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Villas in Florida Keys

The Islands of Islamorada

4.0 star property
9.8 out of 10, Exceptional, (61)
"Absolutely outstanding resort. Legitimate 5 star property. "
The price is ¥79,519
¥97,429 total
includes taxes & fees
Jun 29 - Jun 30
The Islands of Islamorada

Villa 5086 on Duck Key

8.6 out of 10, Excellent, (25)
"Host answered all questions promptly and is very professional "
The price is ¥31,663
¥80,603 total
includes taxes & fees
Jun 29 - Jun 30
Villa 5086 on Duck Key

Villa 5087 on Duck Key BOAT SLIP available

9.2 out of 10, Wonderful, (17)
"Frank made the whole process easy and he has excellent properties that are A on the clean scale!"
The price is ¥46,319
¥98,591 total
includes taxes & fees
Jul 23 - Jul 24
Villa 5087 on Duck Key BOAT SLIP available

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 ¥86,076
¥147,439 total
includes taxes & fees
Jul 9 - Jul 10
Atlantic View Luxury Villa with Pool

Villa 5027 on Duck Key BOAT SLIP available

9.6 out of 10, Exceptional, (52)
"Very clean. "
The price is ¥31,663
¥80,603 total
includes taxes & fees
Jun 29 - Jun 30
Villa 5027 on Duck Key BOAT SLIP available

Poolside Queen Room Steps from Duval!

10.0 out of 10, Exceptional, (1)
"Perfect location, awesome hosts, and the Key West Villas were wonderful. The pool area provided a tranquil area to relax."
The price is ¥31,799
¥40,276 total
includes taxes & fees
Jun 30 - Jul 1
Poolside Queen Room Steps from Duval!

One Bedroom Deck Villa Steps from Duval!

10.0 out of 10, Exceptional, (6)
"Beautiful property, clean and comfortable suite, friendly staff, fantastic hospitality, ideal central location! We'll be back!"
The price is ¥43,415
¥55,086 total
includes taxes & fees
Jun 29 - Jun 30
One Bedroom Deck Villa Steps from Duval!

Poolside King Room Steps from Duval!

10.0 out of 10, Exceptional, (1)
"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!"
The price is ¥40,511
¥51,238 total
includes taxes & fees
Jul 2 - Jul 3
Poolside King Room Steps from Duval!

Loft Villa Steps from Duval!

10.0 out of 10, Exceptional, (16)
"Key West Villas is a wonderful property just steps from Duvall. Kevin and Heather have thought of everything from a very comfortable place in the middle of Duvall to a happy hour every night and great complimentary breakfasts. We highly recommend this place on your next trip to the Southern point of the US!"
The price is ¥43,415
¥55,086 total
includes taxes & fees
Jul 1 - Jul 2
Loft Villa Steps from Duval!

Villa 7075 on Duck Key BOAT SLIP available

9.0 out of 10, Wonderful, (28)
"Great location, incredible view just as advertised. Definitely would stay there again."
The price is ¥47,567
¥100,375 total
includes taxes & fees
Jul 6 - Jul 7
Villa 7075 on Duck Key BOAT SLIP available

Two Bedroom Two Bath Poolside Villa Steps from Duval!

10.0 out of 10, Exceptional, (42)
"Loved staying here, easy walking to everything we wanted to do. We had a 2 bedroom and were very comfortable, beds were really comfy. Pool area was a nice place to hang out after dinner. Would stay again for sure "
The price is ¥72,455
¥91,822 total
includes taxes & fees
Jul 15 - Jul 16
Two Bedroom Two Bath Poolside Villa Steps from Duval!

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 ¥46,121
¥98,314 total
includes taxes & fees
Jul 27 - Jul 28
Villa 5028 on Duck Key BOAT SLIP available

Waterfront Duck Key Villa

9.2 out of 10, Wonderful, (61)
"Great location, property as described. Enjoyed our stay, wish we could have stayed longer."
The price is ¥84,579
¥161,008 total
includes taxes & fees
Jun 30 - Jul 1
Waterfront Duck Key Villa

Two Bedroom Two Bath Balcony Villa Steps from Duval!

10.0 out of 10, Exceptional, (39)
"Great place to stay and great owners!"
The price is ¥72,455
¥91,822 total
includes taxes & fees
Jul 14 - Jul 15
Two Bedroom Two Bath Balcony Villa Steps from Duval!

Villa 5034 on Duck Key Boat Slip available

10.0 out of 10, Exceptional, (4)
"Everything about the stay was nice. "
The price is ¥46,121
¥98,170 total
includes taxes & fees
Jul 7 - Jul 8
Villa 5034 on Duck Key Boat Slip available

The South Beach Party House

3.0 star property
6.0 out of 10, (3)
"It was ok,the house is very old. In the web hotels.con say that they have wifi but there is not internet We reserve this property but no one told us where we can do the check in There is not communication at all! "
The price is ¥19,265
¥31,198 total
includes taxes & fees
Jul 9 - Jul 10
The South Beach Party House

Heart of Miami! NR Brickell.Huge heated pool & spa

10.0 out of 10, Exceptional, (16)
"We had a great trip and loved the house. It was perfect for our needs!"
The price is ¥61,447
¥127,017 total
includes taxes & fees
Jul 2 - Jul 3
Heart of Miami! NR Brickell.Huge heated pool & spa

Riverfront Miami Villa: Pool, Hot Tub, Garden, Barbecue,High ceiling Living room

2.5 star property
10.0 out of 10, Exceptional, (2)
"The owner met use personally to show the place. Great location and view. "
The price is ¥57,832
¥118,339 total
includes taxes & fees
Jul 8 - Jul 9
Riverfront Miami Villa: Pool, Hot Tub, Garden, Barbecue,High ceiling Living room

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 ¥283,822
¥445,090 total
includes taxes & fees
Jun 29 - Jun 30
Modern Luxury in Massive Mansion w/ Heated Pool!

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

10.0 out of 10, Exceptional, (5)
The price is ¥214,983
¥367,193 total
includes taxes & fees
Jun 30 - Jul 1
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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Frequently asked questions

How much do villas in Florida Keys cost?
Prepare to pay between ¥19,265 and ¥283,822 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 80 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 discover some wonderful family-friendly villas in Florida Keys. If you're visiting Key West, look up 6 Bedroom Duval Compound - Old Town Key West. With amenities such as laundry facilities and a picnic area, your entire crew will feel at home at this 4-star stay. Duval Penthouse is another top pick for families in Key West. This 4-star option features a barbecue grill and WiFi. Key West has many family-friendly attractions when you're ready to explore. Smathers Beach and South Beach promise fun for the whole crew.