𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Cow Key (2026)

A sunset over a beach with a wooden pier and a small structure on it.

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Our top choices for Cow Key hotels

A balcony with a view of a pool area, palm trees, and outdoor seating.

A modern living room with a desk, two chairs, a sofa, and a TV mounted on the wall.

A hotel room with a bed, a nightstand with a drawer, a wall-mounted lamp, and a patterned curtain.

A sign for Doubletree by Hilton Grand Key Resort surrounded by lush greenery and palm trees.

1. DoubleTree Resort by Hilton Grand Key - Key West

Key West

Nancy

S$215

includes taxes & fees

27 Oct - 28 Oct

A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.

A modern kitchen with a marble island, wooden cabinets, and pendant lighting.

A bar area with a thatched roof, wooden chairs, and a poolside view.

A hotel room with a balcony, a bed, a desk, and two chairs.

2. Hampton Inn Key West FL

Key West

Erika

S$244

includes taxes & fees

25 Oct - 26 Oct

A marina with boats docked, a pool area, and a building with a white facade.

A breakfast setting with a table, chairs, a vase with flowers, and a city view.

A marina with numerous boats docked, a swimming pool, and palm trees.

A clear view of turquoise ocean water and a blue sky with clouds.

3. Hilton Key West Resort & Marina

Stock Island

Eric A

S$251

includes taxes & fees

27 Oct - 28 Oct

A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.

A balcony with a wooden table and chairs, overlooking a swimming pool and palm trees.

A hotel room with a large bed, a desk, a chair, a television, and a ceiling fan.

A restaurant with wooden tables and chairs, a counter with seafood signs, and large windows.

4. The Perry Hotel & Marina Key West

Stock Island

Jade

S$281

includes taxes & fees

30 Oct - 31 Oct

A swimming pool with lounge chairs and palm trees.

A modern living room with a sectional sofa, a small round table, and a potted plant.

A bar area with a wooden counter, bar stools, and a sign that reads 'So we BEATON.'

5. Hilton Garden Inn Key West / The Keys Collection

New Town

Eli

S$204

includes taxes & fees

28 Oct - 29 Oct

A pool area with lounge chairs and umbrellas, surrounded by palm trees.

A modern office space with a reception desk, computer, and seating area.

An outdoor patio area with tables and chairs, a bar area with a counter and bar stools, and a TV mounted on the wall.

A wooden outdoor dining table set with glassware, candles, and lanterns, surrounded by lush greenery.

6. Fairfield by Marriott Inn & Suites Key West at The Keys Collection

New Town

Brian

S$217

includes taxes & fees

25 Oct - 26 Oct

A balcony with wicker furniture, a view of the sea, and a spiral staircase.

A swimming pool with lounge chairs and palm trees, overlooking a sunset over the water.

A spacious lobby with a marble floor, leather sofas, and large potted plants.

A beach with palm trees, clear blue water, and a pier extending into the sea.

7. Beachside Resort & Residences

Key West

Brenna

S$291

includes taxes & fees

27 Oct - 28 Oct

A spacious living area with a sofa, chairs, a coffee table, and a foosball table. Large windows offer a view of the outdoor area.

A couple holding hands in a tropical setting with palm trees and greenery.

A hotel room with a bed, a sofa, a round table with a book, a window with a view, and a radiator.

8. Blue Flamingo Resort Key West

New Town

Esteban

S$253

includes taxes & fees

25 Oct - 26 Oct

A spacious living room with a balcony, a ceiling fan, and a large window offering a view of the ocean.

A modern kitchen with white cabinets and a built-in microwave. There is a dining area with a table set for two, a sofa, and a balcony with a view of the ocean.

A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean at dusk.

A multi-story hotel with balconies and a well-lit entrance.

9. The Laureate Key West

New Town

Eileen

S$265

includes taxes & fees

18 Oct - 19 Oct

A wooden archway leading to a pool area surrounded by lush tropical vegetation.

A beach with palm trees, lounge chairs, and umbrellas.

A tall palm tree with a white building in the background.

A beach with palm trees, a sandy shore, and a calm sea under a clear sky.

