Florida Keys Villas - Best Villa Florida Keys 2026

A beach with palm trees, people relaxing on chairs, and colorful kayaks.

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Our top choices for Florida Keys villas

A covered outdoor patio with a table and chairs, a ceiling fan, and a view of trees and a white building.

1. Villa 5028 on Duck Key Boat Slip Available - 2BD 2.5BA

Duck Key

william d.

includes taxes & fees

27 Aug - 28 Aug

A deck with tables and chairs, overlooking a marina with boats and a body of water.

2. Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA

Duck Key

David N.

includes taxes & fees

27 Aug - 28 Aug

A covered outdoor seating area with a table and chairs, overlooking a body of water and a beach.

3. Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA

Duck Key

Gina A.

includes taxes & fees

27 Aug - 28 Aug

A property named Villas Key West with a covered entrance, a white picket fence, and lush greenery.

4. Poolside Queen Room Steps from Duval!

Old Town Key West

Ryan C.

includes taxes & fees

3 Sept - 4 Sept

5. Poolside Studio Villa Steps from Duval!

Old Town Key West

Benjamin K.

includes taxes & fees

3 Sept - 4 Sept

6. Poolside King Room Steps from Duval!

Old Town Key West

Michael L R.

includes taxes & fees

3 Sept - 4 Sept

A coastal resort with multiple bungalow-style buildings, a marina, and a large body of water.

7. Villa 7071 on Duck Key Boat Slip Available - 3BD 3BA

Marathon

Morgan W.

includes taxes & fees

27 Aug - 28 Aug

8. One Bedroom Deck Villa Steps from Duval!

Old Town Key West

Donnie S.

includes taxes & fees

3 Sept - 4 Sept

A covered balcony with white railings, a white wicker chair, and a small table.

9. Villa 7218 on Duck Key - 3 BR & 3 BA - Boat Slip Available

Duck Key

Ryan M.

includes taxes & fees

27 Aug - 28 Aug

A two-story beachfront house with a balcony, a covered outdoor seating area, and a small boat dock.

10. Atlantic View Luxury Villa with Pool

Summerland Key

Preetam

includes taxes & fees

9 Sept - 10 Sept

A covered outdoor area with a round table and chairs, a white railing, and a view of the ocean.

11. Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA

Duck Key

MONICA A.

includes taxes & fees

27 Aug - 28 Aug

A living room with a view of the sea, a ceiling fan, a TV, and a dining area with outdoor seating.

12. Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA

Duck Key

Mario S.

includes taxes & fees

27 Aug - 28 Aug

A covered outdoor deck with a table and chairs, overlooking a body of water and a grassy area.

13. Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA

Duck Key

Paul E.

includes taxes & fees

27 Aug - 28 Aug

A coastal residential area with houses, a marina, and a clear view of the ocean.

14. Waterfront Luxe Pool, Hot Tub, Theater, Gamesandmore

Buccaneer Point

Timothy C.

includes taxes & fees

25 Sept - 26 Sept

An outdoor dining area with a view of a pool and lush greenery.

15. Miami Retreat w/ Private Heated Pool & Yard

South Miami Heights

Yulia

includes taxes & fees

23 Sept - 24 Sept

16. Villa Oasis at Florida. 4 Bed, 3bath 8 People

Homestead

"This property worked out great for us. It was very clean and an ideal location. Restaurants and stores are very close and near the turnpike. The hot tub was not functioning, but we didn't plan on using it anyway. Sofia was very accommodating when it came to parking our cars. The house only has parking for two cars with no street parking. Sophia worked out a way to get our third car in the driveway solving our issue. The house came with everything we needed for our four week stay. The...

Brad C.

includes taxes & fees

23 Sept - 24 Sept

A wooden outdoor seating area with a built-in fire pit.

17. 6BR | Heated Pool | Jacuzzi | Sauna | Beach area

Cutler Bay

Anij N.

A modern living room with a sofa, dining table, and chairs, a TV, and a window with a view of houses.

18. 76 Rincon tropical in Miami

Little Havana

includes taxes & fees

8 Sept - 9 Sept

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Top Florida Keys Hotel Reviews

Chesapeake Beach Resort

10/10 Excellent

"Great place to stay, good location to restaurants and activities. Nice pool with tiki bar that mix a good drink. Full breakfast with made to order eggs and omelets which was a nice change from the normal continental breakfast. Stayed by the pool because Beach was full of sargassum but they work hard to clean it. Not much swimming room in the ocean…again a lot of seaweed."

