Holiday Homes in Windley Key

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Windley Key holiday homes

9.6 out of 10, Exceptional, (85)
"Very quiet and cozy "
United States
Stephanie T.
The price is €339
includes taxes & fees
7 Jan - 8 Jan
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina
9.6 out of 10, Exceptional, (123)
"Great stay!! Location was perfect view of the canal and close to the pool. Unit was very clean and would definitely stay again!!"
United States
Brad T.
The price is €402
includes taxes & fees
15 Jan - 16 Jan
Waterfront Beach, Pool, Dock, Kayaks, Paddleboards
9.4 out of 10, Exceptional, (62)
"Easy clean condo "
United States
Stephen G.
LICENSED MANAGER - MODERN 2/2 COCONUT PALM VILLA - OCEANFRONT BEACH RESORT!
9.8 out of 10, Exceptional, (11)
"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.
4. Cozy Waterfront Apartment in Key Largo!
2.0 star property
10.0 out of 10, Exceptional, (46)
"Good location. Lagoon and pool right outside door. "
United States
Debra C.
The price is €505
includes taxes & fees
12 Jan - 13 Jan
NEW ! Lagoon-front townhouse with Marina! Day Dreams Key Largo.
Premium Floating Bugalow by Stay Ombi in the Keys with Stunning Ocean Views.
9.8 out of 10, Exceptional, (67)
"This place was perfect for 9 people. Both the condo and the area had plenty to do "
United States
Ethan
Sunrise Escape - Ocean Front Villa - Sleeps 10

Holiday Home in Rock Harbor

Ohana Cay 2brm/2bth - Book your getaway!
10.0 out of 10, Exceptional, (92)
"Perfect location and great community. Easy docking at the marina and nice amenities. "
United States
Gene Z.
The price is €659
includes taxes & fees
15 Jan - 16 Jan
Ohana Cay 2brm/2bth - Book your getaway!
The price is €742
includes taxes & fees
7 Jan - 8 Jan
Oceanview Escape – Pool, Hot Tub & Private Deck!

Holiday Home in Key Largo

Beautiful Kawama Townhouse
9.8 out of 10, Exceptional, (141)
"Great location, well stocked kitchen, bathrooms, etc. Excellent host, had a great time in a beautiful community. The lagoon is a great feature."
United States
jannet p.
Beautiful Kawama Townhouse
9.8 out of 10, Exceptional, (9)
"This property was just as described! Very clean, great access to the pool and a beautiful view. Beds were comfortable and kitchen had everything we needed to prepare meals. Our host was easy to communicate with and the area was very safe. "
United States
Laura N.
The price is €736
includes taxes & fees
8 Jan - 9 Jan
Sunrise Retreat: Ocean & Pool Views, Gym, PB Courts, Game Room, Marina and more
9.4 out of 10, Exceptional, (13)
"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 €422
includes taxes & fees
7 Jan - 8 Jan
New! Lagoon-front 2-BR townhome, Key Largo, gated waterfront community, 2 pools

Holiday Home in Key Largo

Keys Relaxing Getaway
10.0 out of 10, Exceptional, (57)
"All new and very clean. Great place to stay."
United States
M D.
The price is €690
includes taxes & fees
22 Jan - 23 Jan
Keys Relaxing Getaway
2.0 star property
Enchanted Paradise Bungalow at Largo Resort
2-bedroom townhome in pleasant gated community located in Key Largo
9.6 out of 10, Exceptional, (4)
"would stay again"
United States
Jonathan G.
The price is €1,948
includes taxes & fees
25 Jan - 26 Jan
The Grand Lodge Right On The Water 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! "
United States
Kimberly V.
The price is €577
includes taxes & fees
13 Jan - 14 Jan
Serene Bungalow in Paradise at Largo Resort
2.0 star property
7.6 out of 10, Good, (8)
"Great location with private beach loved it "
United States
Bobby A.
The price is €889
includes taxes & fees
11 Jan - 12 Jan
The Coral House - Bayside Retreat for 6-8 guests
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."
United States
Ricardo M.
The price is €663
includes taxes & fees
13 Jan - 14 Jan
Spacious Bungalow w/ Sunset Ocean View at Largo Resort
10.0 out of 10, Exceptional, (143)
"Very nice place. "
United States
Nick W.
The price is €786
includes taxes & fees
21 Jan - 22 Jan
Waterfront Home 3/2.5,HotTub,2Sup,4Kayaks,Golf Car
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Windley Key Hotel Reviews

Find out more about Windley Key

Windley Key Holiday Homes information

Number of reviews
694
Accommodation
630 Holiday Homes
Lowest Price
€339
Highest Price
€1,948

Explore a world of travel with Expedia