A colorful building with a sign reading "Florida Keys Brewing Co." and a Santa Claus decoration.

Search Condo Resorts in Windley Key

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan
No exact matches found, but these alternatives could be just right

Recommended hotels in Windley Key

Exterior

1. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very good, (1,003 reviews)
"Love that they have a food truck on the property!"
United States
Alexandra
The price is SAR 412
SAR 586 total
includes taxes & fees
21 Sep - 22 Sep
Fisher Inn Resort & Marina
Room, 1 King Bed, Balcony, Ocean View (Balcony) | Premium bedding, in-room safe, laptop workspace, iron/ironing board

2. 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, (273 reviews)
"Beautiful place Great beds Lots of dining options"
Canada
Eslita
The price is SAR 748
SAR 1,116 total
includes taxes & fees
27 Sep - 28 Sep
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view

3. Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.6 out of 10, Excellent, (1,000 reviews)
"Great location,"
United States
Marianela
The price is SAR 450
SAR 637 total
includes taxes & fees
21 Sep - 22 Sep
Drop Anchor
Exterior

4. Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (293 reviews)
"Excellent stay! Love this place and will definitely be back!"
United States
Hailey Ritch and Patrick
The price is SAR 560
SAR 630 total
includes taxes & fees
20 Sep - 21 Sep
Coconut Cove Resort and Marina
Classic Room, Patio, Garden View | WiFi (free)

5. The Ocean View Inn & Pub

The Ocean View Inn & Pub
2.0 star property
Islamorada
9.2 out of 10, Wonderful, (31 reviews)
"Very friendly staff"
United States
Maria
The price is SAR 700
SAR 787 total
includes taxes & fees
22 Sep - 23 Sep
The Ocean View Inn & Pub
Private beach, white sand, sun loungers, beach towels

6. Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,778 reviews)
"Excellent location, nice breakfast."
United States
Suresh
The price is SAR 538
SAR 817 total
includes taxes & fees
29 Sep - 30 Sep
Chesapeake Beach Resort
House, 3 Bedrooms, Ocean View, Oceanfront | Lanai

7. La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,003 reviews)
"Loved this place! driving in I wasn’t too sure but when we open the door to our King suite absolutely stunning clean smelled amazing and walk right up to the water. You can paddleboard kayak. We loved our stay."
United States
Tamara
The price is SAR 412
SAR 569 total
includes taxes & fees
28 Sep - 29 Sep
La Jolla Resort
Exterior

8. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
Islamorada
9.6 out of 10, Exceptional, (270 reviews)
"Incredible place, ample room and everything you need to cook and to bbq."
United States
Nathalie
The price is SAR 281
SAR 317 total
includes taxes & fees
20 Sep - 21 Sep
Ragged Edge Resort & Marina
Balcony

9. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,437 reviews)
"Excellent hotel to spend good time with friends and family, just amazing."
United States
RAIBEL
The price is SAR 515
SAR 854 total
includes taxes & fees
24 Sep - 25 Sep
Cheeca Lodge & Spa
Exterior

10. Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,121 reviews)
"Great palace to stay at a reasonable price"
United States
John
The price is SAR 735
SAR 1,081 total
includes taxes & fees
30 Sep - 1 Oct
Islander Resort
Exterior

11. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (748 reviews)
"Great resorts - will return again. Highly recommend"
United States
Lourdes
The price is SAR 277
SAR 371 total
includes taxes & fees
30 Sep - 1 Oct
Breezy Palms Resort
View from room

12. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,313 reviews)
"amazing clean stay."
United States
MICHAEL
The price is SAR 594
SAR 942 total
includes taxes & fees
24 Sep - 25 Sep
Amara Cay Resort
25-inch flat-screen TV with digital channels, TV

13. Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (175 reviews)
"We loved sitting in the deck in the evening and again in the morning."
Canada
Molly
The price is SAR 436
SAR 1,019 total
includes taxes & fees
1 Oct - 2 Oct
Treasure Harbor
Exterior

14. Dove Creek Resort & Marina, Trademark Collection by Wyndham

Dove Creek Resort & Marina, Trademark Collection by Wyndham
3.0 star property
Key Largo
7.8 out of 10, Good, (1,002 reviews)
"Great place to stay"
United States
Omar Ahmad
The price is SAR 352
SAR 515 total
includes taxes & fees
27 Sep - 28 Sep
Dove Creek Resort & Marina, Trademark Collection by Wyndham
On the beach, sun loungers, snorkeling, kayaking

15. Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,002 reviews)
"Very nice and clean we really enjoyed the private beach as well"
United States
Sheily
The price is SAR 352
SAR 438 total
includes taxes & fees
22 Sep - 23 Sep
Drift Hotel
Balcony view

16. Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1,001 reviews)
"Great location and good rates for the 2 nights that we stayed. Staff was great and helpful. Closed to shops, cafe, and restaurants."
United States
Pang
The price is SAR 444
SAR 622 total
includes taxes & fees
28 Sep - 29 Sep
Hadley Resort and Marina
Sundeck

17. Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1,185 reviews)
"Absolutely lovely resort, we always have a wonderful stay ♥️"
United States
Tia
The price is SAR 380
SAR 427 total
includes taxes & fees
21 Sep - 22 Sep
Rock Reef Resort
Restaurant

18. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
3.5 star property
Matecumbe
9.0 out of 10, Wonderful, (462 reviews)
"Nice place very clean , quiet . Was great stay for us , thank you"
United States
beata
The price is SAR 833
SAR 1,191 total
includes taxes & fees
28 Sep - 29 Sep
Bayside Villas by Islander Resort
View from property

19. Creekside Inn

Creekside Inn
2.5 star property
Tavernier
7.8 out of 10, Good, (1,017 reviews)
"Great place to stay for the night."
United States
Terry
The price is SAR 597
SAR 672 total
includes taxes & fees
20 Sep - 21 Sep
Creekside Inn
Exterior

20. Seafarer Key Largo

Seafarer Key Largo
2.0 star property
Rock Harbor
9.2 out of 10, Wonderful, (239 reviews)
"simple breakfast, older place but clean room, access to the beach - very convenient and nice!"
United States
ANDREW
The price is SAR 377
SAR 477 total
includes taxes & fees
27 Sep - 28 Sep
Seafarer Key Largo
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

Rock Reef Resort

Rock Reef Resort

8/10 Good
"Perfect for our night stop down to Key West. Clean room and very friendly staff."
sharon 1-night trip
Posted 3 hours ago
Rock Reef Resort