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Our top choices for Windley Key vacation homes

Beachside Retreat w/ Pool, Boat Ramp Dock for Rent

Beachside Retreat w/ Pool, Boat Ramp Dock for Rent
Key Largo
9.6 out of 10, Exceptional, (46 reviews)
"We absolutely loved it! "
United States
Emily B.
The price is ¥16,528
¥48,742 total
includes taxes & fees
May 18 - May 19
Beachside Retreat w/ Pool, Boat Ramp Dock for Rent

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

LICENSED MANAGER - MODERN 2/2 COCONUT PALM VILLA - OCEANFRONT BEACH RESORT!
Key Largo
9.4 out of 10, Exceptional, (66 reviews)
"Nice location with 5 min walk to ocean view. "
United States
Trevor P.
The price is ¥35,105
¥93,946 total
includes taxes & fees
May 10 - May 11
LICENSED MANAGER - MODERN 2/2 COCONUT PALM VILLA - OCEANFRONT BEACH RESORT!

Casa Largo

Casa Largo
Key Largo
9.2 out of 10, Wonderful, (133 reviews)
"The unit was clean and beautiful. The entire complex was very nice, too. We had everything needed to enjoy our stay."
United States
Rhonda D.
The price is ¥37,818
¥85,271 total
includes taxes & fees
May 3 - May 4
Casa Largo

Beautiful Kawama Townhouse

Beautiful Kawama Townhouse
Key Largo
9.8 out of 10, Exceptional, (147 reviews)
"The host, house and amenities were perfect. all praises.."
United States
Pete S.
The price is ¥47,982
¥100,847 total
includes taxes & fees
May 3 - May 4
Beautiful Kawama Townhouse

New Tiny Home- Paddle Boards, Kayaks, Pool, Marina

New Tiny Home- Paddle Boards, Kayaks, Pool, Marina
Key Largo
9.4 out of 10, Exceptional, (93 reviews)
"Clean and cute tiny house. Simple and easy check in at campground, very nice staff there . "
United States
Tami B.
The price is ¥26,540
¥66,220 total
includes taxes & fees
May 4 - May 5
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina

4. Cozy Waterfront Apartment in Key Largo!

4. Cozy Waterfront Apartment in Key Largo!
Key Largo
9.8 out of 10, Exceptional, (12 reviews)
"We loved our stay at the waterfront cabanas! The location is 10/10 with an awesome waterfront bar/restaurant and coffee truck within walking distance. We truly felt like keys locals staying here - highly recommend! "
United States
Brittany M.
The price is ¥28,694
¥57,946 total
includes taxes & fees
May 10 - May 11
4. Cozy Waterfront Apartment in Key Largo!

NEW ! Lagoon-front townhouse with Marina! Day Dreams Key Largo.

NEW ! Lagoon-front townhouse with Marina! Day Dreams Key Largo.
Key Largo
10.0 out of 10, Exceptional, (53 reviews)
"Had a great stay. Being so close to the lagoon we were able to launch the kayaks for our kids multiple times a day no problem. We saw tarpon, lobster, parrot fish and tons of other sea life right out the front door. And the pool was just as close. Also being on this side of the property it is a quick walk to the beach to watch the sunset. The unit seemed as if we were the first ones staying there after it had been renovated. Grew up in south Florida and had stopped coming back to visit but we...
United States
Jonathan D.
The price is ¥51,649
¥104,653 total
includes taxes & fees
May 4 - May 5
NEW ! Lagoon-front townhouse with Marina! Day Dreams Key Largo.

La Fuentes

La Fuentes
Cross Key Waterways
The price is ¥59,743
¥126,292 total
includes taxes & fees
May 6 - May 7
La Fuentes

Kawama G12 Upscale OceansideVilla with Marina 2/2

Kawama G12 Upscale OceansideVilla with Marina 2/2
Key Largo
10.0 out of 10, Exceptional, (9 reviews)
"We had a wonderful stay, well stocked! Our host was not easy to get a hold of, but we would definitely stay again! "
United States
Brooke B.
The price is ¥72,308
¥122,815 total
includes taxes & fees
May 22 - May 23
Kawama G12 Upscale OceansideVilla with Marina 2/2

Key largo Kawama Villa N2

Key largo Kawama Villa N2
Key Largo
9.6 out of 10, Exceptional, (134 reviews)
"The condo was perfectly appointed with everything we would want or need, including some snorkel masks, beach towels, bikes. Really a wonderful stay. Thanks."
United States
Wendy R.
The price is ¥49,427
¥100,748 total
includes taxes & fees
Apr 30 - May 1
Key largo Kawama Villa N2

