Windley Key Hotels from ā¹11,216
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Go beyond your typical stay in Windley Key
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Our top choices for Windley Key hotels
1. Drop Anchor
Drop AnchorIslamorada
8.8 out of 10, Excellent, (1,009 reviews)
"Great stay for boaters! right on the water and easy to launch. The rooms were clean and had the essentials. The staff was super friendly and helpful."
Melissa
The price is ā¹14,030
ā¹19,164 total
includes taxes & fees
26 Jul - 27 Jul
2. Fisher Inn Resort & Marina
Fisher Inn Resort & MarinaIslamorada
8.2 out of 10, Very good, (1,005 reviews)
"clean and spacious room."
omar
The price is ā¹10,589
ā¹15,063 total
includes taxes & fees
10 Aug - 11 Aug
3. Coconut Cove Resort and Marina
Coconut Cove Resort and MarinaIslamorada
9.0 out of 10, Wonderful, (278 reviews)
"Amazing staff! Clancy is great! This place is so cute family oriented and friendly! I cant wait to stay here again!"
Lisa C
The price is ā¹18,251
ā¹20,533 total
includes taxes & fees
12 Aug - 13 Aug
4. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio ResortIslamorada
9.0 out of 10, Wonderful, (238 reviews)
"Wonderful resort and friendly staff!"
Ana
The price is ā¹20,009
ā¹29,572 total
includes taxes & fees
13 Aug - 14 Aug
5. The Ocean View Inn & Pub
The Ocean View Inn & PubIslamorada
9.0 out of 10, Wonderful, (26 reviews)
"Food was excellent and the staff was delightful.
Very accommodating"
Mark
The price is ā¹17,991
ā¹20,240 total
includes taxes & fees
12 Aug - 13 Aug
6. Chesapeake Beach Resort
Chesapeake Beach ResortMatecumbe
9.2 out of 10, Wonderful, (1,759 reviews)
"Love the place very clean and peaceful"
Elizabeth
The price is ā¹14,441
ā¹21,678 total
includes taxes & fees
9 Aug - 10 Aug
7. Cheeca Lodge & Spa
Cheeca Lodge & SpaMatecumbe
9.2 out of 10, Wonderful, (1,351 reviews)
"Great place!!"
David
The price is ā¹16,719
ā¹25,871 total
includes taxes & fees
12 Aug - 13 Aug
8. Creekside Inn
Creekside InnTavernier
7.8 out of 10, Good, (1,012 reviews)
"Great place to stay!!!!"
Cristy
The price is ā¹13,819
ā¹15,546 total
includes taxes & fees
20 Aug - 21 Aug
9. Drift Hotel
Drift HotelKey Largo
9.0 out of 10, Wonderful, (1,002 reviews)
"Perfect place for a quick reset"
Greg
The price is ā¹13,819
ā¹16,633 total
includes taxes & fees
2 Aug - 3 Aug
10. Amara Cay Resort
Amara Cay ResortMatecumbe
8.8 out of 10, Excellent, (1,301 reviews)
"Amazing stay in Amara Cay"
Leidys
The price is ā¹15,094
ā¹24,043 total
includes taxes & fees
25 Aug - 26 Aug
11. Hadley Resort and Marina
Hadley Resort and MarinaMatecumbe
7.6 out of 10, Good, (1,003 reviews)
"Booked this on Expedia based on location alone- GREAT CHOICE. Lot of help from team (thanks Eric) very unique and ākitschyā in a great location. Loved it here although we were one night only."
Bill
The price is ā¹10,589
ā¹15,064 total
includes taxes & fees
11 Aug - 12 Aug
12. Waterside Suites & Marina
Waterside Suites & MarinaKey Largo
9.0 out of 10, Wonderful, (1,419 reviews)
"Amenities were nice and location of hotel was great"
Jessica
The price is ā¹10,769
ā¹14,831 total
includes taxes & fees
19 Aug - 20 Aug
13. Hampton Inn Key Largo Manatee Bay
Hampton Inn Key Largo Manatee BayKey Largo
8.8 out of 10, Excellent, (1,032 reviews)
"Nice place to stay"
Ricardo
The price is ā¹12,590
ā¹14,164 total
includes taxes & fees
24 Aug - 25 Aug
14. Treasure Harbor
Treasure HarborIslamorada
9.0 out of 10, Wonderful, (165 reviews)
"everything was good"
ROGELIO
The price is ā¹14,688
ā¹30,104 total
includes taxes & fees
23 Aug - 24 Aug
15. La Jolla Resort
La Jolla ResortMatecumbe
9.2 out of 10, Wonderful, (1,000 reviews)
"Good location and great staff"
adrian
The price is ā¹13,819
ā¹18,263 total
includes taxes & fees
5 Aug - 6 Aug
16. Rock Reef Resort
Rock Reef ResortRock Harbor
9.2 out of 10, Wonderful, (1,166 reviews)
"Good stay"
Lisa
The price is ā¹17,295
ā¹19,457 total
includes taxes & fees
27 Jul - 28 Jul
17. Coconut Palm Inn
Coconut Palm InnTavernier
9.4 out of 10, Exceptional, (550 reviews)
"So happy with the stay, everything was clean and spacious. This is a little treasure nested in the keys. Canāt wait to be back"
judith
The price is ā¹19,903
ā¹26,193 total
includes taxes & fees
26 Jul - 27 Jul
18. Islander Resort
Islander ResortMatecumbe
9.4 out of 10, Exceptional, (1,080 reviews)
"Can't wait to stay there again!"
Sarah
The price is ā¹25,204
ā¹34,873 total
includes taxes & fees
13 Aug - 14 Aug
19. Ragged Edge Resort & Marina
Ragged Edge Resort & MarinaIslamorada
9.4 out of 10, Exceptional, (260 reviews)
"Clean and quiet"
cheryl
The price is ā¹20,924
ā¹23,539 total
includes taxes & fees
26 Jul - 27 Jul
20. Reefhouse Resort & Marina
Reefhouse Resort & MarinaKey Largo
9.4 out of 10, Exceptional, (1,497 reviews)
"Nice place to stay!!!"
Tula
The price is ā¹21,148
ā¹27,655 total
includes taxes & fees
3 Aug - 4 Aug
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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Stay near popular Windley Key attractions
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Check out the local area in Windley Keyāhome to attractions like Windley Key Fossil Reef Geological State Park and Hog Heaven.
Top Windley Key Hotel Reviews
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
10/10 Excellent
More cheap stays in Windley Key
The Pelican Key Largo Cottages
99340 Overseas Highway Key Largo FL
The price is ā¹9,970 per night from 24 Aug to 25 Aug
ā¹9,970
ā¹11,216 total
24 Aug - 25 Aug
includes taxes & fees
9/10 Wonderful! (1,009 reviews)
Hotels in Windley Key with star rating
5 Star Hotels
2 properties
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