Holiday Homes in Windley Key

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Featured Holiday Homes in Windley Key

PRIVATE WATERFRONT HOUSE DOCK 4KAYAKS 2SUP BOARD GOLF CART

10.0 out of 10, Exceptional, (138)
"We loved this house! Plenty of room, wonderful location. Super clean and the outdoor space was awesome! Hot tub, BBQ and plenty of toys to enjoy the lagoon❤️"
The price is AU$1,285
includes taxes & fees
3 Sept - 4 Sept
PRIVATE WATERFRONT HOUSE DOCK 4KAYAKS 2SUP BOARD GOLF CART

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

9.4 out of 10, Exceptional, (73)
"The house is great, tidy little spot to start all your Keys adventures from!"
The price is AU$560
includes taxes & fees
18 Aug - 19 Aug
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina

Beachside Retreat w/ Pool, Boat Ramp Dock for Rent

9.6 out of 10, Exceptional, (36)
"Beautiful place. Our stay was quiet and wonderful. Very clean and comfortable. "
The price is AU$576
includes taxes & fees
29 Aug - 30 Aug
Beachside Retreat w/ Pool, Boat Ramp Dock for Rent

Waterfront Tiny House w Pool, Beach, and Boat Dock

9.6 out of 10, Exceptional, (57)
"My wife and I stayed here for our honeymoon , and we were absolutely thrilled with everything. We loved that the house had a bunch of mini splits to keep it nice and chilly. We also loved that the house was very clean and well kept. The tiki hut on the water with the tv and great lighting at night makes a perfect place to relax at the end of a fun filled day. All around this was a fantastic place to stay!"
The price is AU$579
includes taxes & fees
8 Sept - 9 Sept
Waterfront Tiny House w Pool, Beach, and Boat Dock

Waterfront Pool, Beach, Dock, Kayaks, Paddleboards

9.8 out of 10, Exceptional, (78)
"Loved our stay!"
The price is AU$635
includes taxes & fees
14 Sept - 15 Sept
Waterfront Pool, Beach, Dock, Kayaks, Paddleboards

Waterfront Beach, Pool, Dock, Kayaks, Paddleboards

9.6 out of 10, Exceptional, (118)
"Best sunrise site."
The price is AU$639
includes taxes & fees
7 Sept - 8 Sept
Waterfront Beach, Pool, Dock, Kayaks, Paddleboards

The Grand Lodge Right On The Water at Largo Resort

9.6 out of 10, Exceptional, (4)
"would stay again"
The price is AU$3,212
includes taxes & fees
29 Aug - 30 Aug
The Grand Lodge Right On The Water at Largo Resort

Sunrise Bungalow w/Plenty of Shade at Largo Resort

2.0 star property
Sunrise Bungalow w/Plenty of Shade at Largo Resort

Enchanted Paradise Bungalow at Largo Resort

2.0 star property
The price is AU$1,215
includes taxes & fees
29 Aug - 30 Aug
Enchanted Paradise Bungalow at Largo Resort

The Largo Airstream at Largo Resort

The Largo Airstream at Largo Resort

Tranquil Bungalow at the Beautiful at Largo Resort

9.6 out of 10, Exceptional, (7)
"10/10! This property itself is secluded and very safe. The pool and views were breathtaking. The complimentary paddle boards and bicycles were fun and just an extra service that bettered our experience. The employees were amazing, kind, and professional. The bungalow was so comfortable and smelt amazing when we entered. Beds were comfortable and the little kitchen was used! Plates, silverwear, & cups were provided thankfully. The host!!!! 100/10. Thank you!!!! She was able to provide a nice...
The price is AU$1,215
includes taxes & fees
29 Aug - 30 Aug
Tranquil Bungalow at the Beautiful at Largo Resort

Beach Cottage at Largo Resort

The price is AU$1,491
includes taxes & fees
29 Aug - 30 Aug
Beach Cottage at Largo Resort

Tropical House By The Shore at Largo Resort

Tropical House By The Shore at Largo Resort

Serene Bungalow in Paradise at Largo Resort

10.0 out of 10, Exceptional, (2)
" We regret that we only booked for one night. We will definitely return for a longer stay. Everything about Key Largo Resort was perfect! The setting, the location, the accommodations, everything! Thank you for an amazing experience! We will be back! "
Serene Bungalow in Paradise at Largo Resort

Lovely Bungalow w/ Plenty Of Shade at Largo Resort

10.0 out of 10, Exceptional, (17)
"Our bungalow was very clean and the beds were very comfortable! It was almost like we we're on our own private island and my 8 year old loved it! We hope to come back on our next visit!"
The price is AU$1,173
includes taxes & fees
29 Aug - 30 Aug
Lovely Bungalow w/ Plenty Of Shade at Largo Resort

Spacious Bungalow w/ Sunset Ocean View at Largo Resort

9.0 out of 10, Wonderful, (2)
"We got everything we need, a relaxing place, great service, easy to find, restaurants all over the place and most important of all very clean and beautiful. We loved."
Spacious Bungalow w/ Sunset Ocean View at Largo Resort

Premium Floating Bugalow by Stay Ombi in the Keys with Stunning Ocean Views.

The price is AU$1,590
includes taxes & fees
3 Sept - 4 Sept
Premium Floating Bugalow by Stay Ombi in the Keys with Stunning Ocean Views.

Charming 2-bedroom mobile home with WiFi and AC in Key Largo

The price is AU$527
includes taxes & fees
29 Aug - 30 Aug
Charming 2-bedroom mobile home with WiFi and AC in Key Largo

Charming 2-bedroom RV Hideaway campground in Key Largo; Sun & Fun!

The price is AU$602
includes taxes & fees
16 Sept - 17 Sept
Charming 2-bedroom RV Hideaway campground in Key Largo; Sun & Fun!

Casa Largo

9.0 out of 10, Wonderful, (127)
"Victor’s place was as advertised. Great location, walk to water front restaurants and music. Lots for a family to do on the grounds.Thanks, Victor!"
Casa Largo
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