10. Parrot Key Hotel & Villas

Northside Resort

Anthony

S$293

includes taxes & fees

29 Oct - 30 Oct

A hammock in a garden with a wooden pergola, palm trees, and a view of the ocean.

A beach volleyball court with a net, surrounded by palm trees and a hotel in the background.

A resort with a well-maintained lawn, palm trees, a pool area, and a view of the ocean.

A two-story building with a central entrance, surrounded by palm trees and a wooden walkway.

11. Hyatt Vacation Club at Windward Pointe, Key West

Key West

Tina

S$331

includes taxes & fees

28 Oct - 29 Oct

A wooden deck with wicker furniture and a glass balustrade overlooking a beach.

A beach with white lounge chairs and umbrellas, a sandy shore, and a calm sea under a partly cloudy sky.

A beachside spa with two massage tables under a canopy, overlooking the sea and a pier.

A resort with a pool leading to a beach, surrounded by palm trees and white buildings.

12. Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

Charlene

S$398

includes taxes & fees

25 Oct - 26 Oct

A beach with a wooden pier, palm trees, and beach umbrellas.

An outdoor dining area with tables and chairs, overlooking the ocean.

A modern bar area with a central island, white bar stools, and a view of the ocean.

A resort with a pool, lounge chairs, umbrellas, palm trees, and a view of the ocean.

13. The Reach Key West, Curio Collection by Hilton

Old Town Key West

Darlene

S$307

includes taxes & fees

26 Oct - 27 Oct

A swimming pool surrounded by palm trees and a natural rock formation.

A bar setting with a bartender preparing a drink, a counter with various bottles, and a TV screen in the background.

A covered outdoor seating area with a pool in the background.

A cozy room with wicker furniture, a glass coffee table, and a view of lush greenery outside.

14. Havana Cabana at Key West

New Town

Stephanie

S$291

includes taxes & fees

1 Nov - 2 Nov

A wooden boardwalk with a palm tree and lamp post, leading to a waterfront.

A pool area with lounge chairs, palm trees, and a building with a tiled roof.

A covered outdoor area with wooden tables and chairs, a view of the water, and a wooden deck with railings.

A hotel room with a desk, two beds, a TV, a ceiling fan, and a balcony with curtains.

15. Courtyard by Marriott Key West Waterfront

Northside Resort

Everton

S$251

includes taxes & fees

26 Oct - 27 Oct

A swimming pool with water splashing, surrounded by palm trees and a building in the background.

A two-story yellow house with a porch, white railings, and green shutters.

The entrance to Silver Palms Inn with a reception desk, a seating area, and a glass door.

The exterior of the Silver Palms Inn with a two-story structure, a green awning over the entrance, and a palm tree to the right.

16. Silver Palms Inn & Historic Homes

Old Town Key West

sam

S$215

includes taxes & fees

25 Oct - 26 Oct

A hotel room with a bed, a view of the beach, a hammock, and beach chairs.

A beachfront restaurant with outdoor seating, a seafood sign, and a market sign.

A pool area with blue lounge chairs, a hot tub, and a covered seating area.

A marina with boats docked, a beach resort building, and palm trees.

17. Ibis Bay Beach Resort

Northside Resort

Andre

S$238

includes taxes & fees

18 Oct - 19 Oct

Two wooden Adirondack chairs on a sandy beach with a view of the sea and a sailboat in the distance.

A two-story building with a balcony, arched windows, and a green roof.

A spacious living area with a large window, a dining table, and comfortable seating.

A wooden deck with two wooden chairs and a small table, surrounded by white railings and palm trees.

18. Hyatt Vacation Club at Beach House, Key West

Key West

Rachel

S$343

includes taxes & fees

30 Oct - 31 Oct

A dining table with plates of food, a drink, and a view of a pool and palm trees.

A hotel room with a bed, a TV, a coffee table, a sofa, and a view of the ocean.

A hotel entrance with a palm tree-lined driveway, a vintage car, and a metal canopy structure.

A beach with a palm tree and two chairs.

19. Margaritaville Beach House Key West

Key West

Richard

S$363

includes taxes & fees

29 Oct - 30 Oct

A bedroom with a bed, bedside table, lamp, and a small kitchenette. There is a balcony with wicker chairs and a glass table.

A cozy cabin with a wooden interior, a bed, a TV, and a kitchenette.

