Hotels with a Pool in Key West

November 2026
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Hotels with a Pool in Key West

Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Key West on Hotels.com. These Key West Hotels with a Pool consistently deliver on quality, location and traveler experience. Last updated on October 25, 2026.

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

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
New Town
  • Outdoor pool
  • Poolside bar
CNY731
CNY1,010 total
includes taxes & fees
Nov 1 - Nov 2
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

2. Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
  • Outdoor pool
  • Poolside bar
  • Pool loungers
CNY860
CNY968 total
includes taxes & fees
Oct 26 - Oct 27
Hampton Inn Key West FL

3. Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
Key West Historic District
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Near the beach
  • Full-service spa
CNY1,979
CNY2,766 total
includes taxes & fees
Nov 9 - Nov 10
Ocean Key Resort - A Noble House Resort

4. Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Near the beach
  • Full-service spa
CNY1,554
CNY2,236 total
includes taxes & fees
Oct 26 - Oct 27
Hyatt Centric Key West Resort and Spa

5. Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
Old Town Key West
  • Outdoor pool
  • Poolside bar
  • Near the beach
  • Hot tub
CNY1,728
CNY2,206 total
includes taxes & fees
Oct 29 - Oct 30
Opal Key Resort & Marina, Key West

6. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
  • 2 outdoor pools
  • Pool loungers
  • On private beach
  • Full-service spa
CNY1,638
CNY2,294 total
includes taxes & fees
Nov 2 - Nov 3
Casa Marina Key West, Curio Collection by Hilton

7. Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
Old Town Key West
  • Outdoor pool
  • Near the beach
CNY714
CNY1,254 total
includes taxes & fees
Oct 26 - Oct 27
Silver Palms Inn & Historic Homes

8. The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
Key West Historic District
  • 3 outdoor pools
  • Poolside bar
  • Pool loungers
  • Near the beach
CNY1,396
CNY2,006 total
includes taxes & fees
Oct 29 - Oct 30
The Marker Key West Harbor Resort

9. Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
Northside Resort
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Hot tub
CNY1,061
CNY1,193 total
includes taxes & fees
Oct 27 - Oct 28
Courtyard by Marriott Key West Waterfront

10. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Near the beach
CNY792
CNY1,116 total
includes taxes & fees
Oct 29 - Oct 30
DoubleTree Resort by Hilton Grand Key - Key West

11. La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
Key West Historic District
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Near the beach
CNY1,661
CNY2,094 total
includes taxes & fees
Oct 26 - Oct 27
La Concha Key West, Autograph Collection

12. Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only
Old Town Key West
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Near the beach
  • Hot tub
CNY1,706
CNY1,919 total
includes taxes & fees
Oct 26 - Oct 27
Almond Tree Inn Hotel - Adults Only

13. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
  • 2 outdoor pools
  • 2 poolside bars
  • Pool loungers
  • Hot tub
CNY774
CNY1,246 total
includes taxes & fees
Oct 26 - Oct 27
Blue Flamingo Resort Key West

14. The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
Old Town Key West
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • On private beach
  • Full-service spa
CNY1,468
CNY2,102 total
includes taxes & fees
Nov 15 - Nov 16
The Reach Key West, Curio Collection by Hilton

15. Ella's Cottages - Key West Historic Inns

Ella's Cottages - Key West Historic Inns
Old Town Key West
  • Outdoor pool
  • Pool loungers
CNY1,334
CNY1,838 total
includes taxes & fees
Oct 26 - Oct 27
Ella's Cottages - Key West Historic Inns

16. Lighthouse Hotel - Key West Historic Inns

Lighthouse Hotel - Key West Historic Inns
Old Town Key West
  • Outdoor pool
  • Poolside bar
  • Pool loungers
CNY1,334
CNY1,838 total
includes taxes & fees
Oct 26 - Oct 27
Lighthouse Hotel - Key West Historic Inns

17. Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • On private beach
  • Hot tub
CNY1,157
CNY1,767 total
includes taxes & fees
Oct 26 - Oct 27
Pier House Resort & Spa

18. Havana Cabana at Key West

Havana Cabana at Key West
New Town
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Hot tub
CNY1,081
CNY1,640 total
includes taxes & fees
Nov 15 - Nov 16
Havana Cabana at Key West

19. Douglas House - Adults Only

Douglas House - Adults Only
Old Town Key West
  • Outdoor pool
CNY944
CNY1,169 total
includes taxes & fees
Oct 26 - Oct 27
Douglas House - Adults Only

20. Hyatt Vacation Club at Sunset Harbor, Key West

Hyatt Vacation Club at Sunset Harbor, Key West
Old Town Key West
  • Outdoor pool
CNY1,772
CNY2,219 total
includes taxes & fees
Nov 18 - Nov 19
Hyatt Vacation Club at Sunset Harbor, Key West
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Discover your perfect hotel with a pool in Key West

