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

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Check prices for these dates

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

Our top choices for Florida Keys villas

Outdoor dining

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 NZ$865
includes taxes & fees
21 Sept - 22 Sept
Villa 5028 on Duck Key Boat Slip Available - 2BD 2.5BA
Outdoor dining

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 NZ$910
includes taxes & fees
24 Aug - 25 Aug
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
Outdoor dining

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 NZ$915
includes taxes & fees
24 Aug - 25 Aug
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA
Exterior

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 NZ$596
includes taxes & fees
3 Sept - 4 Sept
Poolside Queen Room Steps from Duval!
Exterior

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.
Poolside Studio Villa Steps from Duval!
Exterior

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 NZ$691
includes taxes & fees
3 Sept - 4 Sept
Poolside King Room Steps from Duval!
Terrace/patio

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 NZ$1,870
includes taxes & fees
26 Aug - 27 Aug
Villa 7218 on Duck Key - 3 BR & 3 BA - Boat Slip Available
Exterior

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 NZ$836
includes taxes & fees
3 Sept - 4 Sept
One Bedroom Deck Villa Steps from Duval!
Exterior

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 NZ$1,822
includes taxes & fees
21 Sept - 22 Sept
Villa 7071 on Duck Key Boat Slip Available - 3BD 3BA
Exterior

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
Exterior

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 NZ$1,633
includes taxes & fees
9 Sept - 10 Sept
Atlantic View Luxury Villa with Pool
Outdoor dining

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 NZ$809
includes taxes & fees
27 Aug - 28 Aug
Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA
TV

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 NZ$850
includes taxes & fees
24 Aug - 25 Aug
Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA
Outdoor dining

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 NZ$884
includes taxes & fees
21 Sept - 22 Sept
Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA
Exterior

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 NZ$6,598
includes taxes & fees
21 Sept - 22 Sept
Waterfront Luxe Pool, Hot Tub, Theater, Gamesandmore
Outdoor dining

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 NZ$1,046
includes taxes & fees
25 Aug - 26 Aug
Miami Retreat w/ Private Heated Pool & Yard
Exterior

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 NZ$1,414
includes taxes & fees
21 Sept - 22 Sept
Villa Oasis at Florida. 4 Bed, 3bath 8 People
Terrace/patio

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 NZ$1,696
includes taxes & fees
1 Sept - 2 Sept
6BR | Heated Pool | Jacuzzi | Sauna | Beach area
Interior

19. 76 Rincon tropical in Miami

76 Rincon tropical in Miami
Little Havana
The price is NZ$1,364
includes taxes & fees
27 Aug - 28 Aug
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

Islander Resort

Islander Resort

10/10 Excellent
"The rooms were very calming and coastal! I did wish the bathroom was a bit larger, but the bed was super comfy and I enjoyed the outside seating with umbrella even in the August heat. Only had a drink at the bar but dining looked inviting. Lots of amenities at the resort. I did take a fantastic yoga class with Lexi! Thank you. And a big thank you to the staff. Everyone so accommodating."
sally 1-night trip
Posted less than an hour ago
Islander Resort

Find out more about Florida Keys

Florida Keys Villas information

Number of reviews
170
Accommodation
97 Villas
Lowest Price
NZ$596
Highest Price
NZ$6,484

Frequently asked questions

How much do villas in Florida Keys cost?
Prepare to pay between NZ$596 and NZ$6,484 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.
How many villas are there in Florida Keys?
Florida Keys has 97 villas on offer. Enter your travel dates and destination and get a head start on planning your perfect stay today.
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.