Search Florida Keys Villa Rentals from CA $285

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Browse Select Florida Keys Villas

Beach nearby
Life in Paradise w/ Boat Slip at #1 Rated Resort in Marathon - Coral Lagoon
10.0 out of 10, Exceptional, (191)
"We just wanted a short vacation getaway. It was great. We rented a boat and spent our time in the water. Great time with friends."
Life in Paradise w/ Boat Slip at #1 Rated Resort in Marathon - Coral Lagoon
A heated pool
Duck Key waterfront villa with private pool, kayak, SUP, washer/dryer & AC
8.8 out of 10, Excellent, (205)
"My wife and our friends wanted to come down and explore the Keys. So many other Vrbo options were so expensive but luckily we found this listing on Duck Key. It is basically in the middle of the Keys section off the highway and it provided such an easy way of exploring the various Keys without feeling like we were in the car the whole time. We loved unwinding in the personal pool on the patio after a nice day of exploring along with having some of the most beautiful sunrises and sunsets that we...
Duck Key waterfront villa with private pool, kayak, SUP, washer/dryer & AC
On the beach, sun loungers, beach towels
Sensational Ocean Front Villa | Kayak+PBs+Cinema+Fire Pit+Pool
10.0 out of 10, Exceptional, (64)
"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
Save an average of 15% on thousands of hotels when you're signed in
TV
Villa 5027 on Duck Key BOAT SLIP available
9.6 out of 10, Exceptional, (39)
"We enjoyed our stay overall and would book this property again. I will say it could use a little touch up on some things that are showing wear/tear and age, but nothing was enough to impact our stay. The location is perfect and the sunsets from the back porch are magnificent!"
The price is CA $285
CA $744 total
includes taxes & fees
May 27 - May 28
Villa 5027 on Duck Key BOAT SLIP available
Property grounds
LICENSED MANAGER - MODERN 2/2 COCONUT PALM VILLA - OCEANFRONT BEACH RESORT!
9.4 out of 10, Exceptional, (50)
"Good location. Quiet. Very nice down by the water."
LICENSED MANAGER - MODERN 2/2 COCONUT PALM VILLA - OCEANFRONT BEACH RESORT!
A heated pool
DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath, W/Private 90' Dock, Trailer Storage INCL
9.8 out of 10, Exceptional, (137)
"Great access to what the keys has to offer. Be aware convenient local boat ramps are pricey."
DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath, W/Private 90' Dock, Trailer Storage INCL
A heated pool
DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath, W/Private 90' Dock, Trailer Storage
10.0 out of 10, Exceptional, (128)
"Very enjoyable."
DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath, W/Private 90' Dock, Trailer Storage
Property grounds
Southern Diversion Estate-see our reduced rates
10.0 out of 10, Exceptional, (82)
"We were celebrating my wife’s 40th birthday. There were 17 people in our group. Adults and children. Something for everyone to do. We enjoyed relaxing at the property by the pools, fishing from the dock, kayaking and paddle boarding. We went scuba diving with better than most scuba, deep sea fishing on the tail walker. We hired chef Heather for several dinners. It was an amazing trip."
Southern Diversion Estate-see our reduced rates
Outdoor pool, a heated pool
2 Bed, 2 Bath Villa in Duck Key - sleeps max 6
9.0 out of 10, Wonderful, (92)
"Clean, convenient condo. Beautiful little patio, plunge pool and front porch. Comfortable furniture. A couple of shortcomings — plunge pool pump went out on day 3 or 4, no working can opener or measuring cups, no coffee filters, not enough toilet paper. Very quiet. Overall a wonderful stay. Thank you!"
2 Bed, 2 Bath Villa in Duck Key - sleeps max 6
Pool
Key West Paradise w/ Private Pool + Ocean View
Key West Paradise w/ Private Pool + Ocean View
Property grounds
DUPLEX IN DUCK KEY, 2 Bedroom /2 Bath w/40' Dock, Trailer Storage Incl.
10.0 out of 10, Exceptional, (145)
"Great find a little north of where we usually stay in Marathon. Loved its cozy, efficient, canal location. My husband and I along with my daughter and her fiancé slept comfortably, but could have easily slept 2 more people in the bunk beds in second bedroom. The canal had plenty of turn around space for us to get out and in. I would stay again."
DUPLEX IN DUCK KEY, 2 Bedroom /2 Bath w/40' Dock, Trailer Storage Incl.
Property grounds
Canal Front, Tiki Hut w/TV, Private Pool, Beach!
9.8 out of 10, Exceptional, (40)
"This property is fantastic! Great location in Marathon, everything that you could need is close by. The outdoor hut and kitchen is amazing! The property is kept up really well, very clean, the kitchen has everything that you look for in a kitchen."
Canal Front, Tiki Hut w/TV, Private Pool, Beach!
On the beach, sun loungers
KE Arrive any day, pool on beach, full Kitchen, W/D, Parking, Docks, balcony,
9.6 out of 10, Exceptional, (38)
"Enjoyed the privacy, we are all over 75 years old the stairs were dangerous for us all especially with luggage. We could have used help with luggage,"
KE Arrive any day, pool on beach, full Kitchen, W/D, Parking, Docks, balcony,
Fridge, microwave, oven, stovetop
Villa 7075 on Duck Key BOAT SLIP available
9.2 out of 10, Wonderful, (22)
"We had a wonderful time at Hawks Cay Plan on going back soon ! Thanks"
The price is CA $326
CA $795 total
includes taxes & fees
May 27 - May 28
Villa 7075 on Duck Key BOAT SLIP available
Fridge, microwave, oven, stovetop
Waterfront retreat with balcony views, kayak, SUP, central AC & washer/dryer
9.0 out of 10, Wonderful, (35)
"This area is great and the homes are nice with ample room and all the things you need. The good parts are the views are amazing, kitchen is nicely stocked, beds are comfy, no bugs, nice pillows and nice decor. If your looking for just a nice house to stay at this is a great spot. There were only a few minor issues with the space, the dish washer did not work, after 3 days of trying I somehow got it to run once. I had seen this issue on previous reviews so it gave me some concern that this was...
Waterfront retreat with balcony views, kayak, SUP, central AC & washer/dryer
Outdoor pool, a heated pool
Florida Keys, private spa indulgence with two private hot tubs
10.0 out of 10, Exceptional, (3)
"House is as described, clean had most of the essentials, close to stores and a nice beach to swim, grill & fish. About an hour away from key west. We definitely enjoyed our stay."
Florida Keys, private spa indulgence with two private hot tubs
Private kitchen
Villages at Hawks Cay Villa with Spa
10.0 out of 10, Exceptional, (200)
"Nice villa with perfect porch."
Villages at Hawks Cay Villa with Spa
Pool
Luxury Oceanview Pool Eco-friendly Villa Near Key West
10.0 out of 10, Exceptional, (1)
"Stayed at the house for a week with a large group of friends for a bachelor party. The house had everything you need and everything works. There is a nice view and the pool out back is decently shaded by a sun cover. There were some non grocery items like trash bags, laundry stuff, tin foil, etc so we didn’t need to be exhaustive with our purchasing at the store. The basketball net in the ad was missing a hoop but that was the only small thing awry. The property is great and the owner has...
Luxury Oceanview Pool Eco-friendly Villa Near Key West
Pool
LICENSED MANAGER - 4/3.5 LUXURY VILLA - MOST UPSCALE OCEANFRONT RESORT IN KL!
9.4 out of 10, Exceptional, (26)
"We visited with 9 adults and had a great week at the condo and pools. Having 2 stories worked out perfect for us. Our kids and their friends had a separate area to hang out. The place was clean and exactly as described, and the hosts provided clear instructions for arrival and departure. We had no issues all week and loved using the pools, hot tubs, exercise facility, and games room. Shopping was convenient, and we took a trip snorkeling as well. Everything you’d want was near-by."
LICENSED MANAGER - 4/3.5 LUXURY VILLA - MOST UPSCALE OCEANFRONT RESORT IN KL!
Pool
DUPLEX IN DUCK KEY 3/2 W/90' Private Dock, Trailer Storage included
10.0 out of 10, Exceptional, (162)
"This was our second stay at this location. It is clean, convenient, and comfortable. You won’t be disappointed."
DUPLEX IN DUCK KEY 3/2 W/90' Private Dock, Trailer Storage included
Don't see what you're looking for?
See all available properties in Florida Keys
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.

