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Featured Villas in Florida Keys

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 AU$918
includes taxes & fees
26 Jan - 27 Jan
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 AU$910
includes taxes & fees
12 Jan - 13 Jan
Villa 5027 on Duck Key BOAT SLIP available

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

Sensational Ocean Front Villa Kayak+PBs+Cinema+Fire Pit+Pool License # 24-4115

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 License # 24-4115

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

10.0 out of 10, Exceptional, (179)
"Favorite place for our family!"
DUPLEX IN DUCK KEY 3/2 W/90' Private Dock, Trailer Storage included

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 AU$951
includes taxes & fees
21 Jan - 22 Jan
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, (139)
"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

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

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)
"Great stay. The location was perfect and the sunsets were gorgeous."
Waterfront retreat with balcony views, kayak, SUP, central AC & washer/dryer

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

9.8 out of 10, Exceptional, (48)
"Everthing very nice but the A/C won't go lower than 70° and it was a little hot specially in the bedroom at bedtime, also the blunds un the master bedroom does not cover the window to well and the son hits you in the face early morning but overall vaty nuce"
Key Lime Cottage: A Stunning Duck Key Retreat with Private Dip Pool and Scenic Water Views!

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

✦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)
"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

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

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

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

9.6 out of 10, Exceptional, (5)
"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!!

Newly upgraded Key Largo Villa W/Boat Slip

10.0 out of 10, Exceptional, (76)
"The owners were very kind and communicative. Although they offered a different unit, everything was wonderful. We would like to recommend this rental to every one. You will get amazing staying in Key Largo. "
Newly upgraded Key Largo Villa W/Boat Slip

Sandcastle Luxury Villa in Key Largo with Resort Privileges

Sandcastle Luxury Villa in Key Largo 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, (388)
"Amazing place to stay and right near everything. Very authentic."
The price is AU$259
includes taxes & fees
6 Jan - 7 Jan
Breezy Palms Resort

Skipjack Resort & Marina

3.0 star property
8.6 out of 10, Excellent, (1142)
"We love staying at this property because it’s just like an apartment with all the comforts of home."
The price is AU$599
includes taxes & fees
6 Jan - 7 Jan
Skipjack Resort & 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 AU$577
includes taxes & fees
9 Jan - 10 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?
Expect to pay between AU$910 and AU$951 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 72 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.