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Check prices for these dates

Next weekend
Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28
In one month
Jan 9 - Jan 11
In two months
Feb 6 - Feb 8
No exact matches found, but these alternatives could be just right

Recommended hotels in Windley Key

Exterior
Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very Good, (1003)
"Clean fresh rooms, facilities and property! Extraordinary customer service. Great kayaks and paddleboards to use free. I would definitely stay here again"
United States
Kristi
$158 nightly
The price is $178
Dec 18 - Dec 19
Total with taxes and fees
Fisher Inn Resort & Marina
Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view
Drop Anchor

Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.8 out of 10, Excellent, (1000)
"Had a wonderful stay at Drop Anchor! Very adorable and super clean. Loved the amenities and the hotel staff were amazing! "
United States
Laura
$125 nightly
The price is $136
Dec 17 - Dec 18
Total with taxes and fees
Drop Anchor
In-room safe, individually decorated, individually furnished
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
4.0 star property
Islamorada
9.0 out of 10, Wonderful, (114)
"Beautiful place to stay"
United States
Jonathan
$278 nightly
The price is $313
Dec 15 - Dec 16
Total with taxes and fees
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Exterior
Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (149)
"Great place to stay! Clean, great location and great customer service. Very easy to check in, front desk was so sweet! Highly recommended!!! Had a great experience overall"
United States
Elaysi
$165 nightly
The price is $186
Dec 18 - Dec 19
Total with taxes and fees
Coconut Cove Resort and Marina
Classic Room, Patio, Garden View | Free WiFi
The Ocean View Inn & Pub

The Ocean View Inn & Pub

The Ocean View Inn & Pub
2.0 star property
Islamorada
9.4 out of 10, Exceptional, (9)
"Awesome place to stay, restaurant and bar attached, outside bar and dining area overlooking the bay. Pool also very nice. "
United States
Rick
$175 nightly
The price is $196
Dec 18 - Dec 19
Total with taxes and fees
The Ocean View Inn & Pub
On the beach, sun loungers, snorkeling, kayaking
Drift Hotel

Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1004)
"we had a good time here, fabulous place"
United States
Kanishka
$139 nightly
The price is $156
Dec 14 - Dec 15
Total with taxes and fees
Drift Hotel
Sundeck
Rock Reef Resort

Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1064)
"Everything clean, friendly staff"
United States
Arlene
$97 nightly
The price is $110
Dec 18 - Dec 19
Total with taxes and fees
Rock Reef Resort
Room, 1 King Bed, Bay View | Beach/ocean view
Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay
2.5 star property
Key Largo
8.8 out of 10, Excellent, (1004)
"Great resort"
United States
david
$153 nightly
The price is $172
Dec 17 - Dec 18
Total with taxes and fees
Hampton Inn Key Largo Manatee Bay
Exterior
Amoray Dive Resort

Amoray Dive Resort

Amoray Dive Resort
2.0 star property
Key Largo
9.2 out of 10, Wonderful, (1000)
"Great service, spotless room, and the sunsets!!!"
United States
Peter
$143 nightly
The price is $161
Dec 14 - Dec 15
Total with taxes and fees
Amoray Dive Resort
Exterior
Marina Del Mar Resort and Marina

Marina Del Mar Resort and Marina

Marina Del Mar Resort and Marina
2.5 star property
Key Largo
8.4 out of 10, Very Good, (1645)
"Great location, amenities, service, places to eat. Very accommodating with extended stay."
United States
Joseph
$140 nightly
The price is $158
Dec 21 - Dec 22
Total with taxes and fees
Marina Del Mar Resort and Marina
Aquamarina Deluxe Sea View Suite | Living area | 35-inch flat-screen TV with satellite channels, TV
Azul del Mar

Azul del Mar

Azul del Mar
3.5 star property
Key Largo
9.0 out of 10, Wonderful, (796)
"one of the best hotel experiences I've had very quiet and right on the water "
United States
todd
$125 nightly
The price is $141
Dec 17 - Dec 18
Total with taxes and fees
Azul del Mar
Marina
The Pelican Key Largo Cottages