Breakfast included
Hot tub
4 stars
Spa
Water park

Hotels with pools and free breakfast in Key West

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
Old Town Key West
CNY789
CNY1,398 total
includes taxes & fees
Oct 26 - Oct 27
Southernmost Beach Resort and Guesthouses

Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
CNY1,157
CNY1,767 total
includes taxes & fees
Oct 26 - Oct 27
Pier House Resort & Spa

Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
Old Town Key West
CNY714
CNY1,254 total
includes taxes & fees
Oct 26 - Oct 27
Silver Palms Inn & Historic Homes

Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
CNY860
CNY968 total
includes taxes & fees
Oct 26 - Oct 27
Hampton Inn Key West FL

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
CNY954
CNY1,456 total
includes taxes & fees
Oct 26 - Oct 27
Parrot Key Hotel & Villas

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
CNY792
CNY1,116 total
includes taxes & fees
Oct 29 - Oct 30
DoubleTree Resort by Hilton Grand Key - Key West

The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
Key West Historic District
CNY1,396
CNY2,006 total
includes taxes & fees
Oct 29 - Oct 30
The Marker Key West Harbor Resort

Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
CNY777
CNY1,265 total
includes taxes & fees
Oct 28 - Oct 29
Hilton Key West Resort & Marina

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

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
New Town
CNY731
CNY1,010 total
includes taxes & fees
Nov 1 - Nov 2
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
Old Town Key West
CNY1,468
CNY2,102 total
includes taxes & fees
Nov 15 - Nov 16
The Reach Key West, Curio Collection by Hilton
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Hotels with pools and hot tubs in Key West

Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
CNY1,157
CNY1,767 total
includes taxes & fees
Oct 26 - Oct 27
Pier House Resort & Spa

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
CNY774
CNY1,246 total
includes taxes & fees
Oct 26 - Oct 27
Blue Flamingo Resort Key West

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
New Town
CNY740
CNY1,020 total
includes taxes & fees
Oct 29 - Oct 30
Hilton Garden Inn Key West / The Keys Collection

Havana Cabana at Key West

Havana Cabana at Key West
New Town
CNY1,081
CNY1,640 total
includes taxes & fees
Nov 15 - Nov 16
Havana Cabana at Key West

Beachside Resort & Residences

Beachside Resort & Residences
Key West
Beachside Resort & Residences

Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
CNY1,461
CNY2,065 total
includes taxes & fees
Oct 26 - Oct 27
Margaritaville Beach House Key West

Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
Northside Resort
CNY1,061
CNY1,193 total
includes taxes & fees
Oct 27 - Oct 28
Courtyard by Marriott Key West Waterfront

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
Key West
CNY1,291
CNY1,752 total
includes taxes & fees
Oct 28 - Oct 29
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West
Key West
CNY1,255
CNY1,712 total
includes taxes & fees
Oct 26 - Oct 27
Hyatt Vacation Club at Beach House, Key West

Tropical Inn

Tropical Inn
Old Town Key West
CNY1,083
CNY1,385 total
includes taxes & fees
Oct 29 - Oct 30
Tropical Inn
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4-star hotels with pools in Key West

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
Old Town Key West
CNY789
CNY1,398 total
includes taxes & fees
Oct 26 - Oct 27
Southernmost Beach Resort and Guesthouses

Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
CNY1,157
CNY1,767 total
includes taxes & fees
Oct 26 - Oct 27
Pier House Resort & Spa

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
CNY792
CNY1,116 total
includes taxes & fees
Oct 29 - Oct 30
DoubleTree Resort by Hilton Grand Key - Key West

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
CNY954
CNY1,456 total
includes taxes & fees
Oct 26 - Oct 27
Parrot Key Hotel & Villas

The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
Key West Historic District
CNY1,396
CNY2,006 total
includes taxes & fees
Oct 29 - Oct 30
The Marker Key West Harbor Resort

The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
Old Town Key West
CNY1,468
CNY2,102 total
includes taxes & fees
Nov 15 - Nov 16
The Reach Key West, Curio Collection by Hilton

Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
CNY777
CNY1,265 total
includes taxes & fees
Oct 28 - Oct 29
Hilton Key West Resort & Marina

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
CNY678
CNY1,153 total
includes taxes & fees
Nov 16 - Nov 17
The Perry Hotel & Marina Key West

Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive
Old Town Key West
CNY954
CNY1,917 total
includes taxes & fees
Oct 27 - Oct 28
Southernmost House - Adult Exclusive

Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
CNY1,554
CNY2,236 total
includes taxes & fees
Oct 26 - Oct 27
Hyatt Centric Key West Resort and Spa
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Top neighborhoods in Key West

Old Town Key West

Old Town, the historic heart of Key West, boasts a central business district and numerous tourist attractions. Explore the Key West Aquarium, Ernest Hemingway House, Mallory Square, and more in this vibrant area.

