15406+ Vacation Rentals & Holiday Homes in Florida Keys |
  1. USA
  2. Florida
  3. Florida Keys

Florida Keys Accommodations - Hotels & Rentals

About Florida Keys Vacation Rentals

Discover More than 15406 Incredible Getaway Rentals Available in Florida Keys. 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 Florida Keys.

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 Florida Keys, 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 Florida Keys. The Average Size of Places to Stay Near Florida Keys is 900.71 ft², with Prices Averaging $588 per Night.

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

Show more
Show less

Top Hotels & Vacation Rentals in Florida Keys

Type Count
Vacation Homes 9613
Holiday Apartments 1490
Villas 439
Cottages 312

Use these Quick Filters to Find a Vacation Rental in Florida Keys

★ 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 Florida Keys with Online Reservations.

Weather in Florida Keys, FL

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

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Activities Florida KeysGuest Reviews Local Attractions

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


Duval Street
Smathers Beach
Southernmost Point
Mallory Square
South Beach
Sombrero Beach
John Pennekamp Coral Reef State Park
Higgs Beach
Bahia Honda State Park and Beach
Key West Harbour
Key West Aquarium
Ernest Hemingway Home and Museum
Jimmy Johnson's Big Chill
Dolphin Research Center
Fort Zachary Taylor Historic State Park
Theater of the Sea
Key West Butterfly and Nature Conservatory
Florida Keys Beaches
Seven Mile Bridge
Saddlebunch Keys

Find Hotels & Vacation Rentals in these Cities and Neighborhoods


Lower Florida Keys 4,325 Properties
Key West 3,430 Properties
Key West Historic District 2,740 Properties
Old Town 2,703 Properties
Duval Street 2,033 Properties
Marathon 1,748 Properties
Pretty Joe Rock 1,612 Properties
Key Largo 1,377 Properties
Downtown 1,183 Properties
Islamorada 1,008 Properties
Lower Keys 948 Properties
Upper Matecumbe Key 899 Properties

Frequently Asked Questions About Florida Keys?

What are the top hotels, lake houses & vacation rentals in Florida Keys?

We provide an array of great vacation destinations in Florida Keys. If you are looking to stay in or around the Florida Keys 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 Florida Keys:

How many Hotels & Vacation Rentals have private pools in Florida Keys?

We have 2971 Hotels & Vacation Rentals featuring a private pool in and near Florida Keys. 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 Florida Keys is best for families?

Searching for a family-friendly getaway in Florida Keys? 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 Florida Keys?

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 15406 in the Florida Keys 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 Florida Keys.

Nearby Neighborhood (16) 
Neighborhood Property Count
Key West Historic District Vacation Rentals in Florida 2740
Old Town Vacation Rentals in Florida 2703
Downtown Vacation Rentals in Florida 1183
Uptown - Upper Duval Vacation Rentals in Florida 850
Historic Seaport Vacation Rentals in Florida 413
Truman Annex Vacation Rentals in Florida 376
Bahama Village Vacation Rentals in Florida 107
New Town Vacation Rentals in Florida 85
Little Venice Vacation Rentals in Florida 54
Key Largo Village Vacation Rentals in Florida 47
Venetian Shores Vacation Rentals in Florida 45
Indigo Reef Marina Homes Vacation Rentals in Florida 42
Lower Matecumbe Beach Vacation Rentals in Florida 27
White Marlin Beach Vacation Rentals in Florida 347
Coral Lagoon Vacation Rentals in Florida 1115
Pirates Cove Vacation Rentals in Florida 1222

People Also Ask

Online Reservation in Florida Keys

Recently Booked Hotels, Resorts, or Rentals in Florida Keys