Search Vacation Homes in Windley Key

Start date: Check-in selected.
To Date
End date: Check-out

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Nov 14 - Nov 16
In two weeks
Nov 21 - Nov 23
In one month
Dec 5 - Dec 7
In two months
Jan 2 - Jan 4

Vacation Homes in Windley Key

Beach nearby, sun loungers, beach towels
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, (43)
"This is the second time we stay in this property in less than a year and we couldn’t been happier. It is clean, spacious; it has all you need and location is great!. Host is very responsive and accomodaring. We cannot wait to come back hopefully before the end of the year. "
United States
MAIDELIS F.
$278 nightly
The price is $308
Dec 1 - Dec 2
Total with taxes and fees
Beachside Retreat w/ Pool, Boat Ramp Dock for Rent
Fridge, microwave, oven, stovetop
Charming Home in Key Largo

Charming Home in Key Largo

Key Largo
9.8 out of 10, Exceptional, (26)
"Great location. Very clean very nice, stay there again"
United States
Mark B.
$410 nightly
The price is $455
Nov 8 - Nov 9
Total with taxes and fees
Charming Home in Key Largo
Marina
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina

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

Key Largo
9.4 out of 10, Exceptional, (80)
"Very cozy tiny home"
United States
Kristen H.
$323 nightly
The price is $359
Nov 11 - Nov 12
Total with taxes and fees
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina
Beach
Sunrise Escape - Ocean Front Villa - Sleeps 10

Sunrise Escape - Ocean Front Villa - Sleeps 10

Key Largo
9.8 out of 10, Exceptional, (65)
"Our stay at the Sunrise Escape was amazing! The villa was beautifully decorated, super clean and very accommodating for our party of 9. Melanie was a great host who communicated and was a great help. We'll be back for another visit!"
United States
Casey A.
$692 nightly
The price is $769
Dec 1 - Dec 2
Total with taxes and fees
Sunrise Escape - Ocean Front Villa - Sleeps 10
Beach
Casa Largo

Casa Largo

Key Largo
9.0 out of 10, Wonderful, (129)
"The location is great, close to plenty of restaurants and great hang outs. The townhouse is clean and roomy, although I wish it would have dark shades for the windows and sliding glass doors. The kids room was great size and beds were comfy! I wish I could say the same for the primary kind bed. "
United States
Jenny L.
$508 nightly
The price is $564
Nov 8 - Nov 9
Total with taxes and fees
Casa Largo
Indoor pool, outdoor pool
Ohana Cay 2brm/2bth - Book your getaway!

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

Rock Harbor
10.0 out of 10, Exceptional, (92)
"Perfect location and great community. Easy docking at the marina and nice amenities. "
United States
Gene Z.
$663 nightly
The price is $736
Nov 10 - Nov 11
Total with taxes and fees
Ohana Cay 2brm/2bth - Book your getaway!
Outdoor dining
Kawama G12 Upscale OceansideVilla with Marina 2/2

Kawama G12 Upscale OceansideVilla with Marina 2/2

Key Largo
10.0 out of 10, Exceptional, (8)
"Well decorated and brand new remodel. Convenient to the pool and a small beach on the lagoon. Owner was very responsive"
United States
Michael T.
$527 nightly
The price is $583
Nov 23 - Nov 24
Total with taxes and fees
Kawama G12 Upscale OceansideVilla with Marina 2/2
Beach
Kawama L4 - Upscale Oceanside Villa with Marina

Kawama L4 - Upscale Oceanside Villa with Marina

Key Largo
9.6 out of 10, Exceptional, (141)
"We had the best stay. This is the perfect get away. We will be back again soon!"
United States
david s.
$546 nightly
The price is $605
Nov 9 - Nov 10
Total with taxes and fees
Kawama L4 - Upscale Oceanside Villa with Marina
An infinity pool, a heated pool
Tranquil Bungalow at the Beautiful at Largo Resort

Tranquil Bungalow at the Beautiful at Largo Resort

Key Largo
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...
United States
Nancy H.
$479 nightly
The price is $529
Nov 11 - Nov 12
Total with taxes and fees
Tranquil Bungalow at the Beautiful at Largo Resort
A heated pool
Marina Villa Mariner`s Club 212

Marina Villa Mariner`s Club 212

Rock Harbor
10.0 out of 10, Exceptional, (128)
"Great location, very clean, pool is fantastic, spacious, and modern. "
United States
Joseph A.
$540 nightly
The price is $598
Nov 13 - Nov 14
Total with taxes and fees
Marina Villa Mariner`s Club 212
Beach
1. Oceanside Escape with Canal Views in Key Largo

