Book Cheap Hotels in Windley Key
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Most frequently booked Windley Key hotels

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy, Islamorada, FL
Free cancellation
Reserve now, pay when you stay
1.98 km from city centre
The price is CA $355 per night
CA $355
CA $492 total
Jun 1 - Jun 2
includes taxes & fees
Stay at this 3.5-star beach resort in Islamorada. Enjoy free WiFi, 3 outdoor pools, and 4 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Windley Key Fossil Reef Geological State Park and History of Diving Museum are located nearby.
On private beach
Pool

Coconut Cove Resort and Marina
84801 Overseas Highway, Islamorada, FL
1.08 km from city centre
The price is CA $222 per night
CA $222
CA $250 total
May 20 - May 21
includes taxes & fees
Book a stay at this beach hotel in Islamorada. Enjoy free breakfast, free parking, and a marina. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Windley Key Fossil Reef Geological State Park and History of Diving Museum are located nearby.
Pool
Breakfast included

Fisher Inn Resort & Marina
84951 Overseas Hwy, Islamorada, FL
Free cancellation
0.85 km from city centre
The price is CA $200 per night
CA $200
CA $270 total
May 20 - May 21
includes taxes & fees
Stay at this 3.5-star beach motel in Islamorada. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Windley Key Fossil Reef Geological State Park and Rain Barrel Village are located nearby.
On private beach
Pool

Drop Anchor
84959 Overseas Highway, 222, Islamorada, FL
0.7 km from city centre
The price is CA $208 per night
CA $208
CA $283 total
May 20 - May 21
includes taxes & fees
Stay at this 3-star hotel in Islamorada. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Windley Key Fossil Reef Geological State Park and Rain Barrel Village are located nearby.
Pool
Pet-friendly

Reefhouse Resort & Marina
103800 Overseas Hwy, Key Largo, FL
Free cancellation
Reserve now, pay when you stay
28.41 km from city centre
The price is CA $348 per night
CA $348
CA $447 total
Jun 1 - Jun 2
includes taxes & fees
Stay at this 3.5-star beach hotel in Key Largo. Enjoy free parking, a full-service spa, and 3 restaurants. Our guests praise the pool and the bar in our reviews. Popular attractions John Pennekamp Coral Reef State Park and Jimmy Johnson's Big Chill are located nearby.
On private beach
Pool

Chesapeake Beach Resort
83409 Overseas Hwy, Islamorada, FL
Free cancellation
Reserve now, pay when you stay
2.93 km from city centre
The price is CA $250 per night
CA $250
CA $360 total
May 26 - May 27
includes taxes & fees
Book a stay at this beach hotel in Islamorada. Enjoy 2 outdoor pools, a private beach, and a 24-hour front desk. Our guests praise the breakfast and the pool in our reviews. Popular attractions History of Diving Museum and Windley Key Fossil Reef Geological State Park are located nearby.
On private beach
Pool

Baker's Cay Resort Key Largo, Curio Collection by Hilton
97000 Overseas Hwy, Key Largo, FL
Free cancellation
Reserve now, pay when you stay
17.38 km from city centre
The price is CA $402 per night
CA $402
CA $530 total
May 27 - May 28
includes taxes & fees
Book a stay at this beach resort in Key Largo. Enjoy 2 outdoor pools, 2 restaurants, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Jimmy Johnson's Big Chill and John Pennekamp Coral Reef State Park are located nearby.
On private beach
Pool

Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Free cancellation
Reserve now, pay when you stay
5.91 km from city centre
The price is CA $278 per night
CA $278
CA $407 total
May 28 - May 29
includes taxes & fees
Stay at this 5-star luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Matecumbe United Methodist Church and Florida Keys Brewing Co. are located nearby.
On private beach
Pool

Playa Largo Resort & Spa, Autograph Collection
97450 Overseas Highway, Key Largo, FL
Free cancellation
Reserve now, pay when you stay
18.57 km from city centre
The price is CA $390 per night
CA $390
CA $515 total
Jun 15 - Jun 16
includes taxes & fees
Stay at this 4.5-star luxury resort in Key Largo. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Jimmy Johnson's Big Chill and John Pennekamp Coral Reef State Park are located nearby.
Pool
Hot tub
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.
Top hotels in Windley Key for Extended Stay

Island Bay Resort
92530 OVERSEAS HIGHWAY, Key Largo, Tavernier, FL
9.8/10 Exceptional! (115 reviews)
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.
Windley Key hotels essential information
Accommodation | 2,726 hotels |
---|---|
Lowest Price | CA $136 |
Highest Price | CA $402 |
Popular hotels | Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, Coconut Cove Resort and Marina, Fisher Inn Resort & Marina, Drop Anchor, Reefhouse Resort & Marina, Chesapeake Beach Resort, Baker's Cay Resort Key Largo, Curio Collection by Hilton, Cheeca Lodge & Spa, Playa Largo Resort & Spa, Autograph Collection |
Recent Windley Key hotel reviews by fellow wanderers

Coconut Cove Resort and Marina
5 out of 5
Posted 7 hours ago
Travelocity Verified Review
"Very friendly staff.beutiful pool.will come back again"
A verified traveller stayed at Coconut Cove Resort and Marina
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