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Check prices for these dates

Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec
In one month
2 Jan - 4 Jan
In two months
30 Jan - 1 Feb

Featured Villas in Florida Keys

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

Villa in Duck Key

9.6 out of 10, Exceptional, (55)
"Very clean. "
United States
Oksana K.
The price is AU$849
includes taxes & fees
11 Dec - 12 Dec
Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA
Exterior
Villa 5086 on Duck Key Boat Slip Available - 2BD 1.5BA

Villa in Duck Key

8.6 out of 10, Excellent, (25)
"Great location! We enjoyed our time there."
United States
Erin T.
The price is AU$832
includes taxes & fees
2 Dec - 3 Dec
Villa 5086 on Duck Key Boat Slip Available - 2BD 1.5BA
Property grounds
Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa in Marathon

9.2 out of 10, Wonderful, (30)
"Wonderful experience, great views, clean rooms, great amount of space. Great price"
United States
Race
The price is AU$900
includes taxes & fees
15 Dec - 16 Dec
Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA
Exterior
Poolside Queen Room Steps from Duval!

Villa in Old Town Key West

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."
United States
Travis P.
The price is AU$430
includes taxes & fees
9 Dec - 10 Dec
Poolside Queen Room Steps from Duval!
Exterior detail
Seas the Keys Getaway

Villa in Duck Key

9.6 out of 10, Exceptional, (9)
"Great location, great accomodation, hot tub and patio in the back area was great for relaxing in the evenings."
United States
Justus
The price is AU$594
includes taxes & fees
8 Dec - 9 Dec
Seas the Keys Getaway
Exterior
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA

Villa in Duck Key

10.0 out of 10, Exceptional, (1)
"The location was perfect, house was very clean, and the view was breathtaking. We will 100% return."
United States
Gina A.
The price is AU$859
includes taxes & fees
2 Dec - 3 Dec
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA
Exterior
Beautiful Oceanside Mariner`s 3 Bedroom Townhome

Holiday Home in Rock Harbor

10.0 out of 10, Exceptional, (85)
"Great place, great hosts. We'll probably be backThank you"
United States
Curt B.
The price is AU$838
includes taxes & fees
2 Dec - 3 Dec
Beautiful Oceanside Mariner`s 3 Bedroom Townhome
2 outdoor pools, open 8:00 AM to 6:00 PM, pool loungers
The Islands of Islamorada

Villa in Matecumbe

4.0 star property
9.8 out of 10, Exceptional, (69)
"Great for family vacation with kids. love it"
United States
Dixania
The price is AU$1,286
includes taxes & fees
2 Dec - 3 Dec
The Islands of Islamorada
Exterior
Poolside Studio Villa Steps from Duval!

Villa in Old Town Key West

10.0 out of 10, Exceptional, (21)
"Great place to stay"
United States
Benjamin K.
The price is AU$488
includes taxes & fees
9 Dec - 10 Dec
Poolside Studio Villa Steps from Duval!
Exterior
Loft Villa Steps from Duval!

Villa in Old Town Key West

10.0 out of 10, Exceptional, (16)
"Can’t say enough great things about this place. From the hosts to the property itself, top notch!"
United States
Dave N.
The price is AU$576
includes taxes & fees
5 Dec - 6 Dec
Loft Villa Steps from Duval!
Exterior
Poolside King Room Steps from Duval!

Villa in Old Town Key West

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!"
United States
Michael L R.
The price is AU$488
includes taxes & fees
2 Dec - 3 Dec
Poolside King Room Steps from Duval!
Exterior
One Bedroom Deck Villa Steps from Duval!

Villa in Old Town Key West

10.0 out of 10, Exceptional, (6)
"Beautiful property, clean and comfortable suite, friendly staff, fantastic hospitality, ideal central location! We'll be back!"
United States
Tim P.
The price is AU$976
includes taxes & fees
20 Dec - 21 Dec
One Bedroom Deck Villa Steps from Duval!
Exterior
Waterfront Villa in Paradise. Dipping pool. Middle Keys. Soak in the sun

Villa in Duck Key

10.0 out of 10, Exceptional, (13)
"We enjoyed our stay here! It was perfect for a family of 4!"
United States
Amy S.
The price is AU$1,052
includes taxes & fees
2 Dec - 3 Dec
Waterfront Villa in Paradise. Dipping pool. Middle Keys. Soak in the sun
Exterior
Two Bedroom Two Bath Poolside Villa Steps from Duval!

Villa in Old Town Key West

10.0 out of 10, Exceptional, (47)
"Staff, accommodations and location were excellent. Would definitely stay there again."
United States
Steve D.
The price is AU$976
includes taxes & fees
8 Dec - 9 Dec
Two Bedroom Two Bath Poolside Villa Steps from Duval!
2 bedrooms, iron/ironing board, WiFi, bed sheets
Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa in Duck Key

10.0 out of 10, Exceptional, (4)
"Everything about the stay was nice. "
United States
Mario S.
The price is AU$832
includes taxes & fees
2 Dec - 3 Dec
Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA
Terrace/patio
Villa 7218 on Duck Key - 3 BR & 2.5 BA - Boat Slip Available

Villa in Duck Key

Villa 7218 on Duck Key - 3 BR & 2.5 BA - Boat Slip Available
Outdoor dining
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa in Duck Key

9.2 out of 10, Wonderful, (18)
"Property was very nice, everything as expected based on listing. Very good place for families."
United States
Nicholas H.
The price is AU$1,244
includes taxes & fees
1 Jan - 2 Jan 2026
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
Exterior
Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa in Duck Key

The price is AU$848
includes taxes & fees
14 Dec - 15 Dec
Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA
Outdoor dining
Villa 5028 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa in Duck Key

9.0 out of 10, Wonderful, (8)
"Property was clean and comfortable with an excellent sunset view each evening."
United States
william d.
The price is AU$1,053
includes taxes & fees
14 Dec - 15 Dec
Villa 5028 on Duck Key Boat Slip Available - 2BD 2.5BA
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

Cheeca Lodge & Spa

Cheeca Lodge & Spa

10/10 Excellent
"We stayed in the newest section of the Cheeca Lodge. It is so incredibly nice! We had other family staying in the lagoon area. We enjoyed all the activities on the property as well. My nephew especially loved the par3 golf course. I really loved the staff at Cheeca Lodge too. Shelia, Amber and David were our poolside attendants, and Jessica at the front desk was very helpful. "
Callie 4-night trip
Posted 4 days ago
Cheeca Lodge & Spa

Find out more about Florida Keys

Florida Keys Villas information

Number of reviews
388
Accommodation
99 Villas
Lowest Price
AU$430
Highest Price
AU$2,216

Frequently asked questions

How much do villas in Florida Keys cost?
Expect to pay between AU$430 and AU$2,216 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 99 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.