Book Cheap Hotels in Windley Key
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Check hotel availability in Windley Key
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 $260 per night
CA $260
CA $385 total
Oct 6 - Oct 7
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
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 $135 per night
CA $135
CA $197 total
Oct 9 - Oct 10
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
Coconut Cove Resort and Marina
84801 Overseas Highway, Islamorada, FL
1.08 km from city centre
The price is CA $170 per night
CA $170
CA $192 total
Oct 13 - Oct 14
includes taxes & fees
Stay at this 3-star 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
Drop Anchor
84959 Overseas Highway, 222, Islamorada, FL
0.7 km from city centre
The price is CA $126 per night
CA $126
CA $191 total
Oct 6 - Oct 7
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
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 $128 per night
CA $128
CA $239 total
Oct 5 - Oct 6
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 Florida Keys Brewing Co. and MoradaWay Arts & Cultural District 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 $348 per night
CA $348
CA $468 total
Oct 5 - Oct 6
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
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 $182 per night
CA $182
CA $284 total
Oct 5 - Oct 6
includes taxes & fees
Stay at this 3.5-star beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and 2 outdoor pools. 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
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 $306 per night
CA $306
CA $400 total
Oct 5 - Oct 6
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
Marina Del Mar Resort and Marina
527 Caribbean Drive, Key Largo, FL
Free cancellation
Reserve now, pay when you stay
22.19 km from city centre
The price is CA $120 per night
CA $120
CA $175 total
Oct 9 - Oct 10
includes taxes & fees
Stay at this hotel in Key Largo. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the breakfast and the pool 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! (132 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 | 2,763 hotels |
|---|---|
Lowest Price | CA $175 |
Highest Price | CA $5,260 |
Popular hotels | Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, Fisher Inn Resort & Marina, Coconut Cove Resort and Marina, Drop Anchor, Cheeca Lodge & Spa, Baker's Cay Resort Key Largo, Curio Collection by Hilton, Chesapeake Beach Resort, Reefhouse Resort & Marina, Marina Del Mar Resort and Marina |
Recent Windley Key hotel reviews by fellow wanderers
Coconut Cove Resort and Marina
5 out of 5
Posted 3 days ago
Travelocity Verified Review
"⭐️⭐️⭐️⭐️⭐️
We had such a wonderful stay at Coconut Cove Resort! The room was spotless, comfortable, and had everything we needed. The staff was incredibly friendly and made us feel right at home from the moment we arrived. Breakfast was fresh and delicious each morning, the perfect way to start the day. The best part was the beautiful ocean view—waking up to that scenery was unforgettable. We can’t wait to come back!"
A verified traveller stayed at Coconut Cove Resort and Marina
Hotels near…
Areas of Windley Key
Most popular
Hotels
- Motels Cumberland
- Hotels with a Pool in North Bay
- Hotels with Waterslides in Fargo
- Cottages Fenelon Falls
- Farmstay Upstate New York
- Cabins Saskatchewan
- B&B Point Edward
- Pet Friendly Hotels in Northern Ontario
- Best Western Plus Executive Inn
- Hotels in International Drive District
- Kid Friendly Hotels in St. Albert
- All Inclusive Resorts & Hotels in St. Croix Island
- Hotels in Santa María Huatulco
- HiltonHotels Hotels in Port Elgin
Flights
- Air Canada Paris (CDG) to Montreal (YUL) flights
- Montreal to Nanaimo (YUL - YCD)
- Flights to Petawawa
- JetBlue Airways Boston (BOS) to Orlando (MCO) flights
- Air Canada Toronto (YYZ) to Lagos (LOS) flights
- Air Canada Goffs (YHZ) to Newark (EWR) flights
- Edmonton to Kalispell (YEG - FCA)
- WestJet Toronto (YYZ) to Nashville (BNA) flights
- Flights from Winnipeg to Osoyoos
- Flights to Yellowstone National Park
- Avianca Toronto (YYZ) to Lima (LIM) flights
Activities
