Search Villas in Florida Keys

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Featured Villas in Florida Keys and around

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 €532
includes taxes & fees
12 Jan - 13 Jan 2025
The Islands of Islamorada

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

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 €551
includes taxes & fees
7 Jan - 8 Jan 2025
Villa 5027 on Duck Key BOAT SLIP available

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

10.0 out of 10, Exceptional, (154)
"Had a wonderful time at the property. The location was very close to everything we wanted to do. It was cold at night during our stay and having the hot tub at night was wonderful. Looking forward to staying here again. "
DUPLEX IN DUCK KEY, 2 Bedroom /2 Bath w/40' Dock, Trailer Storage Incl.

Waterfront Beauty 8-guests, Dock, Kayaks and more

10.0 out of 10, Exceptional, (6)
"Wow! We enjoyed this beautiful home and had everything we could possibly need. The house has more than you need and it is clean and the beds are very comfortable. All the furniture was comfortable and the outdoors are amazing. I can’t describe just how special this home feels. I would highly recommend."
Waterfront Beauty 8-guests, Dock, Kayaks and more

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

✦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✦

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

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

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

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

Sombrero Beach Villa with Private Pool and Dock

10.0 out of 10, Exceptional, (115)
"Amazing home to spend your next family vacation! The location was perfect to walk to the grocery store along with the beach - bike too. We loved spending time in the pool and hanging out watching tv outside.The kitchen is well stocked with everything you could possibly need. Clean and shiny from top to bottom. The decorating made every day feel like you were in paradise. Plus, the location to stay in the keys was perfect. Thank you for sharing your beautiful home with my family. We hope...
Sombrero Beach Villa with Private Pool and Dock

LICENSED MANAGER - MODERN 2/2 COCONUT PALM VILLA - OCEANFRONT BEACH RESORT!

9.4 out of 10, Exceptional, (54)
"Absolutely amazing very accommodating "
The price is €716
includes taxes & fees
27 Dec - 28 Dec
LICENSED MANAGER - MODERN 2/2 COCONUT PALM VILLA - OCEANFRONT BEACH RESORT!

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!

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

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 €575
includes taxes & fees
21 Jan - 22 Jan 2025
Villa 5087 on Duck Key BOAT SLIP available

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

Hideaway with Resort Privileges

9.4 out of 10, Exceptional, (15)
"Very nice place the pool right by the house was actually our favorite"
Hideaway with Resort Privileges

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!!

Villa 7075 on Duck Key BOAT SLIP available

9.0 out of 10, Wonderful, (27)
"Please this is my 2nd time staying at this property & regrettably the outside Terraza lights are NOT working ... I don't see this a big deal, but it's been 3 months & still broken, not fixed. "
The price is €568
includes taxes & fees
2 Jan - 3 Jan 2025
Villa 7075 on Duck Key BOAT SLIP available
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

Skipjack Resort & Marina

3.0 star property
8.6 out of 10, Excellent, (1141)
"We love staying at this property because it’s just like an apartment with all the comforts of home."
The price is €357
includes taxes & fees
23 Dec - 24 Dec
Skipjack Resort & Marina

Breezy Palms Resort

2.5 star property
8.6 out of 10, Excellent, (379)
"Spacious studio on the water. Highly recommend."
The price is €180
includes taxes & fees
6 Jan - 7 Jan 2025
Breezy Palms Resort

Aqua Lodge Rentals At Coconut Cay

3.5 star property
9.6 out of 10, Exceptional, (126)
"Unique floating accommodations were so nice. Highly recommend this stay."
The price is €534
includes taxes & fees
2 Jan - 3 Jan 2025
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 €532 and €532 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 72 villas in Florida Keys and then secure your favourite. Whether you’re planning a holiday 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 holidays 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 favourite 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.
What is there to do near my villa in Florida Keys?
No matter your interests, there are many things to keep you busy in Florida Keys. If you’re making your way to Key West, check out Smathers Beach, Fort Zachary Taylor Historic State Park and South Beach. Escaping to Key Largo? Jimmy Johnson’s Big Chill, Bluefin Rock Harbour Marina and Jacob’s Aquatic Centre are popular attractions here.