Vacation rentals in Key West, United States - page 2

Carefully selected & verified rentals in Key West, United States
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Check-out
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Rooms and Guests2 Guests, 1 Room
Key West features the lively Mallory Square, famous for sunset celebrations, and the tranquil beaches of Fort Zachary Taylor State Park. You can explore the Hemingway Home and Museum or relax at Smathers Beach. The city offers various accommodations, including beachfront hotels like Hyatt and Hilton, family friendly hotels near Duval Street, and dog friendly hotels that welcome your furry friends. Check out our exclusive selection for the best-reviewed options. Book early, especially during peak tourist seasons, and consider renting a bike for easy travel around the island.
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Moonlight Paradise Key West
Map800 yd from City Centre1000 yd from Smathers Beach
FromUS$ 709 /nightSelect
8.4
Great
Colors On White Apartment Key West
The largest option:
4 adults
1 bedroom
2 beds
Map1100 yd from City Centre600 yd from Key West Cemetery
FromUS$ 245 /nightSelect
7.0
Very good
Traveler'S Palm
4 adults
1 bedroom
2 beds
Map1.2 mi from City Centre200 yd from Fury Water Adventures Key West
FromUS$ 470 /nightSelect
Sky Suite On Duval
Map1.2 mi from City Centre100 yd from Fury Water Adventures Key West
FromUS$ 779 /nightSelect
Frost Free In Cayo Hueso
Map800 yd from City Centre1000 yd from Smathers Beach
FromUS$ 696 /nightSelect
Latitude Penthouse Key West
Map800 yd from City Centre1000 yd from Smathers Beach
FromUS$ 685 /nightSelect
Sunnyside Up
Map1100 yd from City Centre700 yd from Dog Beach
FromUS$ 954 /nightSelect
Keys Livin - Yacht Rental
Map3.1 mi from City Centre1600 yd from Kayak Kings Key West
FromUS$ 500 /nightSelect
The Salt Cay - Sunrise Suites
Map1.9 mi from City Centre1300 yd from Kayak Kings Key West
FromUS$ 893 /nightSelect
New Coastal Rose - Bright Loft With High Ceilings
Map1.3 mi from City Centre200 yd from Red Barn Theatre
FromUS$ 858 /nightSelect
7.0
Very good
Duval Dream Loft On Duval
8 adults
2 bedrooms
3 beds
Map1.3 mi from City Centre100 yd from San Carlos Institute Casa Cuba
FromUS$ 627 /nightSelect
Matisse Studio The Galleria
Map1.3 mi from City Centre400 yd from Ernest Hemingway House
FromUS$ 438 /nightSelect
Duval Square Courtyard Condo 31
Map1.1 mi from City Centre300 yd from Ernest Hemingway House
FromUS$ 952 /nightSelect
A Place In Paradise By Avantstay Key West Walkable W Shared Pool Month Long Stays Only
Map1.4 mi from City Centre200 yd from Jackson Square
FromUS$ 742 /nightSelect
Curry House Room 6
Map1.0 mi from City Centre500 yd from Key West Cemetery
FromUS$ 340 /nightSelect
Dream Maker On The Atlantic
Map800 yd from City Centre1000 yd from Smathers Beach
FromUS$ 813 /nightSelect
Tranquility By The Beach
Map800 yd from City Centre1000 yd from Smathers Beach
FromUS$ 561 /nightSelect
Hemingways Atlantic Retreat
Map800 yd from City Centre1000 yd from Smathers Beach
FromUS$ 404 /nightSelect
Key West On My Mind
Map800 yd from City Centre1000 yd from Smathers Beach
FromUS$ 660 /nightSelect
9.0
Perfect
Mesa House, Uno-Perfect Location
4 adults
1 bedroom
2 beds
Map1.3 mi from City Centre200 yd from Red Barn Theatre
FromUS$ 474 /nightSelect

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Check-in
30Apr2026Select date
Check-out
01May2026Select date
Rooms and Guests2 Guests, 1 Room