Search Cottages in Windley Key

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Recommended hotels in Windley Key

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
The price is ₩207,583
₩285,243 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Drop Anchor

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very Good, (1004)
"Great location, room was spotless and perfectly met my needs. I plan to return next year."
United States
M
The price is ₩239,039
₩317,105 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Fisher Inn Resort & Marina

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, (118)
"Beautiful place to stay"
United States
Jonathan
The price is ₩488,532
₩647,676 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (152)
"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
The price is ₩304,510
₩342,573 total
includes taxes & fees
Dec 21 - Dec 22
Coconut Cove Resort and Marina

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
The price is ₩305,708
₩343,914 total
includes taxes & fees
Dec 23 - Dec 24
The Ocean View Inn & Pub

Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1069)
"Wish we stayed a little longer to enjoy the oroperty"
United States
Vicki
Rock Reef Resort

Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1008)
"Always a great stay"
United States
Ashley
The price is ₩559,969
₩646,587 total
includes taxes & fees
Dec 26 - Dec 27
Drift Hotel

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, (1655)
"Great location, amenities, service, places to eat. Very accommodating with extended stay."
United States
Joseph
The price is ₩162,007
₩223,819 total
includes taxes & fees
Dec 21 - Dec 22
Marina Del Mar Resort and Marina

Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay
2.5 star property
Key Largo
8.8 out of 10, Excellent, (1005)
"Clean hotel, convenient location. Nice little beach area with tiki bar. Room was nice. "
Canada
Troy
The price is ₩242,825
₩273,178 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hampton Inn Key Largo Manatee Bay

Waterside Suites & Marina

Waterside Suites & Marina
3.5 star property
Key Largo
9.0 out of 10, Wonderful, (1165)
"Great place to stay!"
United States
Chad
The price is ₩222,992
₩292,377 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Waterside Suites & Marina

Amoray Dive Resort

Amoray Dive Resort
2.0 star property
Key Largo
9.2 out of 10, Wonderful, (1001)
"Great service, spotless room, and the sunsets!!!"
United States
Peter
The price is ₩207,761
₩275,259 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Amoray Dive Resort

The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
2.0 star property
Key Largo
8.8 out of 10, Excellent, (1001)
"Great place"
United States
Marc
The price is ₩216,522
₩243,587 total
includes taxes & fees
Jan 19 - Jan 20, 2026
The Pelican Key Largo Cottages

Seafarer Key Largo

Seafarer Key Largo
2.0 star property
Rock Harbor
9.4 out of 10, Exceptional, (135)
"Nice, quiet and the staff were great. Loved the breakfast!"
United States
Michael
The price is ₩168,877
₩210,764 total
includes taxes & fees
Dec 21 - Dec 22
Seafarer Key Largo

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, (1001)
"The rooms are lovely. Once the remodel is done the place will be perfect. "
United States
Deborah
The price is ₩216,009
₩289,860 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Dove Creek Resort & Marina, Trademark Collection by Wyndham

Sunset Cove Beach Resort

Sunset Cove Beach Resort
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1001)
"Always a great stay"
United States
Richard
The price is ₩326,258
₩367,048 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Sunset Cove Beach Resort

Bayside Inn Key Largo

Bayside Inn Key Largo
3.0 star property
Key Largo
8.6 out of 10, Excellent, (1625)
"Friendly staff, clean room beautiful views from the private beach."
United States
Wanda
The price is ₩242,110
₩309,280 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Bayside Inn Key Largo

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
The price is ₩309,942
₩446,746 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Largo Resort

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
Treasure Harbor

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1599)
"The entire resort was wonderful."
Canada
Mat
The price is ₩279,319
₩397,341 total
includes taxes & fees
Dec 22 - Dec 23
Chesapeake Beach Resort

Creekside Inn

Creekside Inn
2.5 star property
Tavernier
8.0 out of 10, Very Good, (1003)
"The room was nice, but walking out to the pier from door was excellent "
United States
Anthony
The price is ₩224,724
₩252,815 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Creekside Inn
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