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Compare 73 Villas in Florida Keys with updated reviews, rates, and availability.

The Islands of Islamorada
Bar (on property)

The Islands of Islamorada

4.0 star property
9.8 out of 10, Exceptional, (39)
"We loved the entire experiences; especially the amenities on site (kayaks, paddle boards, swimming-pool & ocean, food & bar) and Emmanuel (person responsible kayaks and paddle boards)."
The price is SAR 2,367
SAR 2,617 total
includes taxes & fees
1 Dec - 2 Dec
The Islands of Islamorada
KA Beach, dock, Pool, Kitchen, Tennis, Hot Tub, tropical paradise
Tropical beach

KA Beach, dock, Pool, Kitchen, Tennis, Hot Tub, tropical paradise

9.4 out of 10, Exceptional, (73)
"It was nice having the beach and pool to go to. Lots of seaweed though. Good location and food close by"
KA Beach, dock, Pool, Kitchen, Tennis, Hot Tub, tropical paradise
Waterfront retreat with balcony views, kayak, SUP, central AC & washer/dryer

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

8.8 out of 10, Excellent, (44)
"Great stay. The location was perfect and the sunsets were gorgeous."
Waterfront retreat with balcony views, kayak, SUP, central AC & washer/dryer
DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath, W/Private 90' Dock, Trailer Storage INCL
Property grounds

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

9.8 out of 10, Exceptional, (144)
"This place is amazing! Everything was perfect, didn’t have to worry about anything the whole weekend but having a great time. Owner was amazing and very helpful throughout our stay. Amazing views, house was awesome just all around A+. Definitely going back soon. "
DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath, W/Private 90' Dock, Trailer Storage INCL
KE Arrive any day, pool on beach, full Kitchen, W/D, Parking, Docks, balcony,
Visit for a perfect week for relaxation, culture & the freshest fish in USA

KE Arrive any day, pool on beach, full Kitchen, W/D, Parking, Docks, balcony,

9.6 out of 10, Exceptional, (45)
"We had a great stay with our family! The beach, pool, and tennis court were amazing! The condo was spacious, had plenty of amenities, beautiful surroundings, and we loved the wraparound patio! The on-site laundry and free parking were a bonus…loved how beautiful and relaxing the location was after adventures during the day!"
KE Arrive any day, pool on beach, full Kitchen, W/D, Parking, Docks, balcony,
Duck Key waterfront villa with private pool, kayak, SUP, washer/dryer & AC

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

8.8 out of 10, Excellent, (220)
"This was a fantastic property for two couples looking for a long weekend getaway. The location was fantastic - easy drive to Marathon, walking distance to Hawks Cay’s public restaurant and marina, private access to the canal. The private pool was big enough for four adults to cool off from the Florida sun and humidity. A great stay!"
Duck Key waterfront villa with private pool, kayak, SUP, washer/dryer & AC
SPACIOUS 3/3.5 VILLA - INDOOR PICKLEBALL - MOST UPSCALE OCEANFRONT RESORT IN KL!
Our Stunning Oceanfront Lagoon Pool!

SPACIOUS 3/3.5 VILLA - INDOOR PICKLEBALL - MOST UPSCALE OCEANFRONT RESORT IN KL!

9.6 out of 10, Exceptional, (58)
"Absolutely breathing views. the kids loved the pools!!! The villa was amazing!!! Very beautiful!"
The price is SAR 1,502
SAR 3,208 total
includes taxes & fees
20 Dec - 21 Dec
SPACIOUS 3/3.5 VILLA - INDOOR PICKLEBALL - MOST UPSCALE OCEANFRONT RESORT IN KL!
Villa 5027 on Duck Key BOAT SLIP available
Family room overlooking the Atlantic Ocean. (Pullout couch)

Villa 5027 on Duck Key BOAT SLIP available

9.6 out of 10, Exceptional, (44)
"Great location, comfy and relaxing. Loved front patio overlooking the water. Quiet neighborhood and marina minutes away. "
The price is SAR 672
SAR 1,924 total
includes taxes & fees
25 Nov - 26 Nov
Villa 5027 on Duck Key BOAT SLIP available
DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath, W/Private 90' Dock, Trailer Storage
Property grounds

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

10.0 out of 10, Exceptional, (136)
"We have stayed there the last two years. We love the location, and the outside setting. We plan on making it many more memories there"
DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath, W/Private 90' Dock, Trailer Storage
DUPLEX IN DUCK KEY 3/2 W/90' Private Dock, Trailer Storage included
Exterior

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

10.0 out of 10, Exceptional, (176)
"i have had the privilege to stay five Times Feels like home away from home my husband and I enjoy the peacefulness as well as meeting New neighbors that are renters From all around the world It is close enough to go to Key West for the day and come back before night time since I don’t like to drive Highway one at night I cook fresh fish and shrimp every night instead of going out to dinner We hope to return next year instead of staying at accommodations at the resort "
DUPLEX IN DUCK KEY 3/2 W/90' Private Dock, Trailer Storage included
New Listing: Waterfront Home w/ Private Heated Pool, Dock, Bikes, Kayak, Paddleboards... and so much more!!
Private pool... with enough seating for everyone!!

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

10.0 out of 10, Exceptional, (4)
"The property was set in a tropical setting. Palm tree's and other tropical plant's surrounded the pool area. In the evening, overhead lighting enhanced the atmosphere. Also, the area was very private. When cleaning our boat, manatees came up on the side to get fresh water. What a thrill to have these gentle giants alongside the boat. Please remember to respect Florida law when engaging with these animals! The journey to the Ocean or the Gulf is enhanced by the spectacular homes along the canals...
New Listing: Waterfront Home w/ Private Heated Pool, Dock, Bikes, Kayak, Paddleboards... and so much more!!
Beautiful Villa with Amazing Views!
Living area

Beautiful Villa with Amazing Views!