Other property types in Florida Keys

Outdoor pool, sun loungers
Skipjack Resort & Marina
3.0 star property
8.6 out of 10, Excellent, (1093)
"Remodeled and very nice. Just wish our balcony overlooked the water and nit a torn up parking lot. Room was great and staff was very friendly. Breakfast was very good "
The price is CA $312
CA $401 total
includes taxes & fees
Jun 4 - Jun 5
Skipjack Resort & Marina
Exterior
Breezy Palms Resort
2.5 star property
8.4 out of 10, Very good, (323)
"It was more than expected. Room was clean and spacious and have everything in stock to cook in the kitchen. Very quiet resorts and Fisherman were super friendly highly recommend Captain Yampier Sanchez if you looking to go out sea fishing you will definitely come back with lots of fishes. Patricia and Mrs. Sally were super nice when purchasing things from the store and check out. I will definitely be coming back. Highly recommended. I am very picky with my places to stay but they made me feel...
The price is CA $186
CA $231 total
includes taxes & fees
May 30 - May 31
Breezy Palms Resort
Front of property
Aqua Lodge Rentals At Coconut Cay
3.5 star property
9.6 out of 10, Exceptional, (103)
"highly recommended, very clean ,pace full and nice place "
The price is CA $222
CA $446 total
includes taxes & fees
May 27 - May 28
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.

Florida Keys Villas information

Number of reviews
1,389
Accommodation
60 Villas
Lowest Price
CA $285
Highest Price
CA $326

Recent Reviews in Florida Keys
Expedia verified reviews