Holiday Homes in Windley Key

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Our top choices for Windley Key holiday homes

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

New Tiny Home- Paddle Boards, Kayaks, Pool, Marina
Key Largo
9.6 out of 10, Exceptional, (88 reviews)
"Great location! Super quiet and relaxing area! "
United States
Devin H.
The price is €427
includes taxes & fees
26 Feb - 27 Feb
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina

Charming Home in Key Largo

Charming Home in Key Largo
Key Largo
9.8 out of 10, Exceptional, (31 reviews)
"Great location. Very clean very nice, stay there again"
United States
Mark B.
The price is €393
includes taxes & fees
4 Mar - 5 Mar
Charming Home in Key Largo

Waterfront Pool, Beach, Dock, Kayaks

Waterfront Pool, Beach, Dock, Kayaks
Key Largo
9.6 out of 10, Exceptional, (81 reviews)
"Had a great time property was exactly as described. Would stay again."
United States
Michael S.
The price is €591
includes taxes & fees
26 Feb - 27 Feb
Waterfront Pool, Beach, Dock, Kayaks

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, (48 reviews)
"Good location. Lagoon and pool right outside door. "
United States
Debra C.
The price is €661
includes taxes & fees
2 Mar - 3 Mar
NEW ! Lagoon-front townhouse with Marina! Day Dreams Key Largo.

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

Premium Floating Bugalow by Stay Ombi in the Keys with Stunning Ocean Views.
Key Largo Village
The price is €990
includes taxes & fees
22 Feb - 23 Feb
Premium Floating Bugalow by Stay Ombi in the Keys with Stunning Ocean Views.

Sunrise Escape - Ocean Front Villa - Sleeps 10

Sunrise Escape - Ocean Front Villa - Sleeps 10
Key Largo
9.8 out of 10, Exceptional, (68 reviews)
"Great place!"
United States
Jessica S.
The price is €789
includes taxes & fees
24 Feb - 25 Feb
Sunrise Escape - Ocean Front Villa - Sleeps 10

Beautiful Kawama Townhouse

Beautiful Kawama Townhouse
Key Largo
9.8 out of 10, Exceptional, (142 reviews)
"The host, house and amenities were perfect. all praises.."
United States
Pete S.
The price is €793
includes taxes & fees
2 Mar - 3 Mar
Beautiful Kawama Townhouse

Sunrise Bungalow w/Plenty of Shade at Largo Resort

Sunrise Bungalow w/Plenty of Shade at Largo Resort
Key Largo
The price is €403
includes taxes & fees
1 Mar - 2 Mar
Sunrise Bungalow w/Plenty of Shade at Largo Resort

Waterfront Home 3/2.5,HotTub,2Sup,4Kayaks,Golf Car

Waterfront Home 3/2.5,HotTub,2Sup,4Kayaks,Golf Car
Key Largo
10.0 out of 10, Exceptional, (145 reviews)
"Great stay, fantastic host, will be back!"
United States
Zach L.
The price is €664
includes taxes & fees
10 Mar - 11 Mar
Waterfront Home 3/2.5,HotTub,2Sup,4Kayaks,Golf Car

Casa Largo

Casa Largo
Key Largo
9.0 out of 10, Wonderful, (130 reviews)
"Very nice updated home in a nice community with views to the lagoon. Would definitely stay here again!"
United States
Priscilla G.
The price is €589
includes taxes & fees
22 Feb - 23 Feb
Casa Largo

NEW! CASA PALMA OCEANSIDE -GOLF CART, 2 KING SUITES, POOL, BEACH, PICKLE, KAYAKS

NEW! CASA PALMA OCEANSIDE -GOLF CART, 2 KING SUITES, POOL, BEACH, PICKLE, KAYAKS
Key Largo
9.8 out of 10, Exceptional, (172 reviews)
"Loved this place and will stay again if we go back to the Keys. Gated community with golf cart to go to the pier with great community resources, grills and sitting areas. Favorite part was the lagoon in the middle of the community not far from the screened in back porch. Full of fish you can swim with and calm beach area that is clean and nice with shade when you need it. We didn’t want to leave this place. Highly recommend!!"
United States
Chandler G.
The price is €1,206
includes taxes & fees
18 Mar - 19 Mar
NEW! CASA PALMA OCEANSIDE -GOLF CART, 2 KING SUITES, POOL, BEACH, PICKLE, KAYAKS

The Coral House - Bayside Retreat for 6-8 guests

The Coral House - Bayside Retreat for 6-8 guests
Key Largo
7.6 out of 10, Good, (8 reviews)
"Great location with private beach loved it "
United States
Bobby A.
The price is €982
includes taxes & fees
23 Feb - 24 Feb
The Coral House - Bayside Retreat for 6-8 guests

