Name: Coconut Cove Resort and Marina
Price range: $438 total
Rating: 9

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The Latest Windley Key vacation packages

Price found within the past 48 hours. Click for updated prices.

Cavalier Hotel South Beach

South Beach

Save 100% on your flight

$753

per person

May 24 - May 31

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.6/10 Excellent! (1,007 reviews)

Everything was perfect . I would stay there again

Reviewed on Mar 16, 2026

Creekside Inn

$791

per person

Jun 4 - Jun 10

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

7.8/10 Good! (1,027 reviews)

Older, but near our kayaking. On the canal & near several restaurants- walkable. Quiet, cool

Reviewed on Mar 16, 2026

Casablanca Miami Beach

North Beach

$1,998

per person

May 21 - May 24

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

5.8/10 (320 reviews)

Room was clean and great location beside the beach. Room had kitchette and big fridge, microwave etc. so was great. It was dated and internet didn't work in our room but worked well in the lobby. Great value for money :) happy with it.

Reviewed on Feb 22, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$11,589

per person

May 24 - May 31

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8/10 Very Good! (1 review)

La Siesta Resort & Villas

Matecumbe

Save 100% on your flight

$1,341

per person

Apr 25 - May 2

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.8/10 Excellent! (1,004 reviews)

Grrat view from room and location is awesome.

Reviewed on Mar 4, 2026

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Discover the most popular places to visit in Windley Key

Windley Key Fossil Reef Geological State Park

4.5/5(20 reviews)

Explore the fossilized reef of a former quarry in this island park, as you learn about the history and ecology from the interpretive trails.

Windley Key Hotel Deals

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

84001 Overseas Hwy Islamorada FL

Fully refundableReserve now, pay when you stay

$347 nightly

$391 total

Apr 15 - Apr 16

Total with taxes and fees

9/10 Wonderful! (171 reviews)

Ocean view was very nice from the the 2nd floor. We were just off one of the beach areas, so very happy we weren't in front the

Reviewed on Mar 17, 2026

Coconut Cove Resort and Marina

84801 Overseas Highway Islamorada FL

$389 nightly

$438 total

Mar 22 - Mar 23

Total with taxes and fees

9/10 Wonderful! (218 reviews)

The room has a mold issue, should have complained the night of. The smell was overwhelming and I woke up the next morning nacious. Low water pressure. Would not waste your time.

Reviewed on Mar 16, 2026

Fisher Inn Resort & Marina

84951 Overseas Hwy Islamorada FL

Fully refundableReserve now, pay when you stay

$294 nightly

$330 total

Apr 16 - Apr 17

Total with taxes and fees

8.4/10 Very Good! (1,004 reviews)

Needs to remodel a bit. Staff was nice and rooms were clean. No place to put supplies in shower and water pressure was weak. Couch sunk to ground. View was good. Room was large.

Reviewed on Mar 15, 2026

See all 2,742 properties in Windley Key

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.