This Art Deco resort features a private beach, a marina, and 4 restaurants. Enjoy a day at the beach snorkeling, or relax with sun loungers. Families will appreciate the arcade/game room and complimentary bicycles.

Fisher Inn Resort & Marina

84951 Overseas Hwy, Islamorada, FL

Free Cancellation

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0.53 mi from city center

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A private beach and an outdoor pool are featured at this Art Deco motel. Spend a day at the beach snorkeling, or relax with sun loungers and beach umbrellas. There's no skimping on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking.

Coconut Cove Resort and Marina

84801 Overseas Highway, Islamorada, FL

0.67 mi from city center

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A marina and an outdoor pool are featured at this hotel. Families will appreciate the children's pool and barbecue grills. Enjoy the gym and free perks like continental breakfast and free self parking.

Pool

Breakfast included

Drop Anchor

84959 Overseas Highway, 222, Islamorada, FL

0.44 mi from city center

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An outdoor pool, free self parking, and barbecue grills are featured at this hotel. WiFi in public areas is free. A business center, a garden, and a picnic area are also on offer.

Amara Cay Resort

80001 Overseas Hwy, Islamorada, FL

Free Cancellation

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5.46 mi from city center

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A private beach, 2 restaurants, and an outdoor pool are all featured at this resort. Unwind with a drink at one of the 3 bars/lounges and enjoy perks like a free area shuttle. You'll appreciate the gym, poolside bar, and laundry facilities.

On private beach

Pool

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL

Free Cancellation

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3.67 mi from city center

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This luxury resort features a private beach, a golf course, and a full-service spa. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. There's fun for all ages with a free kid's club and a playground, and families will appreciate the onsite laundry facilities.

On private beach

Pool

Chesapeake Beach Resort

83409 Overseas Hwy, Islamorada, FL

Free Cancellation

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1.82 mi from city center

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A private beach, a marina, and 2 outdoor pools are all featured at this smoke-free hotel. Enjoy a day at the beach kayaking, or relax with sun loungers. Unwind with a drink at the bar/lounge and enjoy perks like free continental breakfast and free WiFi.

On private beach

Pool

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

97000 Overseas Hwy, Key Largo, FL

10.79 mi from city center

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A private beach, 2 restaurants, and 2 outdoor pools are all featured at this resort. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Families will appreciate the arcade/game room and complimentary bicycles.

Reefhouse Resort & Marina

103800 Overseas Hwy, Key Largo, FL

Free Cancellation

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17.64 mi from city center

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This smoke-free hotel features a private beach, a full-service spa, and a marina. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Family-friendly amenities include an arcade/game room and kid-friendly dining, along with kayaking.

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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.

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Top hotels in Windley Key for Extended Stay

Island Bay Resort

92530 OVERSEAS HIGHWAY, Key Largo, Tavernier, FL

9.8/10 Exceptional! (119 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	2,738 hotels
Lowest Price
Highest Price
Popular hotels	Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, Fisher Inn Resort & Marina, Coconut Cove Resort and Marina, Drop Anchor, Amara Cay Resort, Cheeca Lodge & Spa, Chesapeake Beach Resort, Baker's Cay Resort Key Largo, Curio Collection by Hilton, Reefhouse Resort & Marina

Recent Windley Key hotel reviews by fellow wanderers

Islander Resort

5 out of 5

Posted 1 day ago

Travelocity Verified Review

"The property was very nice and the room was updated. It had a big pool and an additional pool next to the bar. The property was clean and everyone was very friendly. We will definitely come back."

A verified traveler stayed at Islander Resort