Florida Keys Holiday Rentals

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Compare Holiday Rentals, Villas & Resorts in Florida Keys

14,659 villas and rentals
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About Casai's Private Villas and Holiday Rentals in Florida Keys

Discover more than 14659 vacation rentals available in Florida Keys. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Florida Keys.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Florida Keys, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Florida Keys. On average, places to stay near Florida Keys offer 804.86 ft², with nightly prices averaging US $619.

With Casai, finding and comparing holiday rentals in Florida Keys is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

Other Places to Stay in Florida Keys, FL


Lower Florida Keys 3,375 Properties
Key West 2,637 Properties
Key West Historic District 2,120 Properties
Old Town 2,019 Properties
Duval Street 1,557 Properties
Marathon 1,360 Properties
Pretty Joe Rock 1,263 Properties
Key Largo 1,200 Properties
Downtown 855 Properties
Lower Keys 768 Properties
Islamorada 704 Properties
Uptown - Upper Duval 702 Properties

There are 14659 Florida Keys, FL Vacation Rentals

Recently Booked Hotels, Resorts, or Rentals in Florida Keys

Frequently Asked Questions About Florida Keys?

What are the top holiday rentals in Florida Keys?

With numerous options available in Florida Keys, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Florida Keys:

How many Casai.nz holiday rentals are available in Florida Keys?

As of 2026, Casai boasts over 14659 properties listed in the Florida Keys area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Florida Keys.

Nearby Neighborhood (16)

NeighborhoodProperty Count
Key West Historic District Vacation Rentals in Florida 2120
Old Town Vacation Rentals in Florida 2019
Downtown Vacation Rentals in Florida 855
Uptown - Upper Duval Vacation Rentals in Florida 702
Historic Seaport Vacation Rentals in Florida 322
Truman Annex Vacation Rentals in Florida 237
New Town Vacation Rentals in Florida 97
Bahama Village Vacation Rentals in Florida 62
Little Venice Vacation Rentals in Florida 45
Venetian Shores Vacation Rentals in Florida 36
Lower Matecumbe Beach Vacation Rentals in Florida 333
Key Largo Village Vacation Rentals in Florida 1249
Indigo Reef Marina Homes Vacation Rentals in Florida 1874
Pirates Cove Vacation Rentals in Florida 1448
Coral Lagoon Vacation Rentals in Florida 1874
Sunset Cove Vacation Rentals in Florida 1511