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

Search Florida Keys Villa Rentals from CA $497

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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

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

Villa 5028 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
8.8 out of 10, Excellent, (9 reviews)
"Property was clean and comfortable with an excellent sunset view each evening."
United States
william d.
The price is CA $221
CA $670 total
includes taxes & fees
Aug 26 - Aug 27
Villa 5028 on Duck Key Boat Slip Available - 2BD 2.5BA
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

Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.4 out of 10, Exceptional, (23 reviews)
"Great location, well equipped unit!Worked out perfectly"
United States
David N.
The price is CA $286
CA $753 total
includes taxes & fees
Aug 24 - Aug 25
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
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

Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA
Duck Key
10.0 out of 10, Exceptional, (2 reviews)
"The location was perfect, house was very clean, and the view was breathtaking. We will 100% return."
United States
Gina A.
The price is CA $260
CA $719 total
includes taxes & fees
Aug 26 - Aug 27
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA
A property named Villas Key West with a covered entrance, a white picket fence, and lush greenery.

4. Poolside Queen Room Steps from Duval!

Poolside Queen Room Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (3 reviews)
"Great location, great hosts, would definitely stay here again."
United States
Ryan C.
The price is CA $398
CA $497 total
includes taxes & fees
Sep 3 - Sep 4
Poolside Queen Room Steps from Duval!
A property named Villas Key West with a covered entrance, a white picket fence, and lush greenery.

5. Poolside Studio Villa Steps from Duval!

Poolside Studio Villa Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (25 reviews)
"Great place to stay"
United States
Benjamin K.
The price is CA $453
CA $570 total
includes taxes & fees
Sep 3 - Sep 4
Poolside Studio Villa Steps from Duval!
A property named Villas Key West with a covered entrance, a white picket fence, and lush greenery.

6. Poolside King Room Steps from Duval!

Poolside King Room Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (1 review)
"If you’re looking to stay in Old Town this is the perfect location. Pool right outside the room, FREE Happy Hour from 4-5 and very accommodating hosts. Good for families or couples alike. Awesome!"
United States
Michael L R.
The price is CA $453
CA $570 total
includes taxes & fees
Sep 3 - Sep 4
Poolside King Room Steps from Duval!
A covered balcony with white railings, a white wicker chair, and a small table.

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

Villa 7218 on Duck Key - 3 BR & 3 BA - Boat Slip Available
Duck Key
10.0 out of 10, Exceptional, (3 reviews)
"House was fantastic. Back deck and pool area were so nice !!!"
United States
Ryan M.
The price is CA $705
CA $1,547 total
includes taxes & fees
Aug 26 - Aug 27
Villa 7218 on Duck Key - 3 BR & 3 BA - Boat Slip Available
A property named Villas Key West with a covered entrance, a white picket fence, and lush greenery.

8. One Bedroom Deck Villa Steps from Duval!

One Bedroom Deck Villa Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (10 reviews)
"This place was great one of the best host I’ve ever had!!"
United States
Donnie S.
The price is CA $549
CA $691 total
includes taxes & fees
Sep 3 - Sep 4
One Bedroom Deck Villa Steps from Duval!
A coastal resort with multiple bungalow-style buildings, a marina, and a large body of water.

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

Villa 7071 on Duck Key Boat Slip Available - 3BD 3BA
Marathon
9.6 out of 10, Exceptional, (5 reviews)
"Hawks Cay is a really beautiful spot. Frank’s place is nice, clean and convenient to Marathon "
United States
Morgan W.
The price is CA $548
CA $1,348 total
includes taxes & fees
Aug 24 - Aug 25
Villa 7071 on Duck Key Boat Slip Available - 3BD 3BA
A resort with a central pool, multiple buildings, and a view of the ocean.

10. Beautiful Oceanside Mariner`s 3 Bedroom Townhome

Beautiful Oceanside Mariner`s 3 Bedroom Townhome
Rock Harbor
10.0 out of 10, Exceptional, (105 reviews)
"Amazing place!!"
United States
Sonal G.
Beautiful Oceanside Mariner`s 3 Bedroom Townhome
A two-story beachfront house with a balcony, a covered outdoor seating area, and a small boat dock.

11. Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
7.4 out of 10, Good, (3 reviews)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
United States
Preetam
The price is CA $712
CA $1,343 total
includes taxes & fees
Sep 9 - Sep 10
Atlantic View Luxury Villa with Pool
A covered outdoor area with a round table and chairs, a white railing, and a view of the ocean.

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

Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.6 out of 10, Exceptional, (61 reviews)
"Excellent place,"
United States
MONICA A.
The price is CA $233
CA $683 total
includes taxes & fees
Aug 31 - Sep 1
Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA
A living room with a view of the sea, a ceiling fan, a TV, and a dining area with outdoor seating.

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

Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.8 out of 10, Exceptional, (7 reviews)
"Everything about the stay was nice. "
United States
Mario S.
The price is CA $247
CA $703 total
includes taxes & fees
Aug 24 - Aug 25
Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA
A covered outdoor deck with a table and chairs, overlooking a body of water and a grassy area.

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

Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
8.8 out of 10, Excellent, (6 reviews)
"The property was as described in the VRBO site. The view was very nice. I would stay here again, when the opportunity arises."
United States
Paul E.
The price is CA $247
CA $703 total
includes taxes & fees
Aug 24 - Aug 25
Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA
A coastal residential area with houses, a marina, and a clear view of the ocean.

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

Waterfront Luxe Pool, Hot Tub, Theater, Gamesandmore
Buccaneer Point
3.0 out of 10, (2 reviews)
"Canceled at 10pm the night before we were to arrive. Had to scramble to get hotel rooms for myself and all of the guests I had (10) coming in for the trip. Not a pleasant experience and very little communication other than there was a “maintenance problem”. "
United States
Timothy C.
The price is CA $3,165
CA $5,557 total
includes taxes & fees
Aug 23 - Aug 24
Waterfront Luxe Pool, Hot Tub, Theater, Gamesandmore
An outdoor dining area with a view of a pool and lush greenery.

16. Miami Retreat w/ Private Heated Pool & Yard

Miami Retreat w/ Private Heated Pool & Yard
South Miami Heights
10.0 out of 10, Exceptional, (1 review)
"Amazing house with a heated pool! It was incredible for the kids. The home has everything you need, including sports equipment for morning yoga, plus beach chairs and umbrellas for trips to the shore. Our family had a wonderful stay—there are so many activities nearby! Thank you!"
United States
Yulia
The price is CA $344
CA $873 total
includes taxes & fees
Aug 25 - Aug 26
Miami Retreat w/ Private Heated Pool & Yard

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

Villa Oasis at Florida. 4 Bed, 3bath 8 People
Homestead
5.4 out of 10, (3 reviews)
"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...
United States
Brad C.
The price is CA $385
CA $1,191 total
includes taxes & fees
Aug 23 - Aug 24
Villa Oasis at Florida. 4 Bed, 3bath 8 People
A wooden outdoor seating area with a built-in fire pit.

18. 6BR | Heated Pool | Jacuzzi | Sauna | Beach area

6BR | Heated Pool | Jacuzzi | Sauna | Beach area
Cutler Bay
10.0 out of 10, Exceptional, (6 reviews)
"As homebodies this property was perfect. Super clean, nice pool & hot tub. And Pup friendly. "
United States
Anij N.
The price is CA $601
CA $1,396 total
includes taxes & fees
Aug 31 - Sep 1
6BR | Heated Pool | Jacuzzi | Sauna | Beach area
A modern living room with a sofa, dining table, and chairs, a TV, and a window with a view of houses.

19. 76 Rincon tropical in Miami

76 Rincon tropical in Miami
Little Havana
The price is CA $556
CA $1,128 total
includes taxes & fees
Aug 27 - Aug 28
76 Rincon tropical in Miami
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Florida Keys Hotel Reviews

Waterside Suites & Marina

Waterside Suites & Marina

8/10 Good
"Nice place, good location, helpful staff."
Harry 2-night trip
Posted 1 hour ago
Waterside Suites & Marina

Find out more about Florida Keys

Florida Keys Villas information

Number of reviews
170
Accommodation
92 Villas
Lowest Price
CA $497
Highest Price
CA $5,557

Frequently asked questions

How much do villas in Florida Keys cost?
Prepare to pay between CA $497 and CA $5,557 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 vacation mode in one of Florida Keys's multiple villas. With a total average guest review rating of 8.9, 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 92 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 cozy 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 Harbor Marina too.

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