New Town

New Town gives you a quieter slice of Key West living away from the tourist crowds. This peaceful residential area offers wide streets for strolling and a glimpse into authentic island life. Nearby Smathers Beach and the Key West Tropical Forest provide natural escapes when you need a break from the bustle. Budget-friendly chain hotels and vacation rentals make this area wallet-friendly for longer stays. Cuban-American eateries and family restaurants offer affordable meals, while shopping plazas with grocery stores help you feel right at home. A car is handy, but free parking is plentiful throughout the neighborhood.

Downtown Key West

Downtown Key West dazzles with its historic charm and non-stop energy. Wander Duval Street's lively scene, visit Hemingway's famous six-toed cat sanctuary, or catch the sunset celebration at Mallory Square where fire-breathers and musicians perform against stunning Gulf backdrops. The neighborhood's Victorian mansions with gingerbread trim and weathered coral stone churches create a unique tropical atmosphere. The area serves up fresh seafood from casual waterfront joints to upscale restaurants. Most attractions sit within a walkable six-block radius, though you can hop on the Conch Tour Train when your feet need a break. Boutique hotels and historic inns with tropical courtyards offer charming places to crash after experiencing the legendary bar scene.

Key West Historic District

Old Town Key West boasts a rich history with 2485 historic buildings, and is home to popular attractions like Ernest Hemingway House and Mallory Square. Enjoy the lively atmosphere in the central business district.

Uptown - Upper Duval

Key West's Uptown - Upper Duval neighborhood has a host of places to visit such as Duval Street and Florida Keys Beaches.

Top landmarks in Key West

A street with a pharmacy, a theater, and a yellow building.

Duval Street

9.2/10 (20,928 reviews)
If you want to give your credit card some exercise, head out to Duval Street, a popular place for shoppers in Key West Historic District. Splash some more cash at Mallory Dock and We Cycle Key West.
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A sign reading "Welcome to Mallory Square" with an American flag, a red and white striped awning, and a statue of a man in a blue shirt and straw hat.

Mallory Square

9.2/10 (15,939 reviews)
Mallory Square is worth passing through for a few pics when in Key West Historic District. Why not take a stroll along the beaches and watch the sunset while you're here?
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A colorful monument with text indicating it is the Southernmost Point of the Continental U.S.A. in Key West, Florida.

Southernmost Point

8.8/10 (17,214 reviews)
If you're planning a bit of sightseeing head to Southernmost Point— just one of the monuments in Old Town Key West. Why not take a stroll along the beaches and watch the sunset while you're here?
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A beach with white sand, palm trees, and a building in the background.

Smathers Beach

8.4/10 (8,320 reviews)
Whether you want to collect beach glass or watch the sunset, Smathers Beach is a spot you might want to check out, located 1.7 mi (2.8 km) from central Key West. If you want to continue walking by the waves, head to Clarence S. Higgs Memorial Beach Park located nearby.
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A two-story colonial-style building with a balcony, surrounded by lush greenery and palm trees.

Ernest Hemingway Home and Museum

9.2/10 (8,543 reviews)
Ernest Hemingway Home and Museum is just one of the attractions in Old Town Key West, Key West so you might want to stop by during your trip. Why not take a stroll along the beaches and watch the sunset while you're here? If you want to experience more of the culture Key West has to offer, head to Key West Lighthouse and Keeper's Quarters Museum, Duval Street, and Key West Butterfly and Nature Conservatory.
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A wooden sign with information about South Beach, Key West, Florida, including public beach status, restaurant hours, and beach chair rental.

South Beach

8.4/10 (5,461 reviews)
If being by the water is a major draw, South Beach is a spot you might want to check out, located 0.7 mi (1.1 km) from central Key West. Catch the sunset by the shore at Simonton Beach, just a short walk away.
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A coastal fortification with a staircase leading to a higher platform, overlooking the sea.

Fort Zachary Taylor Historic State Park

9.0/10 (4,544 reviews)
Fort Zachary Taylor Historic State Park is 0.6 mi (1 km) from central Key West, why not stop by during your stay. Why not take a stroll along the beaches and watch the sunset while you're here?
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About the destination

Visitors speak favorably about all that Key West has to offer, including its seaside, live music, bars, and festivals. Activities like biking give you a chance to enjoy the outdoors while you're in town. Beachcombers can spend the day at Florida Keys Beaches when the weather is nice. While you're here, make time to enjoy other sights such as Duval Street.

Keep exploring