Find cheap hotels in Windley Key
Hotels from €140
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Most frequently booked hotels in Windley Key

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy Islamorada FL
1.98 km from city centre
The price is €348 per night
€348
4 Jan - 5 Jan 2026
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort. During your stay, you'll be within walking distance of Windley Key Fossil Reef Geological State Park. Free WiFi in public areas, a free area shuttle and 3 outdoor pools are available. This property offers pet-friendly amenities, such as food and water bowls.
Yksityisellä rannalla
Uima-allas

Fisher Inn Resort & Marina
84951 Overseas Hwy Islamorada FL
0.85 km from city centre
The price is €183 per night
€183
8 Jan - 9 Jan 2026
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Fisher Inn Resort & Marina. During your stay, you're just a quick walk from Windley Key Fossil Reef Geological State Park. Free breakfast, free WiFi in public areas and free self-parking are available.
Yksityisellä rannalla
Uima-allas

Coconut Cove Resort and Marina
84801 Overseas Highway Islamorada FL
1.08 km from city centre
The price is €197 per night
€197
7 Jan - 8 Jan 2026
includes taxes & fees
Our customers tell us that they can't get enough of the pool at Coconut Cove Resort and Marina. During your stay, you're just a quick walk from Windley Key Fossil Reef Geological State Park. Features include free breakfast, free WiFi in public areas and free self-parking.
Uima-allas
Aamiainen sisältyy hintaan

Drop Anchor
84959 Overseas Highway, 222 Islamorada FL
0.7 km from city centre
The price is €165 per night
€165
4 Jan - 5 Jan 2026
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Drop Anchor. During your stay, you're just a quick walk from Windley Key Fossil Reef Geological State Park. Enjoy features like free WiFi in public areas and free self-parking, plus an outdoor pool.
Uima-allas
Lemmikkiystävällinen

Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
2.93 km from city centre
The price is €229 per night
€229
14 Jan - 15 Jan 2026
includes taxes & fees
The free breakfast at Chesapeake Beach Resort gets high marks from our customers. During your stay, you'll be within walking distance of History of Diving Museum. Enjoy features like free WiFi in public areas, plus 2 outdoor pools and a marina.
Yksityisellä rannalla
Uima-allas

Lime Tree Bay Resort
68500 Overseas Hwy Long Key FL
26.77 km from city centre
Our customers tell us they can't get enough of Lime Tree Bay Resort's great location. During your stay, you're just a quick walk from Anne's Beach. Enjoy features like free WiFi in public areas and free self-parking, plus 3 outdoor pools. This property offers pet-friendly amenities, such as food and water bowls.
Yksityisellä rannalla
Uima-allas

Waterside Suites & Marina
201 Ocean Drive Key Largo FL
22.44 km from city centre
The price is €168 per night
€168
4 Jan - 5 Jan 2026
includes taxes & fees
Waterside Suites & Marina's great location gets high marks from our customers. During your stay, you'll be within walking distance of Jimmy Johnson's Big Chill. You'll find features such as free WiFi in public areas, plus an outdoor pool and a marina. This property offers pet-friendly amenities, such as food and water bowls.
Uima-allas
Lemmikkiystävällinen

Amara Cay Resort
80001 Overseas Hwy Islamorada FL
8.79 km from city centre
The price is €282 per night
€282
8 Jan - 9 Jan 2026
includes taxes & fees
Our customers tell us they can't get enough of Amara Cay Resort's great location. During your stay, you're just a quick walk from Bud n' Mary's Dive Center. You'll find features such as 2 restaurants, 3 bars and an outdoor pool. This property offers pet-friendly amenities, such as food and water bowls.
Yksityisellä rannalla
Uima-allas

Marina Del Mar Resort and Marina
527 Caribbean Drive Key Largo FL
22.19 km from city centre
The price is €161 per night
€161
24 Dec - 25 Dec
includes taxes & fees
Marina Del Mar Resort and Marina's great location gets high marks from our customers. During your stay, you'll be within walking distance of Jimmy Johnson's Big Chill. Free WiFi in public areas, free self-parking and 2 restaurants are available.
Uima-allas
Poreallas

Reefhouse Resort & Marina
103800 Overseas Hwy Key Largo FL
28.41 km from city centre
The price is €272 per night
€272
24 Dec - 25 Dec
includes taxes & fees
Our customers tell us they can't get enough of Reefhouse Resort & Marina's great beach location. During your stay, you're just a quick walk from Caribbean Club Bar. Features include free self-parking, plus 3 restaurants and a full-service spa. This property offers pet-friendly amenities, such as food and water bowls.
Yksityisellä rannalla
Uima-allas

The Pelican Key Largo Cottages
99340 Overseas Highway Key Largo FL
21.46 km from city centre
The price is €140 per night
€140
11 Jan - 12 Jan 2026
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at The Pelican Key Largo Cottages. During your stay, you're just a quick walk from Jimmy Johnson's Big Chill. Features include free WiFi in public areas and free self-parking, plus a marina.
Yksityisellä rannalla
Pysäköinti sisältyy hintaan

Baker's Cay Resort Key Largo, Curio Collection by Hilton
97000 Overseas Hwy Key Largo FL
17.38 km from city centre
The price is €430 per night
€430
5 Jan - 6 Jan 2026
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Baker's Cay Resort Key Largo, Curio Collection by Hilton. During your stay, you'll be within walking distance of Bluefin Rock Harbor Marina. Enjoy features like 2 outdoor pools, 2 restaurants and 4 bars. This property offers pet-friendly amenities, such as food and water bowls.
Yksityisellä rannalla
Uima-allas

Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
5.91 km from city centre
The price is €444 per night
€444
15 Jan - 16 Jan 2026
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Cheeca Lodge & Spa. During your stay, you're just a quick walk from Matecumbe United Methodist Church. Free valet parking, 3 outdoor pools and 3 restaurants are available.
Yksityisellä rannalla
Uima-allas

Playa Largo Resort & Spa, Autograph Collection
97450 Overseas Highway Key Largo FL
18.57 km from city centre
The price is €375 per night
€375
19 Jan - 20 Jan 2026
includes taxes & fees
Playa Largo Resort & Spa, Autograph Collection's great beach location gets high marks from our customers. During your stay, you're just a quick walk from Bluefin Rock Harbor Marina. You'll find features such as free WiFi in public areas, plus 3 restaurants and a full-service spa. This property offers pet-friendly amenities, such as food and water bowls.
Uima-allas
Poreallas

Holiday Inn Key Largo by IHG
99701 Overseas Hwy Key Largo FL
22.06 km from city centre
The price is €181 per night
€181
4 Jan - 5 Jan 2026
includes taxes & fees
Our customers tell us that they can't get enough of the pool at Holiday Inn Key Largo by IHG. During your stay, you're just a quick walk from Jimmy Johnson's Big Chill. Free WiFi in public areas, free self-parking and 2 restaurants are available.
Uima-allas
Poreallas
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 | 2,760 hotels |
|---|---|
Lowest Price | €140 |
Highest Price | €444 |
Popular hotels | Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, Fisher Inn Resort & Marina, Coconut Cove Resort and Marina, Drop Anchor, Chesapeake Beach Resort, Lime Tree Bay Resort, Waterside Suites & Marina, Amara Cay Resort, Marina Del Mar Resort and Marina, Reefhouse Resort & Marina, The Pelican Key Largo Cottages, Baker's Cay Resort Key Largo, Curio Collection by Hilton, Cheeca Lodge & Spa, Playa Largo Resort & Spa, Autograph Collection, Holiday Inn Key Largo by IHG |
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