Windley Key Hotels

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

Filter by

Guest rating
Guest rating
Star rating

Top 10 trending Windley Key hotels

Coconut Cove Resort and Marina

3.0 star property
Islamorada
9.0 out of 10, Wonderful, (140)
"Really great facility, very relaxing "
United States
ken
The price is P8,451
P9,507 total
includes taxes & fees
Nov 18 - Nov 19
Coconut Cove Resort and Marina

Fisher Inn Resort & Marina

3.5 star property
Islamorada
8.2 out of 10, Very Good, (1004)
"Very nice hotel. Rooms totally remodeled. Ocean view rooms are amazing "
United States
Gretel
The price is P6,059
P8,743 total
includes taxes & fees
Dec 18 - Dec 19
Fisher Inn Resort & Marina

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

3.5 star property
Islamorada
9.0 out of 10, Wonderful, (109)
"Our view of the beach was beautiful "
United States
William
The price is P13,001
P18,546 total
includes taxes & fees
Nov 19 - Nov 20
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Drop Anchor

3.0 star property
Islamorada
8.8 out of 10, Excellent, (1001)
"Beautiful property and the staff was amazing."
United States
John
The price is P6,433
P9,304 total
includes taxes & fees
Nov 18 - Nov 19
Drop Anchor

The Ocean View Inn & Pub

2.0 star property
Islamorada
9.6 out of 10, Exceptional, (7)
"The highlight was the fun outside bar and restaurant, we had a blast!"
United States
MARY
The price is P9,407
P10,583 total
includes taxes & fees
Nov 18 - Nov 19
The Ocean View Inn & Pub

Chesapeake Beach Resort

3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1575)
"Great breakfast very well kept grounds"
United States
James
The price is P8,359
P12,726 total
includes taxes & fees
Nov 18 - Nov 19
Chesapeake Beach Resort

Bayside Inn Key Largo

3.0 star property
Key Largo
8.6 out of 10, Excellent, (1606)
"Great location and helpful staff !"
United States
Nikki
The price is P7,618
P10,047 total
includes taxes & fees
Nov 20 - Nov 21
Bayside Inn Key Largo

Lime Tree Bay Resort

3.5 star property
Long Key
9.2 out of 10, Wonderful, (1091)
"Excellent stay! "
United States
Joshua
Lime Tree Bay Resort

Pines & Palms Resort

3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1000)
"Great staff and excellent customer service. Absolute beautiful place with great amenities."
Canada
Jesse
Pines & Palms Resort

The Pelican Key Largo Cottages

2.0 star property
Key Largo
8.8 out of 10, Excellent, (1002)
"Great cottages very clean n quiet place right on waterfront "
United States
Ms Maria
The price is P6,187
P6,960 total
includes taxes & fees
Nov 18 - Nov 19
The Pelican Key Largo Cottages

Rock Reef Resort

2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1059)
"Everything clean, friendly staff"
United States
Arlene
Rock Reef Resort

Cheeca Lodge & Spa

5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1268)
"It was absolutely beautiful and the staff was always super nice!"
United States
Mary
The price is P13,187
P18,822 total
includes taxes & fees
Nov 30 - Dec 1
Cheeca Lodge & Spa

Marina Del Mar Resort and Marina

2.5 star property
Key Largo
8.4 out of 10, Very Good, (1630)
"The room and surrounding property was clean and very well maintained. Staff was friendly. Service was excellent."
United States
TIMOTHY
The price is P6,475
P8,946 total
includes taxes & fees
Nov 19 - Nov 20
Marina Del Mar Resort and Marina

Amara Cay Resort

4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1253)
"The rooms were clean, staff was friendly and helpful, food was delicious, the property was beautiful and loved how there was connections to the other resorts through van transportation or the Rum runner boat! Would definitely stay again! "
United States
Lucia
The price is P9,128
P14,190 total
includes taxes & fees
Nov 30 - Dec 1
Amara Cay Resort

Sunset Inn

3.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1002)
"Conveniently located to dining options and attractions to explore and do."
United States
Tony
The price is P6,628
P8,120 total
includes taxes & fees
Nov 25 - Nov 26
Sunset Inn

Playa Largo Resort & Spa, Autograph Collection

4.5 star property
Rock Harbor
9.0 out of 10, Wonderful, (1003)
"Beautiful location, great views, very clean property, room was great (great bed), friendly staff."
United States
Scott
The price is P14,114
P19,134 total
includes taxes & fees
Nov 30 - Dec 1
Playa Largo Resort & Spa, Autograph Collection

Waterside Suites & Marina

3.5 star property
Key Largo
9.0 out of 10, Wonderful, (1122)
"Came for the weekend and loved the room we stayed in super spacious and clean! It had everything we needed and got to enjoy the view of the marina. "
United States
Claudia
The price is P7,237
P9,803 total
includes taxes & fees
Nov 18 - Nov 19
Waterside Suites & Marina

La Siesta Resort & Villas

4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1001)
"Clean rooms, great ambiance and service. Would definitely go again!!"
United States
Gary
The price is P8,730
P13,741 total
includes taxes & fees
Nov 30 - Dec 1
La Siesta Resort & Villas

Seafarer Key Largo

2.0 star property
Rock Harbor
9.4 out of 10, Exceptional, (123)
"Rooms are remodeled and staff was great. Would stay here again "
United States
Jeff
The price is P5,740
P7,288 total
includes taxes & fees
Nov 18 - Nov 19
Seafarer Key Largo

Holiday Inn Key Largo by IHG

3.0 star property
Key Largo
8.6 out of 10, Excellent, (1006)
"Excellent place to stay for a weekend "
United States
Carlos
The price is P9,331
P10,497 total
includes taxes & fees
Nov 19 - Nov 20
Holiday Inn Key Largo by IHG
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

Check out hotels with a pool in Windley Key

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.

Stay near popular South Florida attractions

Learn more about Windley Key

Check out the local area in Windley Key as you venture to sights like Windley Key Fossil Reef Geological State Park.

Windley Key Fossil Reef Geological State Park which includes forest scenes and a garden

Top Windley Key Hotel Reviews

More cheap stays in Windley Key

Explore a world of travel with Expedia