Windley Key Hotels from ₹10,236

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Top 10 Windley Key hotels and places to stay

Exterior
The Caribbean Resort
3.5 star property
10.0 out of 10, Exceptional, (134)
"What a wonderful resort in paradise. We stayed in the Bird of Paradise and it was perfect. Look out the window at the Atlantic Ocean. Would definitely come back again. 5 stars. "
The Caribbean Resort
2 outdoor pools, open 8:00 AM to 6:00 PM, pool loungers
The Islands of Islamorada
4.0 star property
9.6 out of 10, Exceptional, (35)
"My wife and I have been traveling to Islandmorada for many years and this place is what we have been searching for. Clean, quaint, all the amenities of a large restort withiut the corporation feel. Absolutely refreshing!"
The Islands of Islamorada
Exterior
Grassy Flats Resort & Beach Club
2.5 star property
9.4 out of 10, Exceptional, (160)
"Stunning property. Relaxing and quaint. "
The price is ₹36,426
₹40,980 total
includes taxes & fees
15 May - 16 May
Grassy Flats Resort & Beach Club
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Property grounds
Casa Morada
3.5 star property
9.4 out of 10, Exceptional, (350)
"Loved our stay! Unique property, we will be back again! Thank you!"
The price is ₹22,858
₹39,023 total
includes taxes & fees
21 May - 22 May
Casa Morada
Outdoor pool
Angler's Reef Resort by KeysCaribbean
3.5 star property
9.4 out of 10, Exceptional, (12)
"The pool and the beach are incredible. Great place to stay. Great family vacation spot. "
Angler's Reef Resort by KeysCaribbean
Outdoor pool, free pool cabanas
Sunset Inn
3.0 star property
9.2 out of 10, Wonderful, (1002)
"It was a little hard to find. But very clean, and friendly staff. "
The price is ₹11,949
₹14,277 total
includes taxes & fees
16 May - 17 May
Sunset Inn
Outdoor pool, a heated pool, pool umbrellas, pool loungers
Pines & Palms Resort
3.0 star property
9.2 out of 10, Wonderful, (955)
"Beautiful place to get away with your family"
The price is ₹16,616
₹22,659 total
includes taxes & fees
2 Jun - 3 Jun
Pines & Palms Resort
Private beach, sun-loungers, beach umbrellas, beach towels
Cheeca Lodge & Spa
4.0 star property
9.0 out of 10, Wonderful, (1009)
"Beautiful property"
The price is ₹24,966
₹33,254 total
includes taxes & fees
10 Jun - 11 Jun
Cheeca Lodge & Spa
Private beach, white sand, sun-loungers, beach towels
Chesapeake Beach Resort
2.5 star property
9.0 out of 10, Wonderful, (1317)
"Loved "
The price is ₹16,616
₹22,034 total
includes taxes & fees
19 May - 20 May
Chesapeake Beach Resort
Exterior
Lime Tree Bay Resort
3.5 star property
9.0 out of 10, Wonderful, (1012)
"Perfect spot for quiet and relaxation. We stayed across the street from the main building and had our own pool and lounge areas. This area had such perfect temperatures and a nice breeze all the time. Can't way to go back!"
The price is ₹12,879
₹18,152 total
includes taxes & fees
20 May - 21 May
Lime Tree Bay Resort
3 outdoor pools, pool cabanas (surcharge), pool umbrellas
Islander Resort
4.0 star property
9.0 out of 10, Wonderful, (1003)
"Absolutely beautifully appointed room and patio. Our family loves this resort. "
The price is ₹22,645
₹30,079 total
includes taxes & fees
19 May - 20 May
Islander Resort
Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view
Drop Anchor
3.0 star property
9.0 out of 10, Wonderful, (1004)
"We loved Drop Anchor! The property was perfect! The location, clean, quiet, beach, heated pool, tiki huts with adirondeck chairs and hammocks. Exactly, what we were looking for and thoroughly enjoyed."
The price is ₹12,767
₹17,285 total
includes taxes & fees
16 May - 17 May
Drop Anchor
Outdoor pool, pool umbrellas, pool loungers
Islander Bayside Villas and Boatslips
3.5 star property
9.0 out of 10, Wonderful, (335)
"Lovely sister property to the Islander - Resort; the, Islander Bayside resort Townhomes are wonderful. The Green Tuttle Inn. And the NEST across overseas highway great spirits & food. kitchens open until 10pm. 7 am green turtle breakfast. Or Mangrove Mike’s is a short walk North for breakfast. First night we walked to Lorelei, (15 minutes walk) for sunset. Best spot. This property is Slightly less than 2 miles NORTH from Bud and Mary’s marina and Lazy Days. Ideal for family or larger...
The price is ₹26,653
₹34,588 total
includes taxes & fees
20 May - 21 May
Islander Bayside Villas and Boatslips
Exterior
Amara Cay Resort
4.0 star property
8.8 out of 10, Excellent, (1247)
"The resort was absolutely beautiful and the staff go above and beyond. The room key bracelets were so convenient and so cute to wear. We even got to keep them as souvenirs. Definitely the best place I have ever stayed. "
The price is ₹21,786
₹29,113 total
includes taxes & fees
21 May - 22 May
Amara Cay Resort
View from property
La Jolla Resort
2.5 star property
8.8 out of 10, Excellent, (893)
"It’s a beautiful location, bed was hard. Felt like a foam bed, and paint was peeling on baseboards. Great communication from the front desk which was appreciated."
The price is ₹13,276
₹14,936 total
includes taxes & fees
16 May - 17 May
La Jolla Resort
Suite, 1 King Bed with Sofa bed, Kitchenette, Oceanfront | Terrace/patio
Sands of Islamorada
2.5 star property
8.8 out of 10, Excellent, (324)
"Super Clean rooms, nice staff, TV was basic, easy on -off highway. Nice restaurants within walking distance. "
The price is ₹14,195
₹15,969 total
includes taxes & fees
14 May - 15 May
Sands of Islamorada
Outdoor pool, pool umbrellas, pool loungers
Topsider Resort by Capital Vacations
3.5 star property
8.8 out of 10, Excellent, (59)
"I absolutely LOVED my stay. I called it my tree house in paradise. Everything you could ask for inside with the fully stocked kitchen. Two bedrooms and 3 bath. It was very clean and super quite. "
Topsider Resort by Capital Vacations
Aerial view
La Siesta Resort & Villas
4.0 star property
8.6 out of 10, Excellent, (1003)
"It was excellent, but could use a microwave in room"
The price is ₹31,881
₹40,469 total
includes taxes & fees
16 May - 17 May
La Siesta Resort & Villas
Exterior
Gulf View Waterfront Resort
2.5 star property
8.6 out of 10, Excellent, (283)
"I loved my room! Huge kitchen, huge bdrm, nice bathroom with awesome shower. Gorgeous property. I will go back again. It was all so relaxing and thats what I needed "
The price is ₹11,197
₹12,597 total
includes taxes & fees
14 May - 15 May
Gulf View Waterfront Resort
View from property
Edgewater Lodge
2.5 star property
8.6 out of 10, Excellent, (710)
"This was my 4th stay at the hotel. I gave this location a 5 star, it has everything I needed for a bae cation. Quiet and peaceful. If you need to get away for the world this is the perfect spot. No complaints hear 💕💕💕 Edgewater lodge"
The price is ₹21,346
₹24,014 total
includes taxes & fees
14 May - 15 May
Edgewater Lodge
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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.