1. Oceanside Escape with Canal Views in Key Largo

Key Largo
9.0 out of 10, Wonderful, (10)
"Nice location. Enjoyed our stay. "
United States
David C.
$343 nightly
The price is $366
Nov 9 - Nov 10
Total with taxes and fees
1. Oceanside Escape with Canal Views in Key Largo
A heated pool
Lovely Bungalow w/ Plenty Of Shade at Largo Resort

Lovely Bungalow w/ Plenty Of Shade at Largo Resort

Key Largo
10.0 out of 10, Exceptional, (17)
"The property is beautiful, and the entry when you get through the gate is breathtaking. The room did have some ants getting in, but it was still really clean. We didn’t spend much time here because we were busy seeing other things. I think the next time if I decide to stay here again, it would only be if I wasn’t going out and about. You really need to just park it here to fully enjoy the place."
United States
Paul H.
$460 nightly
The price is $508
Nov 9 - Nov 10
Total with taxes and fees
Lovely Bungalow w/ Plenty Of Shade at Largo Resort
Outdoor dining
Key Largo Kawama villa K1, 3/3

Key Largo Kawama villa K1, 3/3

Key Largo
9.8 out of 10, Exceptional, (187)
"Great place, the lake outside was amazing. Would stay here again. "
United States
Spencer H.
$558 nightly
The price is $618
Nov 20 - Nov 21
Total with taxes and fees
Key Largo Kawama villa K1, 3/3
Fridge, microwave, stovetop, cookware/dishes/utensils
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)
"Wonderful setting and spotless bungalow. Loved the paddle boards and kayaks too."
United States
Jodi B.
$511 nightly
The price is $559
Nov 12 - Nov 13
Total with taxes and fees
Waterfront Cottage - Beach and Dockage! Open Water Views!
A heated pool
Beautiful Oceanside Mariner's 3 Bedroom Townhome

Beautiful Oceanside Mariner's 3 Bedroom Townhome

Rock Harbor
10.0 out of 10, Exceptional, (82)
"It's a very nice place as advertised."
United States
Garlen P.
$546 nightly
The price is $605
Nov 12 - Nov 13
Total with taxes and fees
Beautiful Oceanside Mariner's 3 Bedroom Townhome
Outdoor spa tub
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, (141)
"very nice place great location."
United States
James Y.
$715 nightly
The price is $755
Nov 10 - Nov 11
Total with taxes and fees
Waterfront Home 3/2.5,HotTub,2Sup,4Kayaks,Golf Car
Fridge, microwave, oven, stovetop
Tropical House By The Shore at Largo Resort

Tropical House By The Shore at Largo Resort

Key Largo
$820 nightly
The price is $907
Nov 10 - Nov 11
Total with taxes and fees
Tropical House By The Shore at Largo Resort
Pool
Oceanview Escape – Pool, Hot Tub & Private Deck!

Oceanview Escape – Pool, Hot Tub & Private Deck!

Key Largo
$874 nightly
The price is $975
Nov 9 - Nov 10
Total with taxes and fees
Oceanview Escape – Pool, Hot Tub & Private Deck!
Beach
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, (135)
"Great property in an easy location!"
United States
Sean T.
$604 nightly
The price is $669
Nov 8 - Nov 9
Total with taxes and fees
Key Largo Villa, Kawama J3, 3/3, Ocean,Marina,Lagoon,Pools,Kayaks&bikes
Outdoor dining
Waterfront Beach, Pool, Dock, Kayaks, Paddleboards

Waterfront Beach, Pool, Dock, Kayaks, Paddleboards

Key Largo
9.6 out of 10, Exceptional, (122)
"Great location, friendly staff, awesome overall experience. Place was well kept and just what we were looking for. Will have to come back! "
United States
Baxter M.
$390 nightly
The price is $433
Nov 18 - Nov 19
Total with taxes and fees
Waterfront Beach, Pool, Dock, Kayaks, Paddleboards
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Windley Key Hotel Reviews

Holiday Inn Key Largo by IHG

Holiday Inn Key Largo by IHG

10/10 Excellent
"Great place and great staff "
Robert 1-night trip
Posted 4 days ago
Holiday Inn Key Largo by IHG

Find out more about Windley Key

Windley Key Vacation Homes information

Number of reviews
Accommodation
 Vacation Homes
Lowest Price
Highest Price

Explore a world of travel with Expedia