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 $349 per night
CA $349
CA $484 total
includes taxes & fees
Jun 3 - Jun 4
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 $225 per night
CA $225
CA $254 total
includes taxes & fees
Jun 2 - Jun 3
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
Reserve now, pay when you stay
0.85 km from city centre
The price is CA $160 per night
CA $160
CA $224 total
includes taxes & fees
Jun 3 - Jun 4
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 $254 per night
CA $254
CA $334 total
includes taxes & fees
Jun 2 - Jun 3
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 $382 per night
CA $382
CA $485 total
includes taxes & fees
Jun 30 - Jul 1
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

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 $407 per night
CA $407
CA $533 total
includes taxes & fees
Jun 9 - Jun 10
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 $273 per night
CA $273
CA $400 total
includes taxes & fees
Jun 2 - Jun 3
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

Waterside Suites & Marina
201 Ocean Drive, Key Largo, FL
Free cancellation
Reserve now, pay when you stay
22.44 km from city centre
The price is CA $168 per night
CA $168
CA $228 total
includes taxes & fees
Jun 3 - Jun 4
Stay at this 3.5-star hotel in Key Largo. Enjoy free WiFi, a marina, and a 24-hour front desk. 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
Pet-friendly

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 $416 per night
CA $416
CA $544 total
includes taxes & fees
Jun 29 - Jun 30
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 John Pennekamp Coral Reef State Park and Bluefin Rock Harbor Marina 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! (116 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 | 2,732 hotels |
---|---|
Lowest Price | CA $160 |
Highest Price | CA $416 |
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, Baker's Cay Resort Key Largo, Curio Collection by Hilton, Cheeca Lodge & Spa, Waterside Suites & Marina, Playa Largo Resort & Spa, Autograph Collection |
Recent Windley Key hotel reviews by fellow wanderers

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
5 out of 5
Posted 14 hours ago
Travelocity Verified Review
"Beautiful grounds and great views "
A verified traveller stayed at Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
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