5514+ Vacation Rentals & Holiday Homes in Key West |
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Key West Accommodations - Hotels & Rentals

About Key West Vacation Rentals

Discover More than 5514 Incredible Getaway Rentals Available in Key West. Choose from a Wide Selection of Villas, Hotels, and Other Rental Options. Explore Luxury Amenities at Affordable Prices, Creating the Ideal Base for Your Next Vacation. Plan Your Perfect Escape with Online Reservations and Uncover Fantastic Stays in Key West.

Online Reservations Offers Numerous Last-Minute Deals on Villas, Hotels, and Rentals, Both Near You and Across the Globe. Whether You Need Accommodation for a Group or an Event, Be it a Hotel or Vacation Rental (Including Cabins and Private Luxury Villas), We're Here to Assist. With Online Reservations in Key West, You Can Easily Compare Options from Multiple Suppliers with a Single Click to Find the Perfect Price Point, Amenities, and Style of Stay That Suit Your Needs. Looking for Group Deals, Properties with Private Pools, Hot Tubs, Pet-Friendly Options, or Spacious Master Suite Bedrooms with Open-Air Showers? You Can Find It All in the Online Reservations Vacation Rentals, Resorts, and Airbnb-Style Properties in Key West. The Average Size of Places to Stay Near Key West is 737.17 ft², with Prices Averaging $716 per Night.

Let Online Reservations Help You Discover the Ideal Holiday Rental to Create Lifelong Travel Memories in Key West. Our Listed Prices Are Often Discounted Compared to Rack Rates. Simply Search for Your Destination and Secure the Perfect Place to Stay Today.

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Things to Know Before You Visit Key West

Getting to Key West is easy. From Miami, you simply hop on Highway 1 and take it all the way to the southern most point in the U.S., the iconic Key West buoy. The drive will be about four hours long but could take much longer if you make stops along the way to the incredible island towns throughout the Florida Keys. If you are flying in, the Key West International Airport is small but efficient and well-suited for travel to this island city.

Key West is known as a great spot for those who love the outdoors, and there are plenty of things to do that will appeal to this type of traveler. Rent a boat and go diving with fish. Snorkel along the many reefs in the area where youll find tropical fish as well as unique coral species. Exploring by boat can also give you an opportunity to see rare birds and mangrove islets, as well as the sites used by the Conch Republic in their famous protest against the government.

If youd rather spend your time shopping, dining, and enjoying the local bar scene, you wont be disappointed in Key West. A stroll down Duval Street in the historic downtown will give you a plethora of food and entertainment options to choose from.

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Top Hotels & Vacation Rentals in Key West

Type Count
Vacation Homes 2932
Holiday Apartments 745
Cottages 120
Villas 52

Use these Quick Filters to Find a Vacation Rental in Key West

★ Pro Tip: Online Reservations is a vacation rental website specializing in cottages, lake houses, and exclusive summer home rentals. We curate a vast selection of incredible properties from trusted suppliers, allowing you to compare prices and locations to find the perfect fit for your getaway. Create lasting memories in Key West with Online Reservations.

Weather in Key West, FL

View the weather forecast for Key West before booking your Key West Vacation Rentals to confirm your best time to go.

December - February
High 81°F       Low 67°F
March - May
High 87°F       Low 70°F
June - August
High 91°F       Low 80°F
September - November
High 90°F       Low 73°F

Activities Key WestGuest Reviews Local Attractions

A Large Selection of Hotels and Vacation Rentals from Around the World Key WestGuest Reviews Discover Exciting Activities and Must-Visit Destinations for Your Upcoming Journey


Duval Street
Smathers Beach
Southernmost Point
Mallory Square
Dry Tortugas National Park
South Beach
Higgs Beach
Key West Harbour
Key West Aquarium
Ernest Hemingway Home and Museum
Fort Zachary Taylor Historic State Park
Key West Butterfly and Nature Conservatory
Saddlebunch Keys
Harry S. Truman Little White House
Key West Shipwreck Museum
Key West Golf Club
Key West Lighthouse and Keeper's Quarters Museum
Ripley's Believe It or Not
Audubon House and Tropical Gardens

Find Hotels & Vacation Rentals in these Cities and Neighborhoods


Key West Historic District 2,731 Properties
Old Town 2,692 Properties
Duval Street 2,027 Properties
Downtown 1,178 Properties
Uptown - Upper Duval 849 Properties
Historic Seaport 413 Properties
Truman Annex 374 Properties
Bahama Village 106 Properties
The Meadows 94 Properties
Meadows 94 Properties
New Town 85 Properties
Midtown 50 Properties

Frequently Asked Questions About Key West?

What are the top hotels, lake houses & vacation rentals in Key West?

We provide an array of great vacation destinations in Key West. If you are looking to stay in or around the Key West area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Key West:

How many Hotels & Vacation Rentals have private pools in Key West?

We have 822 Hotels & Vacation Rentals featuring a private pool in and near Key West. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which hotel, lake house, or vacation rental in Key West is best for families?

Searching for a family-friendly getaway in Key West? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Key West?

Online Reservations™ offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Online Reservations™ in 2025 is over 5514 in the Key West area, and that number rises every day. By combining listings from multiple websites and travel providers, Online Reservations™ can provide you with a diverse amount of choices of the best luxury stays in Key West.

Nearby Neighborhood (15) 
Neighborhood Property Count
Key West Historic District Vacation Rentals in Key West, Florida 2731
Old Town Vacation Rentals in Key West, Florida 2692
Downtown Vacation Rentals in Key West, Florida 1178
Uptown - Upper Duval Vacation Rentals in Key West, Florida 849
Historic Seaport Vacation Rentals in Key West, Florida 413
Truman Annex Vacation Rentals in Key West, Florida 374
Bahama Village Vacation Rentals in Key West, Florida 106
Meadows Vacation Rentals in Key West, Florida 94
The Meadows Vacation Rentals in Key West, Florida 94
New Town Vacation Rentals in Key West, Florida 85
Midtown Vacation Rentals in Key West, Florida 50
White St. Gallery Vacation Rentals in Key West, Florida 24
White Street Gallery District Vacation Rentals in Key West, Florida 24
Geiger Key Vacation Rentals in Key West, Florida 35
Sunset Key Vacation Rentals in Key West, Florida 3214

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