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Compare 66 Villas in Florida Keys with updated reviews, rates, and availability.

The Islands of Islamorada

4.0 star property
9.8 out of 10, Exceptional, (44)
"This property was immaculate, a great blend of an upscale hotel feel with a vacation rental. We loved all the amenities. Would highly recommend!"
The price is SAR 1,719
SAR 2,141 total
includes taxes & fees
9 Feb - 10 Feb
The Islands of Islamorada

DUPLEX IN DUCK KEY 3/2 W/90' Private Dock, Trailer Storage included

10.0 out of 10, Exceptional, (179)
"This was a very nice duplex house with everything you need for a nice stay. It was clean and very nice neighborhood. Kitchen was stocked with all the things you need to make meals in with your group. We loved the heated swimming pool and it was right beside the deck off the canal. There were lots of fish in the canal to look at. The hosts were great with communication. Would definitely stay here again!"
DUPLEX IN DUCK KEY 3/2 W/90' Private Dock, Trailer Storage included

Villa 5027 on Duck Key BOAT SLIP available

9.6 out of 10, Exceptional, (45)
"Great location, comfy and relaxing. Loved front patio overlooking the water. Quiet neighborhood and marina minutes away. "
The price is SAR 822
SAR 2,099 total
includes taxes & fees
21 Jan - 22 Jan
Villa 5027 on Duck Key BOAT SLIP available

Key Lime Cottage: A Stunning Duck Key Retreat with Private Dip Pool and Scenic Water Views!

9.6 out of 10, Exceptional, (49)
"Clean condo. Rooms are smaller than it appeared on the web site. beds very comfortable. Did not like that could not use resort ammenities. Plunge pool was useless. If it was a hot tub it would really add to the exerience!!"
Key Lime Cottage: A Stunning Duck Key Retreat with Private Dip Pool and Scenic Water Views!

Newly upgraded Key Largo Villa W/Boat Slip

10.0 out of 10, Exceptional, (76)
"We had a great stay at this VRBO with our 3 kids (8, 11 and 13). Loved the pool! It was heated! A highlight was taking kayaks down the canal to see the nearby dolphin facilities. Great location close to everything you need. They left a list of a bunch of fantastic recommendations (restaurants, activities, etc). Stairs were not a problem at all. This beautiful condo is on the 2nd floor with a great view of the water. The place is actually better than the pics on the listing. Also- highly...
Newly upgraded Key Largo Villa W/Boat Slip

DUPLEX IN DUCK KEY, 2 Bedroom /2 Bath w/40' Dock, Trailer Storage Incl.

10.0 out of 10, Exceptional, (156)
"Duck Key is amazing and this house has water and sunset views! Clean house, well appointed, and a great backyard area with a hot tub. "
DUPLEX IN DUCK KEY, 2 Bedroom /2 Bath w/40' Dock, Trailer Storage Incl.

DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath, W/Private 90' Dock, Trailer Storage

10.0 out of 10, Exceptional, (140)
"The property is as advertised...actually the outdoor area exceeded my expectations based upon the photos. Property was very clean and comfortable. "
DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath, W/Private 90' Dock, Trailer Storage

Duck Key waterfront villa with private pool, kayak, SUP, washer/dryer & AC

8.8 out of 10, Excellent, (221)
"Wonderful well appointed villa save no ice cube trays in freezer. National support was rude and of no help."
Duck Key waterfront villa with private pool, kayak, SUP, washer/dryer & AC

Relax by Sombrero Beach 21 mins away at our 2-bedroom Marathon Villa

9.6 out of 10, Exceptional, (66)
"Clean, comfortable, well-equipped kitchen. Perfect for our 2nd girls getaway at this property. We will be back! Thank you, Debbie. "
Relax by Sombrero Beach 21 mins away at our 2-bedroom Marathon Villa

Waterfront retreat with balcony views, kayak, SUP, central AC & washer/dryer

8.8 out of 10, Excellent, (45)
"Was what we were looking for. Not super fancy, but comfortable, and right next to the water, which is what we wanted. Central location for us to visit different keys during our stay. Wish they had bikes but they did have other things. Used the kitchen and washer/dryer!"
Waterfront retreat with balcony views, kayak, SUP, central AC & washer/dryer

Life in Paradise at #1 Rated Resort in Marathon - Coral Lagoon - Boat Slip Avail

10.0 out of 10, Exceptional, (197)
"Thank you we enjoyed our time at your peaceful, beautiful place"
Life in Paradise at #1 Rated Resort in Marathon - Coral Lagoon - Boat Slip Avail

✦Unwind on your Oceanedge villa on Seapalm island✦

9.6 out of 10, Exceptional, (29)
"Beautiful home, pool, patios and view. House was truly equipped with everything you need for a stress free stay- right down to bathrobes in the master bathroom,every small appliance in the kitchen and wonderful coffee station. "
✦Unwind on your Oceanedge villa on Seapalm island✦

Sombrero Beach Villa with Private Pool and Dock

10.0 out of 10, Exceptional, (117)
"We really enjoyed our stay at this property. It’s perfect for a large family and the location was perfect. "
Sombrero Beach Villa with Private Pool and Dock

Bayside Home w/Shared Pool, Rooftop Terrace, Free WiFi, Gas Grill, and Views

9.0 out of 10, Wonderful, (89)
"Relaxing location to soak up some Florida sun. Property was clean and as described. Nice amenities, laundry, grill, access to pool and pier/doc."
Bayside Home w/Shared Pool, Rooftop Terrace, Free WiFi, Gas Grill, and Views

Brand New Single Family 5/5 -90ft dock, pool, paddle boards, bicycles plus more!