10.0 out of 10, Exceptional, (2)
"We had a wonderful stay at Kawama Yacht Club. The villa was beautiful, clean and spacious, with gorgeous oceanfront views and plenty of natural light. We also enjoyed walking along the water in the mornings and made good use of the tennis courts on the property. Only note is that the condo could have been better stocked with toiletries. We had to purchase toilet paper and shampoo during our weeklong stay. Overall, would recommend this place to anyone looking for a peaceful, scenic retreat."
Beautiful Villa with Amazing Views!
Relax by Sombrero Beach 21 mins away at our 2-bedroom Marathon Villa
Exterior detail

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
Luxe Waterfront Retreat-2 Pools-Beach-Spa-Dock-Bar

Luxe Waterfront Retreat-2 Pools-Beach-Spa-Dock-Bar

10.0 out of 10, Exceptional, (55)
"The property was spot on perfect, and Ruth and Tracy are absolutely amazing. I would strongly recommend having them cook for you, the dinner and brunch were remarkable. Thank you both for making our trip the best it could be."
Luxe Waterfront Retreat-2 Pools-Beach-Spa-Dock-Bar
Florida Keys, private wellness enjoyment with two private hot tubs
Outdoor spa tub

Florida Keys, private wellness enjoyment with two private hot tubs

8.8 out of 10, Excellent, (5)
"The house was beautiful and in a great spot. We loved the hot tub and community pool and the sitting area under the house. It was a great place to stay during our week in the Keys and we will definitely book again if we go back."
Florida Keys, private wellness enjoyment with two private hot tubs
Life in Paradise at #1 Rated Resort in Marathon - Coral Lagoon - Boat Slip Avail
Marina

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

10.0 out of 10, Exceptional, (195)
"Loved the property and the Marina folks were excellent. Owners were very responsive, not so much for their managers though. Called them three times, left two VMs and no one ever called us back. The place is wonderful though..."
Life in Paradise at #1 Rated Resort in Marathon - Coral Lagoon - Boat Slip Avail
PF Pool Beach Kitchen Sleep 6, Hot Tub W&D Marina WiFi Parking
Walk on white sand beach and feel the ocean breeze on your face

PF Pool Beach Kitchen Sleep 6, Hot Tub W&D Marina WiFi Parking

9.6 out of 10, Exceptional, (38)
"The property is right on a beach, although the beach is not great. Small and it was muddy and weedy when we were there, but it might have been due to the waves. The bungalow was clean and spacious. The only draw back is that the bathrooms are located upstairs and you have to climb circular stairs."
PF Pool Beach Kitchen Sleep 6, Hot Tub W&D Marina WiFi Parking
Key Lime Cottage: A Stunning Duck Key Retreat with Private Dip Pool and Scenic Water Views!
Enjoy a fantastic view of your private patio area, creating an inviting and relaxing atmosphere at Key Lime Cottage.

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

9.8 out of 10, Exceptional, (46)
"Awesome no location to enjoy all the keys. Not alot to do there but very nice and peaceful. The only issue was tge dipping pool wasnt clean. Other than that awesome stay."
Key Lime Cottage: A Stunning Duck Key Retreat with Private Dip Pool and Scenic Water Views!
Villages at Hawks Cay Villa with Spa
Exterior detail

Villages at Hawks Cay Villa with Spa

10.0 out of 10, Exceptional, (206)
"The property was great, very clean, well appointed, and comfortable. It was not crowded and extremely quiet (end of October). My only complaint is that I was planning to sit on the dock with my fishing rod and a bucket of shrimp. Unfortunately the dock directly in front of the property is closed off. Not much of a problem as a short walk gets you to a large section that was open and accessible. BTW - Brenda, the property manager, was GREAT!!!"
Villages at Hawks Cay Villa with Spa
Sensational Ocean Front Villa | Kayak+PBs+Cinema+Fire Pit+Pool
Welcome to true paradise, welcome to GlamHomes.

Sensational Ocean Front Villa | Kayak+PBs+Cinema+Fire Pit+Pool

9.8 out of 10, Exceptional, (65)
"Loved the property and had a great time but the luxury in the listing was not there. The biggest issue being the pergola in the pictures was gone and replaced with a single umbrella. The string lights in the backyard were broken and the majority of items were powered by extension cords laying on the ground, many with tripped breakers. The pool/hot tub was unable to be controlled and we needed to text someone whenever we wanted a change. The outdoor cinema experience was a projector in a box that...
Sensational Ocean Front Villa | Kayak+PBs+Cinema+Fire Pit+Pool
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
Exterior

Breezy Palms Resort

2.5 star property
8.6 out of 10, Excellent, (371)
"Beautiful views "
The price is SAR 464
SAR 717 total
includes taxes & fees
10 Dec - 11 Dec
Breezy Palms Resort
Aqua Lodge Rentals At Coconut Cay
Exterior

Aqua Lodge Rentals At Coconut Cay

3.5 star property
9.6 out of 10, Exceptional, (124)
"Clean, quiet. Balcony to the sea was a big plus. Everything was excellent."
The price is SAR 635
SAR 1,239 total
includes taxes & fees
1 Dec - 2 Dec
Aqua Lodge Rentals At Coconut Cay
Skipjack Resort & Marina
Pool

Skipjack Resort & Marina

3.0 star property
8.6 out of 10, Excellent, (1133)
"Large rooms, clean, quiet."
The price is SAR 470
SAR 653 total
includes taxes & fees
25 Nov - 26 Nov
Skipjack Resort & Marina
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 672 and SAR 2,367 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 73 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.