Top Cabin Rentals in Windley Key in 2026 | Expedia

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14 Aug - 16 Aug

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11 Sept - 13 Sept

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Recommended hotels in Windley Key

View from property

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

Islamorada

United States

CATHY

Rp7.691.506 total

includes taxes & fees

15 Jul - 16 Jul

Premium bedding, individually decorated, individually furnished

Drop Anchor

Islamorada

Rp3.411.847 total

includes taxes & fees

2 Jul - 3 Jul

Exterior

Fisher Inn Resort & Marina

Islamorada

United States

Kim

Rp3.447.165 total

includes taxes & fees

13 Jul - 14 Jul

Exterior

Coconut Cove Resort and Marina

Islamorada

United States

Sean

Rp3.785.576 total

includes taxes & fees

23 Jun - 24 Jun

Classic Room, Patio, Garden View | Free WiFi

The Ocean View Inn & Pub

Islamorada

United States

Mark

Rp3.213.266 total

includes taxes & fees

15 Jul - 16 Jul

Exterior

Rock Reef Resort

Rock Harbor

United States

Benjamin jacob

Rp3.587.284 total

includes taxes & fees

6 Jul - 7 Jul

Exterior

Lime Tree Bay Resort

Long Key

United States

Tuba

Rp3.388.740 total

includes taxes & fees

28 Jun - 29 Jun

Reception

Cheeca Lodge & Spa

Matecumbe

United States

Yiset

Rp6.093.064 total

includes taxes & fees

15 Jul - 16 Jul

Garden view

Hampton Inn Key Largo Manatee Bay

Key Largo

United States

Dylan Robert

Rp2.993.921 total

includes taxes & fees

1 Jul - 2 Jul

Aerial view

Largo Resort

Key Largo

United States

William R

Rp5.138.509 total

includes taxes & fees

24 Jun - 25 Jun

Exterior

Bayside Inn Key Largo

Key Largo

United States

orlando

Rp2.913.255 total

includes taxes & fees

19 Jul - 20 Jul

Pelican Not Pet-Friendly | Individually decorated, individually furnished, blackout curtains

Sunset Cove Beach Resort

Key Largo

United States

Dawn

Rp3.280.832 total

includes taxes & fees

19 Jul - 20 Jul

Reception

Seafarer Key Largo

Rock Harbor

United States

Donald Andrew

Rp2.738.033 total

includes taxes & fees

21 Jun - 22 Jun

Front of property – evening/night

Drift Hotel

Key Largo

United States

Daniel

Rp3.922.984 total

includes taxes & fees

29 Jun - 30 Jun

Aerial view

Reefhouse Resort & Marina

Key Largo

United States

Thomas

Rp5.299.005 total

includes taxes & fees

30 Jun - 1 Jul

Exterior

Kona Kai Resort and Gallery - Adults Only

Rock Harbor

United States

Christine

Rp3.907.844 total

includes taxes & fees

23 Jun - 24 Jun

Exterior

The Pelican Key Largo Cottages

Key Largo

United States

Gary

Rp2.082.066 total

includes taxes & fees

28 Jun - 29 Jun

Exterior

Bay Harbor Lodge

Rock Harbor

United States

Kevin

Rp4.106.137 total

includes taxes & fees

23 Jun - 24 Jun

Front of property

Creekside Inn

Tavernier

United States

HEATHER

Rp2.547.752 total

includes taxes & fees

6 Jul - 7 Jul

Water view

Chesapeake Beach Resort

Matecumbe

United States

Patrick

Rp4.978.332 total

includes taxes & fees

23 Jun - 24 Jun

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Top Windley Key Hotel Reviews

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

8/10 Good

"Great rooms… property very tired.. but very nice staff"

Bayside Inn Key Largo

Bayside Inn Key Largo

10/10 Excellent

"Bayside Inn Key Largo was one of the highlights of our Florida Keys vacation. From the moment we arrived, it felt like the perfect welcome to the Keys. The property sits right on the bay and offers so many relaxing amenities packed into a small, easy to navigate resort. There is a small beach area, paddle boards, hammocks, picnic tables, lounge chairs, and even a dock overlooking the water that is perfect for watching the sunset or simply relaxing in the sun. One of my favorite memories was waking up each morning to the sound of roosters, grabbing a coffee from the fantastic self serve coffee station in the lobby, and walking down to the dock to watch the sunrise over the water. The location couldn’t be better. Snook’s Restaurant is literally next door, making it easy to walk over for breakfast, lunch, dinner, drinks, or sunset views. You can spend the day paddle boarding, swimming, sightseeing, or simply relaxing by the water without ever needing to get back in your car. Our room was clean, comfortable, and well maintained, with a comfy bed, a nice bathroom, and beautiful views of the bay. The front desk hostess was incredibly kind and helpful, making us feel welcome throughout our stay. What I loved most was that Bayside Inn doesn’t try to be a giant luxury resort. It’s small, relaxed, and unpretentious while still offering wonderful amenities and an authentic Keys atmosphere. If you’re looking for a peaceful waterfront getaway in Key Largo, this is it."

Reefhouse Resort & Marina

Reefhouse Resort & Marina

10/10 Excellent

"All the staff members were extremely helpful and very friendly!! Room very clean, Pool area great! My wife said the lobster Ravioli was the best she ever had!! So now the only bad part of our stay was we were celebrating 30th wedding anniversary and having dinner in the restaurant and a few families came in to eat and the young kids just ran all over the place!! In and out the doors, yelling, etc…. the manager tried to stop them, put no one listen including the parents, so spending $230 on dinner was a total waste, And ruin the special evening for us !! If the families have not been in the restaurant, it would of been a great night As the staff was excellent and everything we have at the restaurant between breakfast, lunch and dinner was fantastic Thanks we will be back !"

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

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

10/10 Excellent

"We love this resort. Amazing location, lots of great food nearby and the resort itself is the best we have used in the keys. Only complaint is the bathroom was a bit small the last time. Will definitely be back"

Find out more about Windley Key

Windley Key Cabin Rentals information

Number of reviews	14,813
Accommodation	0 Cabin Rentals
Lowest Price	Rp2.547.752
Highest Price	Rp7.691.506

Frequently asked questions

Are there cheap cabins in Windley Key?

Whether you'd prefer to stay next to the water or in the hills, we have a fantastic range of cheap cabins in Windley Key to suit your style and budget. Priced from Rp2.547.752 to Rp7.691.506 a night, your perfect cabin rental is waiting here.These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

Why should I book a cabin in Windley Key?

For a holiday in the great outdoors at an impressive price, there's nothing better than a cabin. Imagine rising to the sounds of the wilderness and having breakfast on your deck surrounded by stunning views. Book a cabin in Windley Key and say "see ya" to the hustle and bustle of modern life. Whether they're riverside, beachside or in the mountains, cabins offer a relaxing, rustic experience for those in need of a break.

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