10.0 out of 10, Exceptional, (22)
"Beautiful house, great dockage for our boat with easy access to the Atlantic. The pool chiller kept the water temp perfect and refreshing."
Brand New Single Family 5/5 -90ft dock, pool, paddle boards, bicycles plus more!

Villa 5087 on Duck Key BOAT SLIP available

9.4 out of 10, Exceptional, (14)
"We had a lovely weekend at Frank’s place for a birthday getaway. The unit was clean, comfortable and exactly as described. Frank is a wonderful host! Really helpful and friendly. We look forward to coming back! "
The price is SAR 897
SAR 2,195 total
includes taxes & fees
21 Jan - 22 Jan
Villa 5087 on Duck Key BOAT SLIP available

203 Sombrero- 4 Bedroom/3 Bath Attached Villa w/ Private Boat Dock

8.8 out of 10, Excellent, (101)
"Enjoyed our time in Marathon. George was very responsive and helpful during our stay"
203 Sombrero- 4 Bedroom/3 Bath Attached Villa w/ Private Boat Dock

MODERN VILLA - INDOOR PICKLEBALL - KL'S MOST UPSCALE OCEANFRONT RESORT & MARINA!

9.6 out of 10, Exceptional, (39)
"We really enjoyed our stay - very clean, beautiful pools, tennis and pickle ball courts well maintained. Would stay again!"
The price is SAR 1,595
SAR 3,300 total
includes taxes & fees
19 Jan - 20 Jan
MODERN VILLA - INDOOR PICKLEBALL - KL'S MOST UPSCALE OCEANFRONT RESORT & MARINA!

New Listing: Waterfront Home w/ Private Heated Pool, Dock, Bikes, Kayak, Paddleboards... and so much more!!

9.8 out of 10, Exceptional, (6)
"This rental is absolutely beautiful and clean... better than advertised. Everything we needed was readily available. Ruth was always quick to respond with questions and advice. My family included an infant, 5 year old, teenager, adult kids, and us grand parents. We all had a blast and there was something for everyone. Marathon is a great location. Ruth, as advertised, is a great host. All the food that was provided when we arrived to the special chocolates, champagne and roses that was ordered...
New Listing: Waterfront Home w/ Private Heated Pool, Dock, Bikes, Kayak, Paddleboards... and so much more!!

Sea-Esta with Resort Privileges

10.0 out of 10, Exceptional, (4)
"Beautiful! Beautiful! Beautiful! Location is perfect. House is incredible. Master bedroom and bath are just dreamy. Resort is super close and top notch. So much to explore inside and out. Could have lived there for a month. Kitchen needs a few things, pot upgrades for chefy folks, but nothing you can’t make do in a pinch. Salt and pepper are the only spices, for those who cook. You will not care when you’re floating out on the kayak, laying in the winter sun on the 3rd floor balcony, snuggled...
Sea-Esta with Resort Privileges
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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Other property types in Florida Keys

Breezy Palms Resort

2.5 star property
8.6 out of 10, Excellent, (398)
"This is a great little place to stay at a very good rate. It is walking distance to some amazing restaurants. The room had been updated, it was clean. Staff was friendly but I wouldn’t say they go out of their way. The beach is good for relaxing at but it’s pretty shallow a long way out so not much for swimming. The pool was nice but you lose the sun early due to placement. I’d stay here again."
The price is SAR 596
SAR 865 total
includes taxes & fees
21 Jan - 22 Jan
Breezy Palms Resort

Old Wooden Bridge Resort and Marina

2.5 star property
8.4 out of 10, Very Good, (176)
"Unique hotel with early communication from the owners. Definitely not a quiet location as we heard lots of loud marina-related boat noises all night. A great place to sleep with ear plugs. The shower was quite small and challenging to warm (like an RV shower). All showers were lukewarm. Also, there are very limited dining options nearby, so vacationers to the keys who are not cooking their meals on-site daily will likely be driving to Key West (30 miles away) a good deal of their time here."
The price is SAR 484
SAR 920 total
includes taxes & fees
19 Jan - 20 Jan
Old Wooden Bridge Resort and Marina

Aqua Lodge Rentals At Coconut Cay

3.5 star property
9.6 out of 10, Exceptional, (131)
"The aqua lodge was a nice change to the typical accommodations. The only complaint was the air traffic, although i would stay again"
The price is SAR 841
SAR 1,509 total
includes taxes & fees
20 Jan - 21 Jan
Aqua Lodge Rentals At Coconut Cay
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.

Frequently asked questions

How much do villas in Florida Keys cost?
Rates for villas in Florida Keys range between SAR 822 and SAR 1,719 per night. Whatever your budget, you’ll find a place that fits your needs with 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?
Browse our 66 villas in Florida Keys and then secure your favorite. Whether you’re planning a vacation with all the family or kicking back with your pals, your perfect stay is just clicks away.
Are there any 5-star villas in Florida Keys?
There aren’t any 5-star villas in Florida Keys. However, you will find some 4-star getaways that have everything you need. If you’re on the way to the well-known city of Key West, check out Duval Penthouse. A terrace and a swimming pool are among its amenities. Another quality option is 6 Bedroom Duval Compound - Old Town Key West. A rooftop terrace and a swimming pool help make this 4-star property in Key West a comfortable base.
Why book your villa in Florida Keys with Expedia?
We think that vacations should be a breeze, so if you’re in search of villas at a competitive price, Expedia has you covered. Keep the budget under control and opt for an all-inclusive stay, or splurge on a plush villa to spoil your favorite people. Take advantage of our search filters to find a place in Florida Keys that checks your boxes.
How can I find cheap villas in Florida Keys?
Expedia can help you narrow your search for cheap villas in Florida Keys. Use our convenient filter tool to select amenities, star rating and budget to refine your search and find an amazing place to stay in a few quick keystrokes.