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Check prices for these dates

In two weeks
21 Nov - 23 Nov
In two months
2 Jan - 4 Jan
In three months
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In four months
27 Feb - 1 Mar

Featured Villas in Florida Keys

Exterior
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, (55)
"Great view "
United States
Timothy L.
The price is NZ$981
includes taxes & fees
1 Dec - 2 Dec
Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA
Outdoor dining
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA

Duck Key
9.2 out of 10, Wonderful, (18)
"The place was very clean and very comfortable. The location was great and we had a wonderful stay. The kitchen had all the utensils needed to cook a meal or two."
United States
shyamala i.
The price is NZ$1,011
includes taxes & fees
11 Nov - 12 Nov
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
Property grounds
Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA

Marathon
9.2 out of 10, Wonderful, (29)
"We love this property. You step out the backdoor and you see a beautiful dock and that breathtaking water. The villa is very clean and well and up to date. The host gets back to you right away if you have any questions. We always make sure we stay at the spot every time we visit the Florida Keys."
United States
Sarah W.
The price is NZ$1,048
includes taxes & fees
1 Dec - 2 Dec
Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA
2 outdoor pools, open 8:00 AM to 6:00 PM, pool loungers
The Islands of Islamorada

The Islands of Islamorada

4.0 star property
Matecumbe
9.8 out of 10, Exceptional, (68)
"Beautiful property!"
United States
Betty
The price is NZ$1,499
includes taxes & fees
10 Nov - 11 Nov
The Islands of Islamorada
Exterior detail
Seas the Keys Getaway

Seas the Keys Getaway

Duck Key
9.6 out of 10, Exceptional, (8)
"It was really nice. The owners were friendly and available. 2 highlights of the property were it being on a canal, next it was at the back of the resort so it was very quiet and thirdly the splash pool that was also heated as a jacuzzi for relaxing in the evening. Plenty of dining and things to do in the area."
United States
Jeremy T.
The price is NZ$845
includes taxes & fees
12 Nov - 13 Nov
Seas the Keys Getaway
Exterior
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA

Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA

Duck Key
The price is NZ$999
includes taxes & fees
10 Nov - 11 Nov
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA
Exterior
Poolside Studio Villa Steps from Duval!

Poolside Studio Villa Steps from Duval!

Old Town Key West
10.0 out of 10, Exceptional, (20)
"Great place to stay"
United States
Benjamin K.
Poolside Studio Villa Steps from Duval!
Exterior
Poolside Queen Room Steps from Duval!

Poolside Queen Room Steps from Duval!

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.
Poolside Queen Room Steps from Duval!
Exterior
Poolside King Room Steps from Duval!

Poolside King Room Steps from Duval!

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.
Poolside King Room Steps from Duval!
Exterior
One Bedroom Deck Villa Steps from Duval!

One Bedroom Deck Villa Steps from Duval!

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.
One Bedroom Deck Villa Steps from Duval!
Exterior
Waterfront Villa in Paradise. Dipping pool. Middle Keys. Soak in the sun

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

Duck Key
10.0 out of 10, Exceptional, (13)
"We enjoyed our stay."
United States
H N.
The price is NZ$1,289
includes taxes & fees
10 Nov - 11 Nov
Waterfront Villa in Paradise. Dipping pool. Middle Keys. Soak in the sun
Exterior
Loft Villa Steps from Duval!

Loft Villa Steps from Duval!

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.
Loft Villa Steps from Duval!
Exterior
Two Bedroom Two Bath Balcony Villa Steps from Duval!

Two Bedroom Two Bath Balcony Villa Steps from Duval!

Old Town Key West
10.0 out of 10, Exceptional, (42)
"Easy rental, staff very accommodating"
United States
Lisa N.
Two Bedroom Two Bath Balcony Villa Steps from Duval!
Exterior
Two Bedroom Two Bath Poolside Villa Steps from Duval!

Two Bedroom Two Bath Poolside Villa Steps from Duval!

Old Town Key West
10.0 out of 10, Exceptional, (46)
"Owners are on the property all day. Rooms were stocked with everything - right down to night lights in the bathrooms and extra fans (ceilings & floors) in all rooms with A/C which made the rooms VERY comfortable, as much bottled water you needed WITHOUT charge, the free snacks in the office were out of this world, the pool was VERY clean. Love the hospitality by the friendly owners - we would definitely stay here again!!!"
United States
Donna S.
Two Bedroom Two Bath Poolside Villa Steps from Duval!
Terrace/patio
Villa 7218 on Duck Key - 3 BR & 2.5 BA - Boat Slip Available

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

Duck Key
The price is NZ$2,559
includes taxes & fees
4 Dec - 5 Dec
Villa 7218 on Duck Key - 3 BR & 2.5 BA - Boat Slip Available
Exterior
Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA

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

Duck Key
10.0 out of 10, Exceptional, (4)
"Everything about the stay was nice. "
United States
Mario S.
The price is NZ$970
includes taxes & fees
1 Dec - 2 Dec
Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA
Exterior
Villa 5086 on Duck Key Boat Slip Available - 2BD 1.5BA

Villa 5086 on Duck Key Boat Slip Available - 2BD 1.5BA

Duck Key
8.6 out of 10, Excellent, (25)
"Great location! We enjoyed our time there."
United States
Erin T.
The price is NZ$958
includes taxes & fees
10 Nov - 11 Nov
Villa 5086 on Duck Key Boat Slip Available - 2BD 1.5BA
Outdoor dining
Villa 5028 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5028 on Duck Key Boat Slip Available - 2BD 2.5BA

Duck Key
9.0 out of 10, Wonderful, (8)
"This was a great unit. The host was responsive and easy going. The unit had great views and a wonderful patio."
United States
Steve C.
The price is NZ$1,046
includes taxes & fees
23 Nov - 24 Nov
Villa 5028 on Duck Key Boat Slip Available - 2BD 2.5BA
Exterior
Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA

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

Duck Key
The price is NZ$977
includes taxes & fees
10 Nov - 11 Nov
Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA
Exterior
Villa 7071 on Duck Key Boat Slip Available - 3BD 3BA

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

Marathon
The price is NZ$1,729
includes taxes & fees
21 Nov - 22 Nov
Villa 7071 on Duck Key Boat Slip Available - 3BD 3BA
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

Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"Our room was very clean and the property was beautifully kept. The location was very quite and convient."
Robin 3-night trip
Posted 2 days ago
Chesapeake Beach Resort

Find out more about Florida Keys

Florida Keys Villas information

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Frequently asked questions

How much do villas in Florida Keys cost?
Prepare to pay between and 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 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.

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