A spacious living area with a gray sofa, wooden staircase, and a kitchen in the background.

A spacious living area with a wooden staircase, a ceiling fan, a TV, and a view of the beach through an open door.

20. Eden House

Key West Historic District

Michelle

S$196

includes taxes & fees

18 Oct - 19 Oct

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Explore the area near Cow Key and other popular areas in Key West

Find the best Cow Key areas for the activities you enjoy most.

A wooden signpost with directional arrows pointing to various cities and distances.

A beach with two wooden lounge chairs and a straw umbrella.

A wooden pathway leading to a beach with seagulls flying over the water.

A coastal scene with a long bridge over turquoise waters, a sandy beach, and a palm tree.

A palm tree on a sandy beach with a clear blue sky and ocean.

Beachside

If you're spending some time in Beachside, Florida Keys Beaches and Smathers Beach are top sights worth seeing.

See properties

A beach with rocky shoreline, palm trees, and a sailboat in the distance.

White St. Gallery

If you're looking for some top things to see and do in White St. Gallery and surrounding area, you can visit Duval Street and Clarence S. Higgs Memorial Beach Park.

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A white building with a large arched entrance and multiple windows.

White Street Gallery District

If you're looking for some top things to see and do in White Street Gallery District and surrounding area, you can visit Duval Street and Clarence S. Higgs Memorial Beach Park.

See properties

Learn more about Cow Key

Just a short drive from the vibrant Duval Street, this tranquil key offers easy access to Key West's tropical botanical garden. Spend your days lounging at nearby Smathers Beach or exploring the Stock Island Yacht Club & Marina with its charming waterfront views.

See all hotels in Cow Key

Top Cow Key Hotel Reviews

The Perry Hotel & Marina Key West

10/10 Excellent

"This is a great place just minutes away from Key West proper. The rooms are nice (at least, ours was), the staff was very pleasant and helpful, and the property is well-maintained. Parking is in a gravel lot adjacent to the buildings and very close to the lobby, elevators, and restaurants. We did not use any of their resort amenities, so I will not opine on their quality. I will note that you need to add the daily resort fee to your room charge and tax to estimate the daily rate for staying there."

Pier House Resort & Spa

10/10 Excellent

"The perfect place to stay! Quiet, great soft music at the outside bar that we could hear on the private beach. Close to everything. Helpful staff. Only thing is it’s very expensive."

Havana Cabana at Key West

10/10 Excellent

"Great property, very clean and great friendly staff. Pool and bar was awesome."

Margaritaville Beach House Key West

10/10 Excellent

"Very nice and friendly staff. It was a great place."

The Southernmost Inn - Adults Only

10/10 Excellent

"I enjoy staying at this hotel when I am visiting the Keys. Anthony is fabulous at the front desk. It’s close to the action on Duval and a wonderful Italian restaurant called Abbondanza. The pools at the property are always clean and refreshing. A great way to spend the afternoon. This time I was there, they were doing maintenance on the property. You would hear occasional construction noise (sawing, drilling, banging), so it was not as relaxing sitting by the pool. At around 5:00 pm several iguanas came down from the trees to enjoy Happy Hour. The pump on the hot tub was not working, so it was basically a sit bath - with a strong smell of chlorine. It would have been nice to have that working. Other than that, it was a nice stay overall."

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent

"The resort staff was welcoming upon our arrival and the check-in process was efficient. Throughout our stay the members of your concierge service were extremely helpful, even proactively looking for and directing us to a beach that was clear of sargassum. The shuttle service was amazing with a great schedule."

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

10/10 Excellent

"Unable to understand with the staff on my arrival. It was so frustrating!! Other than that nice atmosphere."

Beachside Resort & Residences

10/10 Excellent

"We were very happy with how nice, clean and comfortable our 1 bedroom was. The staff was very helpful via text messages for anything we needed like coffee. The pool was clean and well kept. The shuttle bus to Duval street was a very pleasant surprise and the drivers were really prompt."

