Vacation Rentals in Florida Keys: 8,900+ properties

Choose from 8,859 vacation rentals located in Florida Keys, United States. Top filters in Florida Keys include Air conditioner, Internet / Wifi, and Kitchen / Kitchenette. Prices range from $39 to $12,587 per night. Our most popular vacation rental types near Florida Keys are House and Hotel.

Top vacation rentals in Florida Keys

5.0

Outstanding(387 Reviews)

House

in Key West

Casa Cay West Beautiful Tropical House 3 bedrooms 2 KING suites POOL 2 mi beach

8 guests · 3 bedrooms · 3 baths

Garden · Pool · Kitchen / Kitchenette

Experience the best of Florida Keys with this House available for $494. This property is equipped with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$

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Beachfront

4.1

Excellent(663 Reviews)

Hotel

in Islamorada

4star

Amara Cay Resort

Garden · Pool · Pets allowed

Most favorited

When traveling to Florida Keys, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $205 per night.

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4.3

Excellent(1,709 Reviews)

Hotel

in Key West

3star

Hampton Inn Key West FL

Pool · Pets allowed · Kitchen / Kitchenette

Looking for the perfect place to call home during your trip to Florida Keys? This Hotel offers a comfort and style with top-notch amenities, including Air conditioner, Internet / Wifi and Laundry, and more.

$$$$

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3.9

Good(1,216 Reviews)

Hotel

in Key West

3star

Pegasus International Hotel

Pool · Kitchen / Kitchenette · Air conditioner

Looking for a memorable stay in Florida Keys? Our Hotel might just be what you're looking for. Enjoy amenities including Air conditioner, Internet / Wifi and Laundry, and more during your stay.

$$$$

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Search by amenity

Explore vacation rentals with the most popular amenities in Florida Keys

Vacation rentals with air conditioning in Florida Keys

4.9

Outstanding(283 Reviews)

Apartment

in Key West

Simonton Studio, an Old Town get-away for 2

2 guests · 1 bedroom · 1 bath

Pets allowed · Kitchen / Kitchenette · Air conditioner

This attractive Apartment in Florida Keys, $223 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$

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4.8

Outstanding(280 Reviews)

Apartment

in Key West

Top Floor Ocean Views from every window Newly Renovated

6 guests · 2 bedrooms · 2 baths

Garden · Pool · Kitchen / Kitchenette

Experience the best of Florida Keys with this Apartment available for $399. This property is equipped with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$

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4.0

Good(7,704 Reviews)

Motel

in Florida City

Fairway Inn Florida City Homestead Everglades

Garden · Pool · Kitchen / Kitchenette

Experience the best of Florida Keys with this Motel available for $61. This property is equipped with amenities including Air conditioner, Internet / Wifi and Laundry, and more.

$$$$

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Beachfront

4.1

Excellent(647 Reviews)

Motel

in Layton

Edgewater Lodge

Pool · Pets allowed · Kitchen / Kitchenette

Nestled in Florida Keys, this Motel is perfect for your next vacation. Enjoy Edgewater Lodge's top-rated amenities, including Air conditioner, Fireplace and Internet / Wifi, and more.

$$$$

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Florida Keys

Florida Keys travel guide

Let us help you plan your perfect Florida Keys vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in Florida Keys, and more.