Vacation rentals in Key West, United States

Carefully selected & verified rentals in Key West, United States
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Check-out
27Aug2025Select date
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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41-60 out of 98
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Island Time Casa Modern Key West Oasis W- Pool
Map1400 yd from City Centre300 yd from Dog Beach
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Atlantic Parrot
Map900 yd from City Centre1000 yd from Smathers Beach
FromUS$ 733 /nightSelect
Sailfish Suite On Duval
Map1.4 mi from City Centre400 yd from San Carlos Institute Casa Cuba
FromUS$ 537 /nightSelect
The Penthouse At Custom House Inn
Map1.5 mi from City Centre300 yd from Mallory Square
FromUS$ 692 /nightSelect
Keys Livin - Yacht Rental
Map3.1 mi from City Centre1600 yd from Kayak Kings Key West
FromUS$ 466 /nightSelect
New Kamp - Rooftop Penthouse
Map1.3 mi from City Centre100 yd from San Carlos Institute Casa Cuba
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The Samana Cay - Sunrise Suites
Map1.9 mi from City Centre1300 yd from Kayak Kings Key West
FromUS$ 457 /nightSelect
Ricky'S Retreat - Truman @ Duval Unit A
Map1.1 mi from City Centre100 yd from Ernest Hemingway House
FromUS$ 249 /nightSelect
Dee'S Dream Sunset Condo - #151
Map1.4 mi from City Centre300 yd from Jackson Square
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Sunset Dreams By Last Key Realty
Map2.6 mi from City Centre1400 yd from Kayak Kings Key West
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Sunset Point By Last Key Realty
Map2.6 mi from City Centre1500 yd from Kayak Kings Key West
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Sundrenched Reflections By Last Key Realty
Map2.6 mi from City Centre1400 yd from Kayak Kings Key West
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The Larks Landing By Last Key Realty
Map1.9 mi from City Centre1300 yd from Kayak Kings Key West
FromUS$ 747 /nightSelect
Modern Majesty By Last Key Realty
Map1.6 mi from City Centre400 yd from Jackson Square
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Promenade To Paradise By Last Key Realty
Map1.5 mi from City Centre400 yd from Jackson Square
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Natures Edge By Last Key Realty
Map800 yd from City Centre1100 yd from Smathers Beach
FromUS$ 1 091 /nightSelect
Old Town Oasis By Last Key Realty
Map1.6 mi from City Centre400 yd from Jackson Square
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Neptunes Penthouse By Last Key Realty
Map900 yd from City Centre1000 yd from Smathers Beach
FromUS$ 1 007 /nightSelect

Flexible Price Range for Vacation Homes in Key West

From cozy retreats to luxury villas – Find the ideal stay for every budget

⬆️ The highest price
US$ 3 317
⬇️ The lowest price
US$ 122
đź’¸ Average price for
4-star hotels
US$ 538
3-star hotels
US$ 384
Apartments
US$ 663

How to get to Key West

Explore local transportation options with ease

Airports
Key West International (EYW)

FAQs about Key West rentals

Get answers to common questions and plan your adventure smoothly

What vacation rentals offer unique views in Key West?
For spectacular views, consider the Latitude Penthouse Key West, which provides stunning ocean views. Another option is the Duval Dream Loft On Duval, located on a vibrant street with panoramic city sights.

Essential Facts on Key West Vacation Rentals

This guide provides essential insights on vacation rentals in Key West, evaluating 100+ properties to assist travelers in making informed accommodation decisions.

Nightly rates typically range from $200 to $600.

There are over 1,000 vacation rentals available.

Peak seasons include December to April.

Local taxes and fees average around 12.5%.

Many rentals are within 1 mile of Duval Street attractions.

Check-in
26Aug2025Select date
Check-out
27Aug2025Select date
Rooms and Guests2 Guests, 1 Room