NEW! CASA AZUL OCEANSIDE - GOLF CART, 2 KING SUITES, POOL, BEACH, PICKLE, KAYAKS

NEW! CASA AZUL OCEANSIDE - GOLF CART, 2 KING SUITES, POOL, BEACH, PICKLE, KAYAKS
Key Largo
9.8 out of 10, Exceptional, (195 reviews)
"Very relaxing vacation "
United States
Teresa M.
The price is €1,130
includes taxes & fees
16 Mar - 17 Mar
NEW! CASA AZUL OCEANSIDE - GOLF CART, 2 KING SUITES, POOL, BEACH, PICKLE, KAYAKS

Sunrise Retreat: Ocean & Pool Views, Gym, PB Courts, Game Room, Marina and more

Sunrise Retreat: Ocean & Pool Views, Gym, PB Courts, Game Room, Marina and more
Rock Harbor
9.8 out of 10, Exceptional, (10 reviews)
"Incredible place to stay !! Hosts were great and it was just as described !! "
United States
Bruce N.
The price is €1,004
includes taxes & fees
22 Feb - 23 Feb
Sunrise Retreat: Ocean & Pool Views, Gym, PB Courts, Game Room, Marina and more

New! Lagoon-front 2-BR townhome, Key Largo, gated waterfront community, 2 pools

New! Lagoon-front 2-BR townhome, Key Largo, gated waterfront community, 2 pools
Key Largo
9.2 out of 10, Wonderful, (15 reviews)
"Me my wife and 2 kids 18 & 19 had a great time. Loved the lagoon and the local places to eat and drink. "
United States
Craig H.
The price is €535
includes taxes & fees
5 Mar - 6 Mar
New! Lagoon-front 2-BR townhome, Key Largo, gated waterfront community, 2 pools

Spacious 4BR/3BA • 8 Beds • Mariner’s Club Community • Perfect for Large Groups

Spacious 4BR/3BA • 8 Beds • Mariner’s Club Community • Perfect for Large Groups
Rock Harbor
10.0 out of 10, Exceptional, (73 reviews)
"Well organized, clean, beds and pillows were very comfortable, quit and very relaxing.If you are looking for a place to stay while diving, I would highly recommend staying here."
United States
Tracy M.
Spacious 4BR/3BA • 8 Beds • Mariner’s Club Community • Perfect for Large Groups

Ohana Cay 2brm/2bth - Book your getaway!

Ohana Cay 2brm/2bth - Book your getaway!
Rock Harbor
10.0 out of 10, Exceptional, (94 reviews)
"Perfect location and great community. Easy docking at the marina and nice amenities. "
United States
Gene Z.
The price is €811
includes taxes & fees
28 Feb - 1 Mar
Ohana Cay 2brm/2bth - Book your getaway!

Waterfront Cottage - Beach and Dockage! Open Water Views!

Waterfront Cottage - Beach and Dockage! Open Water Views!
Key Largo
9.4 out of 10, Exceptional, (46 reviews)
"This was a very cute resort, with perfect views! We were able to stay with our family and even bring our puppies. We had an absolutely amazing time!!"
United States
Shane F.
The price is €666
includes taxes & fees
23 Feb - 24 Feb
Waterfront Cottage - Beach and Dockage! Open Water Views!

Beautiful Oceanside Mariner`s 3 Bedroom Townhome

Beautiful Oceanside Mariner`s 3 Bedroom Townhome
Rock Harbor
10.0 out of 10, Exceptional, (93 reviews)
"Family of 6, we had a great stay. Everything was very clean, well decorated, and thought out. The pool was great, fitness center was well equipped, and the pickleball was fun. Local restaurants were great as well."
United States
Steve N.
The price is €792
includes taxes & fees
6 Mar - 7 Mar
Beautiful Oceanside Mariner`s 3 Bedroom Townhome

Marina Villa 212 3/3 Pools, Marina and Ocean views

Marina Villa 212 3/3 Pools, Marina and Ocean views
Rock Harbor
10.0 out of 10, Exceptional, (135 reviews)
"The Villa is beautiful, spacious and well stocked. The Villa is located very close to the pool area which was nice. We really enjoyed our time there and would definitely stay there again."
United States
karen d.
The price is €751
includes taxes & fees
10 Mar - 11 Mar
Marina Villa 212 3/3 Pools, Marina and Ocean views
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 Holiday Homes information

Number of reviews
1,432
Accommodation
631 Holiday Homes
Lowest Price
€393
Highest Price
€1,206

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