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent

"Great property"

More cheap stays in Cow Key

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd Key West FL

S$238

18 Oct - 19 Oct

includes taxes & fees

Hampton Inn Key West FL

3755 S Roosevelt Blvd Key West FL

S$244

25 Oct - 26 Oct

includes taxes & fees

Southwinds Motel

1321 Simonton Street Key West FL

S$244

26 Oct - 27 Oct

includes taxes & fees

Pegasus International Hotel

501 Southard Street Key West FL

S$309

2 Nov - 3 Nov

includes taxes & fees

8.2/10 Very good! (1,002 reviews)

Alexander Palms Court

715 South St Key West FL

S$325

19 Oct - 20 Oct

includes taxes & fees

9.4/10 Exceptional! (1,006 reviews)

Tranquility Guest House

302 Angela st Key West FL

S$365

19 Oct - 20 Oct

includes taxes & fees

9/10 Wonderful! (35 reviews)

Frequently asked questions

What's the best place to stay in Cow Key?

Blue Flamingo Resort Key West, located 1.2 mi (1.9 km) from the heart of Cow Key, is a top choice for your stay, based on our traveller data. Other good options for your visit to the area are Southernmost Beach Resort and Guesthouses and Margaritaville Beach House Key West. See all available top hotels, or vacation rentals in Cow Key.

What are some of the best holiday rentals that Cow Key has to offer?

Sugarloaf Key RV Resort & Cottages: This holiday home rental outside of Cow Key is located near a metro station, and offers an outdoor pool, air conditioning and free WiFi to help you feel perfectly comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind. See all vacation rentals in Cow Key.

If I need to cancel my hotel reservation in Cow Key, will I receive a refund?

Yes! You'll find that most room reservations are refundable if you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a reservation that's non-refundable, it may still be possible to cancel it and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Cow Key.

How is it staying in Cow Key?

Visitors can enjoy all that Cow Key has to offer, including the restaurants, shopping and beaches. Top sights around the area include Duval Street and Florida Keys Beaches. There are 3049 hotels and other accommodation options in the surrounding area. Find out more about Cow Key.

What should I see while I'm in Cow Key?

Notable places to visit in the surrounding area include Duval Street and Florida Keys Beaches. You'll also find Key West Tropical Forest and Botanical Garden and Stock Island Yacht Club & Marina in the area. Take a look at what more there is to see and do in Expedia's Cow Key guide.

What's the seasonal weather in Cow Key?

The hottest months are usually August and July, with an average temperature of 29°C, while the coldest months are January and February, with an average of 23°C. Average annual precipitation for Cow Key is 956 mm.

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Fort East Martello Museum and Gallery

Cow Key Hotels from S$204

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Cow Key

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Cow Key hotels

1. DoubleTree Resort by Hilton Grand Key - Key West

2. Hampton Inn Key West FL

3. Hilton Key West Resort & Marina

4. The Perry Hotel & Marina Key West

5. Hilton Garden Inn Key West / The Keys Collection

6. Fairfield by Marriott Inn & Suites Key West at The Keys Collection

7. Beachside Resort & Residences

8. Blue Flamingo Resort Key West

9. The Laureate Key West

10. Parrot Key Hotel & Villas

11. Hyatt Vacation Club at Windward Pointe, Key West

12. Casa Marina Key West, Curio Collection by Hilton

13. The Reach Key West, Curio Collection by Hilton

14. Havana Cabana at Key West

15. Courtyard by Marriott Key West Waterfront

16. Silver Palms Inn & Historic Homes

17. Ibis Bay Beach Resort

18. Hyatt Vacation Club at Beach House, Key West

19. Margaritaville Beach House Key West

20. Eden House

Explore the area near Cow Key and other popular areas in Key West

Beachside

White St. Gallery

White Street Gallery District

Learn more about Cow Key

Top Cow Key Hotel Reviews

The Perry Hotel & Marina Key West

Pier House Resort & Spa

Havana Cabana at Key West

Margaritaville Beach House Key West

The Southernmost Inn - Adults Only

DoubleTree Resort by Hilton Grand Key - Key West

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Beachside Resort & Residences

Casa Marina Key West, Curio Collection by Hilton

More cheap stays in Cow Key

Ibis Bay Beach Resort

Hampton Inn Key West FL

Southwinds Motel

Pegasus International Hotel

Alexander Palms Court

Tranquility Guest House

Frequently asked questions

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