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Check hotel availability in Windley Key

Tonight
Check prices in Windley Key for tonight, Oct 31 - Nov 1
Oct 31 - Nov 1
Tomorrow night
Check prices in Windley Key for tomorrow night, Nov 1 - Nov 2
Nov 1 - Nov 2
Next weekend
Check prices in Windley Key for next weekend, Nov 6 - Nov 8
Nov 6 - Nov 8

Most frequently booked Windley Key hotels

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

4 out of 5
84001 Overseas Hwy Islamorada FL
Free cancellation
Reserve now, pay when you stay
1.98 km from city centre
The price is CA $290 per night
CA $290
CA $428 total
Nov 29 - Nov 30
includes taxes & fees
Book a stay at this 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 Hog Heaven are located nearby.
On private beach
Pool
Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

3.5 out of 5
84951 Overseas Hwy Islamorada FL
Free cancellation
Reserve now, pay when you stay
0.87 km from city centre
The price is CA $187 per night
CA $187
CA $256 total
Nov 1 - Nov 2
includes taxes & fees
Book a stay at this 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 Hog Heaven are located nearby.
On private beach
Pool
Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

3 out of 5
84801 Overseas Highway Islamorada FL
1.08 km from city centre
The price is CA $236 per night
CA $236
CA $266 total
Nov 1 - Nov 2
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 Hog Heaven are located nearby.
Drop Anchor

Drop Anchor

3 out of 5
84959 Overseas Highway, 222 Islamorada FL
0.7 km from city centre
The price is CA $219 per night
CA $219
CA $296 total
Nov 1 - Nov 2
includes taxes & fees
Stay at this 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 Hog Heaven are located nearby.
Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Free cancellation
Reserve now, pay when you stay
5.91 km from city centre
The price is CA $224 per night
CA $224
CA $354 total
Nov 1 - Nov 2
includes taxes & fees
Book a stay at this 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 Lorelei Restaurant & Cabana Bar are located nearby.
Reefhouse Resort & Marina

Reefhouse Resort & Marina

4.5 out of 5
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
Nov 1 - Nov 2
includes taxes & fees
Book a stay at this luxury hotel in Key Largo. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions John Pennekamp Coral Reef State Park and Jimmy Johnson's Big Chill are located nearby.
Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy Islamorada FL
Free cancellation
Reserve now, pay when you stay
2.93 km from city centre
The price is CA $196 per night
CA $196
CA $299 total
Nov 2 - Nov 3
includes taxes & fees
Book a stay at this 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
Lime Tree Bay Resort

Lime Tree Bay Resort

3.5 out of 5
68500 Overseas Hwy Long Key FL
Free cancellation
Reserve now, pay when you stay
26.68 km from city centre
The price is CA $173 per night
CA $173
CA $258 total
Nov 1 - Nov 2
includes taxes & fees
Book a stay at this beach resort in Long Key. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Long Key State Park and Fiesta Key are located nearby.
On private beach
Pool
Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton

4 out of 5
97000 Overseas Hwy Key Largo FL
Free cancellation
Reserve now, pay when you stay
17.38 km from city centre
The price is CA $343 per night
CA $343
CA $463 total
Nov 10 - Nov 11
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 John Pennekamp Coral Reef State Park and Bluefin Rock Harbor Marina are located nearby.
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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.

Top hotels in Windley Key for Extended Stay

2BR Oceanfront Suite w/ Beach & Marina Access

2BR Oceanfront Suite w/ Beach & Marina Access

Key Largo FL
The price is CA $344 per night from Nov 30 to Dec 1
CA $344
CA $416 total
Nov 30 - Dec 1
includes taxes & fees
10/10 Exceptional! (1 review)
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
2,676 hotels
Lowest Price
CA $181
Highest Price
CA $469
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, Reefhouse Resort & Marina, Chesapeake Beach Resort, Lime Tree Bay Resort, Baker's Cay Resort Key Largo, Curio Collection by Hilton

Recent Windley Key hotel reviews by fellow wanderers

The Pelican Key Largo Cottages

The Pelican Key Largo Cottages

5 out of 5
Posted 3 hours ago
Travelocity Verified Review
"Todo muy limpio buena atención da deseos de regresar en una estancia más larga."
A verified traveller stayed at The Pelican Key Largo Cottages
The Pelican Key Largo Cottages