The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
2.0 star property
Key Largo
8.8 out of 10, Excellent, (1000)
"The beach area was wonderful"
United States
Sonya
$97 nightly
The price is $110
Dec 14 - Dec 15
Total with taxes and fees
The Pelican Key Largo Cottages
Exterior
Dove Creek Resort & Marina, Trademark Collection by Wyndham

Dove Creek Resort & Marina, Trademark Collection by Wyndham

Dove Creek Resort & Marina, Trademark Collection by Wyndham
3.0 star property
Key Largo
7.6 out of 10, Good, (1002)
"The staff was courteous. "
United States
Natasha
$147 nightly
The price is $165
Dec 18 - Dec 19
Total with taxes and fees
Dove Creek Resort & Marina, Trademark Collection by Wyndham
Exterior
Bayside Inn Key Largo

Bayside Inn Key Largo

Bayside Inn Key Largo
3.0 star property
Key Largo
8.6 out of 10, Excellent, (1622)
"Friendly staff, clean room beautiful views from the private beach."
United States
Wanda
$146 nightly
The price is $162
Dec 15 - Dec 16
Total with taxes and fees
Bayside Inn Key Largo
Terrace/patio
Waterside Suites & Marina

Waterside Suites & Marina

Waterside Suites & Marina
3.5 star property
Key Largo
9.0 out of 10, Wonderful, (1152)
"Great place to stay!"
United States
Chad
$155 nightly
The price is $175
Dec 18 - Dec 19
Total with taxes and fees
Waterside Suites & Marina
Exterior
Sunset Cove Beach Resort

Sunset Cove Beach Resort

Sunset Cove Beach Resort
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1000)
"Always a great stay"
United States
Richard
$142 nightly
The price is $160
Dec 18 - Dec 19
Total with taxes and fees
Sunset Cove Beach Resort
Exterior
Seafarer Key Largo

Seafarer Key Largo

Seafarer Key Largo
2.0 star property
Rock Harbor
9.4 out of 10, Exceptional, (130)
"The Seafarer stay was awesome! Great clean rooms and bathrooms! The kitchen was well equipped. The beach area was a beautiful spot to relax, swim and free kayaks to explore the beautiful water! The staff are all friendly and they keep the rooms and property super clean. Would definitely stay there again! "
United States
Laura
$122 nightly
The price is $137
Dec 15 - Dec 16
Total with taxes and fees
Seafarer Key Largo
25-inch flat-screen TV with digital channels, TV
Treasure Harbor

Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (117)
"I am obsessed with tiny houses and this one floats! It was so relaxing to sit on the deck and enjoy the view. The bed was very comfy and the gentle motion of the water put me right to sleep. The staff are friendly and helpful. Islamorada is beautiful and fun to explore."
United States
Mary
$265 nightly
The price is $298
Dec 13 - Dec 14
Total with taxes and fees
Treasure Harbor
BBQ/picnic area
Largo Resort

Largo Resort

Largo Resort
3.0 star property
Key Largo
9.4 out of 10, Exceptional, (294)
"Absolutely beautiful resort! Quiet, and peaceful! "
United States
Shana
$280 nightly
The price is $315
Dec 16 - Dec 17
Total with taxes and fees
Largo Resort
Private beach, white sand, sun loungers, beach towels
Chesapeake Beach Resort

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1588)
"Great breakfast, great location, friendly staff, nice extras."
United States
Gary
$221 nightly
The price is $249
Jan 5 - Jan 6, 2026
Total with taxes and fees
Chesapeake Beach Resort
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

Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"Room was great. Staff was awesome views amazing !!!!!"
Jeff 7-night trip
Posted 23 hours ago
Chesapeake Beach Resort

Find out more about Windley Key

Windley Key Holiday Park Resorts information

Number of reviews
16,707
Accommodation
0 Holiday Park Resorts
Lowest Price
$110
Highest Price
$315

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