The Pelican Key Largo Cottages

8/10 Good

"Extremely helpful staff, really nice people! Everything was nearby and convenient. You can swim, snorkel, and fish right here! Ice maker was very close too. My only issue was is that I wanted a kitchenette. There were two burners but no stove and the refrigerator didn't work. Staff was very helpful by bringing over a mini frig yet I still got charged for the kitchenette price. I would totally stay here again, but I would check out the unit before completing transaction."

Amara Cay Resort

10/10 Excellent

"We had an amazing stay at Amara Cay Resort! The property was beautiful, clean, and relaxing, with an incredible waterfront setting and a true tropical Keys atmosphere. The staff was friendly, welcoming, and attentive throughout our entire stay. The pool and outdoor areas were perfect for relaxing, and the location made it easy to enjoy everything Islamorada has to offer. Overall, we had a fantastic experience and would absolutely recommend Amara Cay to anyone visiting the Florida Keys. We’re already looking forward to coming back!"

Find out more about Florida Keys

Florida Keys Villas information

Number of reviews	106
Accommodation	103 Villas
Lowest Price	€309
Highest Price	€3,425

Frequently asked questions

How much do villas in Florida Keys cost?

Prepare to pay between €309 and €3,425 per night for villas in Florida Keys. Whatever your budget, an ideal getaway is just a click or two away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

What are the best villas in Florida Keys?

Jump straight into holiday mode in one of Florida Keys's multiple villas. With a total average guest review rating of 8.8, there's something for everyone's budget and style. Many visitors to Key West highly recommend a stay at Old Town Garden Villas, a 3.5-star option with a garden and WiFi. Another unbeatable choice in this popular destination is 6 Bedroom Duval Compound - Old Town Key West. This 4-star escape includes amenities like a jetted bathtub and a swimming pool.

How many villas are there in Florida Keys?

Florida Keys has 103 villas on offer. Enter your travel dates and destination and get a head start on planning your perfect stay today.

Are there any family-friendly villas in Florida Keys?

You'll find some comfortable family-friendly villas in Florida Keys. If you're on your way to Key West, look up 6 Bedroom Duval Compound - Old Town Key West. With amenities such as a picnic area and laundry facilities, your crew will feel relaxed and comfy at this 4-star property. Duval Penthouse is another great pick for families in Key West. This 4-star option includes conveniences like WiFi and a cafe. After you've unpacked your bags, get out and discover Key West. Look forward to memorable days out at family-friendly attractions such as Smathers Beach and South Beach.

Are there any 5-star villas in Florida Keys?

In Florida Keys, 5-star villas are tough to come by. However, there are some 4-star options worth considering. If you're on your way to Key West, get cosy at 6 Bedroom Duval Compound - Old Town Key West. It comes with handy amenities including a rooftop terrace and a swimming pool. Or, make yourself at home at Duval Penthouse, also in Key West. Make the most of its conveniences such as a jetted bathtub and a rooftop terrace.

Why book your villa in Florida Keys with Expedia?

Booking a villa in Florida Keys is as easy as entering your travel dates and choosing a place that suits your style. On the lookout for something low cost or luxurious, or a property that also comes with a kitchenette? Use Expedia's search filters to narrow your results and find your ideal pad.

How can I find cheap villas in Florida Keys?

Expedia can help you track down cheap villas in Florida Keys. Use our convenient filter tool to choose amenities, star rating and budget to refine your search and find an amazing place to stay in a couple of quick clicks.

What is there to do near my villa in Florida Keys?

The most important travel accessory for your Florida Keys escape is an exciting itinerary! Duval Street, Clarence S. Higgs Memorial Beach Park and Nancy Forrester's Secret Garden are some of the top things to do if you're visiting Key West. Key Largo is also home to excellent attractions, such as Jimmy Johnson's Big Chill. In the mood to explore more? Visit Baker's Cay Resort Beach and Bluefin Rock Harbour Marina too.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Florida Keys villas

1. Villa 5028 on Duck Key Boat Slip Available - 2BD 2.5BA

2. Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA