A colorful building with a sign reading "Florida Keys Brewing Co." and a Santa Claus decoration.

Find 2 Star Hotels in Windley Key, FL from $95

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Windley Key 2 Star Hotels

Tonight
Sep 13 - Sep 14
Tomorrow
Sep 14 - Sep 15
Next weekend
Sep 18 - Sep 20
In two weeks
Sep 25 - Sep 27

Our top choices for Windley Key 2-star hotels

A beach hut with a thatched roof, surrounded by lounge chairs and a picnic table, overlooking a calm sea.
A wooden interior with a large window overlooking a beach with a thatched umbrella and lounge chairs.
A wooden dock with a boat docked at the pier, a thatched umbrella, and calm water.
A pool area with a view of the ocean, surrounded by palm trees and a clear sky.

1. Rock Reef Resort

Rock Reef Resort
Rock Harbor
United States
Tia
$110 nightly
$123 total
Sep 14 - Sep 15
Total with taxes and fees
Rock Reef Resort
A beach with palm trees, lounge chairs, and a clear view of the ocean.
A tropical garden with palm trees, various colorful plants, and a seating area with chairs.
A clear blue pool with lounge chairs and palm trees.
A resort with a thatched-roof structure, palm trees, and lounge chairs on a sandy beach.

2. Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay
Key Largo
United States
Susanna
$130 nightly
$147 total
Sep 22 - Sep 23
Total with taxes and fees
Hampton Inn Key Largo Manatee Bay
A beach with palm trees, a dock, and a boat named "STYX".
A thatched-roof hut surrounded by lush greenery and vibrant red flowers.
Two purple Adirondack chairs on a sandy beach with palm trees and a clear blue sky.
A pathway leading to a building surrounded by lush tropical vegetation and a view of the sea.

3. The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
Key Largo
United States
Kim
$91 nightly
$103 total
Sep 21 - Sep 22
Total with taxes and fees
The Pelican Key Largo Cottages
A wooden dock extending over calm turquoise water, lined with white railings and palm trees.
A waterfront patio with outdoor seating, a yellow umbrella, and a view of the water.
A wooden sign with the name 'Creekside' above a white pergola entrance.
A swimming pool with a rock waterfall feature and a 3 ft depth marker.

4. Creekside Inn

Creekside Inn
Tavernier
United States
Terry
$146 nightly
$165 total
Sep 20 - Sep 21
Total with taxes and fees
Creekside Inn
A multi-story hotel with balconies, palm trees, and a view of the water.
A marina with boats docked, surrounded by palm trees.
A spacious lobby with a reception desk, seating area, and a large aquarium display.
A swimming pool with lounge chairs and palm trees.

5. Marina Del Mar Resort and Marina

Marina Del Mar Resort and Marina
Key Largo
United States
Brenda
$159 nightly
$176 total
Sep 15 - Sep 16
Total with taxes and fees
Marina Del Mar Resort and Marina
A beach with thatched umbrellas, wooden chairs, and a wooden pier extending into the water.
A waterfront pier with wooden posts and a wooden walkway extending into the water.
A balcony with a view of the sea, a beach, and a thatched hut.
A view through a door of a tropical outdoor area with a pathway leading to a beach, palm trees, and a clear sky.

6. Sunset Cove Beach Resort

Sunset Cove Beach Resort
Key Largo
United States
Douglas
$106 nightly
$119 total
Sep 17 - Sep 18
Total with taxes and fees
Sunset Cove Beach Resort
A beach with palm trees, thatched-roof huts, and lounge chairs.
A beach with thatched umbrellas, palm trees, and lounge chairs.
A modern kitchen with a microwave, stove, and refrigerator. There is a dining area with a table and chairs.
A building facade with the text "Buzzy Plims" and a website address. There are two potted plants and a staircase leading up to the entrance.

7. Breezy Palms Resort

Breezy Palms Resort
Matecumbe
United States
Lourdes
$108 nightly
$121 total
Sep 15 - Sep 16
Total with taxes and fees
Breezy Palms Resort
A beach with lounge chairs and a blue umbrella, a pier with boats, and a mural of wings on a wall.
A tree with string lights, a wooden bench, and a building in the background.
A modern living room with a dark brown sofa, a coffee table, and a blue lamp. There is a kitchen area with a microwave and a coffee machine. A painting of a beach scene is on the wall.
A beach with lounge chairs, kayaks, and a wooden pier.

8. Drift Hotel

Drift Hotel
Key Largo
United States
Sheily
$94 nightly
$106 total
Sep 24 - Sep 25
Total with taxes and fees
Drift Hotel
A white building with a purple door, surrounded by palm trees.
A bedroom with a bed, nightstands, a bench, a TV, a painting, and a view through a glass door.
A beach with a boat docked near the shore, a thatched-roof structure, and palm trees.
A beachside seating area with two white Adirondack chairs and a small table under a thatched roof structure.

9. Amoray Dive Resort

Amoray Dive Resort
Key Largo
United States
P
$112 nightly
$126 total
Sep 14 - Sep 15
Total with taxes and fees
Amoray Dive Resort
A wooden deck with rustic furniture, a grill, and a view of the beach and palm trees.
A beach with wooden lounge chairs, palm trees, and a clear view of the ocean.
A bedroom with a bed, two chairs, a sofa, a TV, and a large window with a view of the ocean.
A beachfront property with a staircase leading to a light blue building, palm trees, and a clear view of the ocean.

10. La Jolla Resort

La Jolla Resort
Matecumbe
United States
Tamara
$84 nightly
$95 total
Oct 5 - Oct 6
Total with taxes and fees
La Jolla Resort
A beachside lounge with two blue umbrellas, a hammock, and lounge chairs.
A sunset over a calm body of water with a dock and lounge chairs.
A bakery display case with various muffins and frittatas labeled with flavors like blueberry, cranberry orange, banana walnut, chocolate, egg cheese vegetable fritta, egg sausage fritta, and egg cheese fritta.
A beach scene with colorful Adirondack chairs, a blue umbrella, and a view of the ocean.

11. Seafarer Key Largo

Seafarer Key Largo
Rock Harbor
United States
Susan
$113 nightly
$127 total
Sep 14 - Sep 15
Total with taxes and fees
Seafarer Key Largo
A view through a window with metal bars, featuring a beach with palm trees, a thatched umbrella, and a wooden dock.
A beachside resort with lounge chairs, a pool, and palm trees.
A beach with kayaks lined up near the water's edge, palm trees, and lounge chairs.
A tropical resort with a paved pathway leading to a building, surrounded by palm trees and lush greenery.

12. Kona Kai Resort and Gallery - Adults Only

Kona Kai Resort and Gallery - Adults Only
Rock Harbor
United States
Laura
$174 nightly
$196 total
Sep 14 - Sep 15
Total with taxes and fees
Kona Kai Resort and Gallery - Adults Only
A beach with a thatched umbrella, lounge chairs, and a clear view of the ocean.
A beach view with palm trees and a thatched-roof structure.
A compact kitchen with wooden cabinets, a refrigerator, and a window with curtains.
A compact kitchen with modern appliances, a dining area with a sofa, and a large window providing natural light.

13. Matecumbe Resort

Matecumbe Resort
Matecumbe
United States
paul
$127 nightly
$143 total
Sep 24 - Sep 25
Total with taxes and fees
Matecumbe Resort
A beachside lounge with wooden lounge chairs and blue umbrellas, overlooking a calm sea and docked boats.
A beach with wooden lounge chairs and umbrellas, palm trees, and a clear view of the ocean.
A tropical resort with a wooden deck leading to a blue door, surrounded by lush greenery and palm trees.
A reception desk with a floral arrangement, framed welcome sign, and a check-in/out schedule.

14. Island Bay Resort

Island Bay Resort
Tavernier
United States
Katie Lyn
$227 nightly
$256 total
Sep 29 - Sep 30
Total with taxes and fees
Island Bay Resort
A beach with rows of sun loungers and palm trees.
A clear blue swimming pool with a metal railing, surrounded by palm trees and a view of the ocean.
A spacious room with a high ceiling, a ceiling fan, a dining table with chairs, a sofa, and a television mounted on the wall.
Three Adirondack chairs facing a sunset over a body of water.

15. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
Islamorada
United States
Marianne
$88 nightly
$99 total
Sep 20 - Sep 21
Total with taxes and fees
Ragged Edge Resort & Marina
A pier extending into clear blue water with boats docked.
An aerial view of a coastal hotel with a pool, multiple buildings, and a pier extending into the water.
An aerial view of a coastal resort with multiple buildings, a dock with boats, and a clear view of the ocean.
A beachside area with thatched umbrellas, picnic tables, and a pool.

16. Edgewater Lodge

Edgewater Lodge
Long Key
United States
Yudisley
$152 nightly
$171 total
Sep 16 - Sep 17
Total with taxes and fees
Edgewater Lodge
A pool area with palm trees and a building with a white roof.
A coastal scene with rocky shores, a wooden pier, and calm water.
A coastal property with a grassy lawn, palm trees, and a white fence overlooking the sea.
A spacious interior with a central open area, a balcony with a railing, and a tiled floor.

17. Bahia Bay Resort

Bahia Bay Resort
Rock Harbor
United States
Ben
$169 nightly
$190 total
Sep 14 - Sep 15
Total with taxes and fees
Bahia Bay Resort
A beach with rows of sun loungers and palm trees, a clear blue sky, and a calm sea.
A wooden pier with boats docked, a clear blue sky, and palm trees in the background.
A row of beachside cottages with a concrete walkway leading to the ocean.
A beachfront property with a covered deck, outdoor seating, and a visible RV.

18. Fiesta Key RV Resort

Fiesta Key RV Resort
Long Key
United States
Wendy
Fiesta Key RV Resort
A bedroom with a large bed, a sliding glass door to a balcony, a wooden cabinet, and a kitchen area with a microwave.
A bedroom with a bed, a nightstand, a chair, and a door.
A hotel room with two beds, each with a different patterned bedspread, a nightstand with a lamp, framed artwork on the wall, and an air conditioning unit.
A bathroom with a sink, toilet, and shower. There is a mirror above the sink and a shelf with towels.

19. The Ocean View Inn & Pub

The Ocean View Inn & Pub
Islamorada
United States
Maria
$191 nightly
$215 total
Oct 12 - Oct 13
Total with taxes and fees
The Ocean View Inn & Pub
An aerial view of a tropical resort with clear waters, a dock, and several kayaks.
A house with a covered porch, surrounded by palm trees and lush greenery.
A gazebo with a bench, surrounded by trees and gravel.
A balcony with wicker chairs, a glass table, and a vase with red flowers.

20. Coconut Bay Resort Key Largo

Coconut Bay Resort Key Largo
Rock Harbor
United States
jazmin
Coconut Bay Resort Key Largo
Save an average of 15% on thousands of hotels when you're signed in

Explore similar 3-star hotels

Many 3-star hotels have the same amenities as 2-star hotels. See all 3-star hotels in Windley Key.
Waterside Suites & Marina

Waterside Suites & Marina

201 Ocean Drive Key Largo FL
$124 nightly
$140 total
Oct 14 - Oct 15
Total with taxes and fees
9/10 Wonderful! (1,475 reviews)
Waterside Suites & Marina
Bayside Inn Key Largo

Bayside Inn Key Largo

99490 Overseas Hwy Key Largo FL
$140 nightly
$154 total
Sep 24 - Sep 25
Total with taxes and fees
8.6/10 Excellent! (1,841 reviews)
Bayside Inn Key Largo
Chesapeake Beach Resort

Chesapeake Beach Resort

83409 Overseas Hwy Islamorada FL
$187 nightly
$211 total
Oct 14 - Oct 15
Total with taxes and fees
9.2/10 Wonderful! (1,776 reviews)
Chesapeake Beach Resort
Still don't see what you're looking for?
See all properties in Windley Key.
You can also use these popular filters to refine your search.
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.

Learn more about Windley Key

Check out the local area in Windley Key—home to attractions like Windley Key Fossil Reef Geological State Park and Hog Heaven.

See all hotels in Windley Key
A colorful building with a sign reading "Florida Keys Brewing Co." and a Santa Claus decoration.

Top Windley Key Hotel Reviews

The Pelican Key Largo Cottages

The Pelican Key Largo Cottages

8/10 Good
"Just what we needed!! We just had a single room, nothing fancy but clean. Rock driveways and a small quiet beach. Lounge chairs, some shade,gulf side, restaurants, close by. It’s one of those little gems that you want to keep secret all to yourself."
Steve 1-night trip
Posted 19 hours ago
The Pelican Key Largo Cottages

Find out more about Windley Key

Windley Key Motel Guide

Planning a getaway with only a few bucks to spare? Expedia can help! With the inexpensive rates at the top motels in Windley Key, Islamorada you can put together the vacation of your dreams without spending every penny of your yearly travel budget.

These smaller places are ideal if you need a home base that lets you easily explore the local sights; many of the best motels in Windley Key are located near major freeways and public transportation. Plus, when you book a cheap deal on a motel in Windley Key, you’ll find quiet rooms, complimentary toiletries, and comfortable sleeping areas, so you can unwind after a long day.

No matter which motel you choose, don't forget to use the travel tools at Expedia to search for local discounts, compare rates on the hottest motels, and plan your next vacation. You won't believe how budget-friendly an amazing getaway can be.

Also, feel free to check out the motels near me page to find the cheapest deals on motels near your current location.

Explore a world of travel with Expedia