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Featured Villas in Florida Keys

Our top choices for Florida Keys villas

The Islands of Islamorada

4.0 star property
9.8 out of 10, Exceptional, (66)
"Absolutely outstanding resort. Legitimate 5 star property. "
The price is AU$1,030
includes taxes & fees
4 Sept - 5 Sept
The Islands of Islamorada

Villa 5028 on Duck Key BOAT SLIP available

9.6 out of 10, Exceptional, (7)
"Great location on the water with beautiful sunset views. Plenty of room for our group. "
The price is AU$862
includes taxes & fees
4 Sept - 5 Sept
Villa 5028 on Duck Key BOAT SLIP available

Villa 5087 on Duck Key BOAT SLIP available

9.2 out of 10, Wonderful, (18)
"Frank made the whole process easy and he has excellent properties that are A on the clean scale!"
The price is AU$901
includes taxes & fees
1 Sept - 2 Sept
Villa 5087 on Duck Key BOAT SLIP available

Villa 5086 on Duck Key

8.6 out of 10, Excellent, (25)
"Great location! We enjoyed our time there."
The price is AU$844
includes taxes & fees
1 Sept - 2 Sept
Villa 5086 on Duck Key

Atlantic View Luxury Villa with Pool

3.5 star property
10.0 out of 10, Exceptional, (1)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
The price is AU$1,406
includes taxes & fees
13 Sept - 14 Sept
Atlantic View Luxury Villa with Pool

Villa 7075 on Duck Key BOAT SLIP available

9.2 out of 10, Wonderful, (29)
"Great location, incredible view just as advertised. Definitely would stay there again."
The price is AU$901
includes taxes & fees
2 Sept - 3 Sept
Villa 7075 on Duck Key BOAT SLIP available

Waterfront Villa in Paradise. Dipping pool. Middle Keys. Soak in the sun

10.0 out of 10, Exceptional, (13)
"We enjoyed our stay."
The price is AU$1,047
includes taxes & fees
2 Sept - 3 Sept
Waterfront Villa in Paradise. Dipping pool. Middle Keys. Soak in the sun

Villa 5034 on Duck Key Boat Slip available

10.0 out of 10, Exceptional, (4)
"Everything about the stay was nice. "
The price is AU$881
includes taxes & fees
1 Sept - 2 Sept
Villa 5034 on Duck Key Boat Slip available

Villa 5027 on Duck Key BOAT SLIP available

9.6 out of 10, Exceptional, (54)
"Very clean. "
The price is AU$862
includes taxes & fees
1 Sept - 2 Sept
Villa 5027 on Duck Key BOAT SLIP available

Villa 7218 on Duck Key - 3 BR & 2.5 BA - Boat Slip Available

The price is AU$1,724
includes taxes & fees
1 Sept - 2 Sept
Villa 7218 on Duck Key - 3 BR & 2.5 BA - Boat Slip Available

Waterfront Luxe Pool, Hot Tub, Theater, Games and More!

Waterfront Luxe Pool, Hot Tub, Theater, Games and More!

Two Bedroom Two Bath Poolside Villa Steps from Duval!

10.0 out of 10, Exceptional, (44)
"Staff, accommodations and location were excellent. Would definitely stay there again."
Two Bedroom Two Bath Poolside Villa Steps from Duval!

Cozy Remodeled Private Guest House

The price is AU$329
includes taxes & fees
1 Sept - 2 Sept
Cozy Remodeled Private Guest House

Villa Paradise ~ Miami Lux Gem ~ Heated Pool ~ Game Room

9.6 out of 10, Exceptional, (4)
"Amazing stay for me and my family . Thank you for having us over . "
Villa Paradise ~ Miami Lux Gem ~ Heated Pool ~ Game Room

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

10.0 out of 10, Exceptional, (5)
"As homebodies this property was perfect. Super clean, nice pool & hot tub. And Pup friendly. "
The price is AU$1,549
includes taxes & fees
2 Sept - 3 Sept
6BR | Heated Pool | Jacuzzi | Sauna | Beach area

Modern Luxury in Massive Mansion w/ Heated Pool!

10.0 out of 10, Exceptional, (3)
"The property manager made the entire stay so pleasant and responded to all requests timely. The house accommodated 8 couples."
The price is AU$5,605
includes taxes & fees
1 Sept - 2 Sept
Modern Luxury in Massive Mansion w/ Heated Pool!

LUXURY VILLA

The price is AU$1,786
includes taxes & fees
1 Sept - 2 Sept
LUXURY VILLA

New Lux Modern w/ Pool, Jacuzzi, Billiards, B-ball

10.0 out of 10, Exceptional, (15)
"We had a lovely stay at this house. It was perfect for a large group for a bachelorette party. The house was incredible, there was more than enough space, everything was in pristine condition when we walked in. The pool and backyard area was great to hang out during the day and have dinner at night. Can't say enough good things would definitely recommend this place to anyone coming with a group! "
New Lux Modern w/ Pool, Jacuzzi, Billiards, B-ball

Villa mi Amor | Calle Ocho

9.6 out of 10, Exceptional, (4)
"Great Miami stay with amazing amenities and good communication. Really enjoyed our stay here, will definitely book again!"
The price is AU$2,181
includes taxes & fees
13 Sept - 14 Sept
Villa mi Amor | Calle Ocho

Lux 10 Bed&Bath Suite Villa w/ Warm Pool & Game Rm

10.0 out of 10, Exceptional, (5)
"Enjoyed our stay. "
Lux 10 Bed&Bath Suite Villa w/ Warm Pool & Game Rm
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

Find out more about Florida Keys

Find out more about Florida Keys

Florida Keys Villas information

Number of reviews
Accommodation
105 Villas
Lowest Price
AU$862
Highest Price
AU$1,406

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

How much do villas in Florida Keys cost?
Expect to pay between AU$862 and AU$1,406 per night for villas in Florida Keys. Whatever your budget, a terrific stay is just a click or two away on Expedia. This price was 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?
Select from 105 villas in Florida Keys. Whether you're getting away with the kids or a group of pals, and wherever you want to go, Expedia makes it simple to find the perfect digs.
What is there to do near my villa in Florida Keys?
Whether you're into arts, culture, shopping or dining, Florida Keys offers the lot, and then some! The terrific city of Key West boasts plenty of things to do, including Smathers Beach, South Beach and Fort Zachary Taylor Historic State Park. If you're escaping to Marathon, Sombrero Beach, The Turtle Hospital and Crane Point Museum and Nature Centre will fill up your itinerary.