 BR/1 Ba w/ Dockage & Hot Tub!, CORAL CABANA ~ Lush Porch Views of the Pool & Gardens, near Golf Course!, A KEY ESCAPE ~ 3 Bedroom, 2.5 Bathroom Home in Old Town /Private Heated Pool!, TROPICAL RETREAT ~ 3 Bedroom/3.5 Bath 1/2 Block from Duval w/ Heated Pool! |
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