Key Largo Villa, Kawama J3, 3/3, Ocean,Marina,Lagoon,Pools,Kayaks&bikes

Key Largo Villa, Kawama J3, 3/3, Ocean,Marina,Lagoon,Pools,Kayaks&bikes
Key Largo
9.6 out of 10, Exceptional, (137 reviews)
"My family and I had a great time. The place was very comfortable. Location was great and we enjoyed all the amenities. Great experience over all."
United States
Raul e.
The price is ¥49,042
¥100,095 total
includes taxes & fees
May 14 - May 15
Key Largo Villa, Kawama J3, 3/3, Ocean,Marina,Lagoon,Pools,Kayaks&bikes

Key Largo Kawama Villa L1, 3/3

Key Largo Kawama Villa L1, 3/3
Key Largo
9.4 out of 10, Exceptional, (224 reviews)
"Perfect location, very nice and clean house"
United States
Golnar
The price is ¥57,244
¥110,289 total
includes taxes & fees
May 21 - May 22
Key Largo Kawama Villa L1, 3/3

Sunrise Escape - Ocean Front Villa - Sleeps 10

Sunrise Escape - Ocean Front Villa - Sleeps 10
Key Largo
9.8 out of 10, Exceptional, (70 reviews)
"host extremly cordial and responsive this is a lovely place,My family was very pleased with everything."
United States
joyce g.
Sunrise Escape - Ocean Front Villa - Sleeps 10

Tranquil 2-bedroom house in Key Largo

Tranquil 2-bedroom house in Key Largo
Silver Shores
The price is ¥39,414
¥50,086 total
includes taxes & fees
May 3 - May 4
Tranquil 2-bedroom house in Key Largo

Waterfront Tiny House w Pool, Beach, and Boat Dock

Waterfront Tiny House w Pool, Beach, and Boat Dock
Key Largo
9.6 out of 10, Exceptional, (64 reviews)
"Perfect location "
United States
Key M.
The price is ¥26,023
¥68,030 total
includes taxes & fees
Apr 30 - May 1
Waterfront Tiny House w Pool, Beach, and Boat Dock

Beautiful bungalow with AC perfect for a relaxing getaway

Beautiful bungalow with AC perfect for a relaxing getaway
florida
The price is ¥29,153
¥54,280 total
includes taxes & fees
May 19 - May 20
Beautiful bungalow with AC perfect for a relaxing getaway

Waterfront Beach, Pool, Dock, Kayaks, Paddleboards

Waterfront Beach, Pool, Dock, Kayaks, Paddleboards
Key Largo
9.6 out of 10, Exceptional, (127 reviews)
"Great place, great view, great hosts. No complaints about a thing. Publix is 2 minutes away, the campground is peaceful, house was clean. There were 4 of us and we had plenty of room. Will do that again"
United States
Joe J.
The price is ¥35,121
¥79,026 total
includes taxes & fees
May 3 - May 4
Waterfront Beach, Pool, Dock, Kayaks, Paddleboards

Waterfront Pool, Beach, Dock, Kayaks

Waterfront Pool, Beach, Dock, Kayaks
Key Largo
9.6 out of 10, Exceptional, (84 reviews)
"Overall great stay in a perfect location. Loved having the paddle boards and being close to the mangroves in John Pennekamp. "
United States
Patrick M.
The price is ¥33,088
¥73,746 total
includes taxes & fees
May 6 - May 7
Waterfront Pool, Beach, Dock, Kayaks

Villa hermosa

Villa hermosa
Key Largo
10.0 out of 10, Exceptional, (3 reviews)
"The house was well equipped, especially the kitchen, and very comfortable. The pool and outdoor area were lovely! "
United States
Dawn P.
The price is ¥58,822
¥135,120 total
includes taxes & fees
May 18 - May 19
Villa hermosa

Sunrise Bungalow w/Plenty of Shade at Largo Resort

Sunrise Bungalow w/Plenty of Shade at Largo Resort
Key Largo
The price is ¥55,634
¥83,572 total
includes taxes & fees
May 13 - May 14
Sunrise Bungalow w/Plenty of Shade at Largo Resort
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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Top Windley Key Hotel Reviews

Find out more about Windley Key

Windley Key Vacation Homes information

Number of reviews
1,184
Accommodation
604 Vacation Homes
Lowest Price
¥48,742
Highest Price
¥135,120

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