Search Cottages 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
No exact matches found, but these alternatives could be just right

Recommended hotels in Windley Key

Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.8 out of 10, Excellent, (1002)
"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 P8,265
P11,357 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, (1000)
"We enjoyed are stay at Fisher Inn, room was clean and updated. The paddle board use was a nice perk! "
United States
Magaly
The price is P9,510
P12,616 total
includes taxes & fees
Jan 6 - Jan 7, 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, (119)
"Beautiful chilled out hotel"
United Kingdom
Jacqueline
The price is P14,428
P20,130 total
includes taxes & fees
Jan 4 - Jan 5, 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, (157)
"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 P12,105
P13,618 total
includes taxes & fees
Jan 7 - Jan 8, 2026
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 P9,356
P10,526 total
includes taxes & fees
Jan 8 - Jan 9, 2026
The Ocean View Inn & Pub

Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1000)
"Always a great stay"
United States
Ashley
Drift Hotel

Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay
2.5 star property
Key Largo
8.8 out of 10, Excellent, (1003)
"Clean room, welcoming staff, nice stay."
Germany
Verena
The price is P8,750
P9,844 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Hampton Inn Key Largo Manatee Bay

Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1071)
"Great room, friendly staff "
United States
Chengdao
Rock Reef Resort

Waterside Suites & Marina

Waterside Suites & Marina
3.5 star property
Key Largo
9.0 out of 10, Wonderful, (1175)
"Always a great experience every time we go to key largo we stay there "
United States
AMYRSA
The price is P8,871
P11,632 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Waterside Suites & 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, (1660)
"Great location, amenities, service, places to eat. Very accommodating with extended stay."
United States
Joseph
The price is P8,936
P11,705 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Marina Del Mar Resort and Marina

Amoray Dive Resort

Amoray Dive Resort
2.0 star property
Key Largo
9.2 out of 10, Wonderful, (1001)
"warm pool, great clean room"
United States
Heidi
The price is P8,405
P11,107 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Amoray Dive Resort

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, (1005)
"Great room with beautiful sunrise over the ocean! "
Canada
Heather
The price is P7,938
P10,792 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Dove Creek Resort & Marina, Trademark Collection by Wyndham

The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
2.0 star property
Key Largo
9.0 out of 10, Wonderful, (1001)
"Great place"
United States
Marc
The price is P8,614
P9,691 total
includes taxes & fees
Jan 6 - Jan 7, 2026
The Pelican Key Largo Cottages

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1597)
"The entire resort was wonderful."
Canada
Mat
The price is P11,121
P15,820 total
includes taxes & fees
Jan 25 - Jan 26, 2026
Chesapeake Beach Resort

Largo Resort

Largo Resort
3.0 star property
Key Largo
9.4 out of 10, Exceptional, (295)
"Absolutely beautiful resort! Quiet, and peaceful! "
United States
Shana
The price is P12,341
P17,787 total
includes taxes & fees
Jan 25 - Jan 26, 2026
Largo Resort

Bayside Inn Key Largo

Bayside Inn Key Largo
3.0 star property
Key Largo
8.6 out of 10, Excellent, (1624)
"Great location, Relaxing friendly atmosphere. Very basic room amenities but beautiful beach, pool, experience "
United States
Rebecca
The price is P9,515
P12,172 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Bayside Inn Key Largo

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 P9,409
P11,411 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Seafarer Key Largo

Sunset Cove Beach Resort

Sunset Cove Beach Resort
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1002)
"Always a great stay"
United States
Richard
The price is P12,236
P13,766 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Sunset Cove Beach Resort

Creekside Inn

Creekside Inn
2.5 star property
Tavernier
8.0 out of 10, Very Good, (1001)
"Very comfortable stay Local dining walking distance many amenities close by Room was very clean and AC worked great "
United States
Roy
The price is P8,933
P10,050 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Creekside Inn

Holiday Inn Key Largo by IHG

Holiday Inn Key Largo by IHG
3.0 star property
Key Largo
8.6 out of 10, Excellent, (1014)
"Excellent place to stay for a weekend "
United States
Carlos
The price is P11,100
P12,488 total
includes taxes & fees
Jan 4 - Jan 5, 2026
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

Top Windley Key Hotel Reviews

Find out more about Windley Key

Windley Key Cottages information

Number of reviews
17,873
Accommodation
12 Cottages
Lowest Price
P9,691
Highest Price
P20,130

Explore a world of travel with Expedia