Family Hotels in Key West

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Nov 14 - Nov 15
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Nov 15 - Nov 16
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Nov 20 - Nov 22
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Nov 27 - Nov 29

Family Hotels in Key West

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

1. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
Key West
  • Cribs/infant beds provided
  • Outdoor pool
8.4 out of 10, Very good, (1,143 reviews)
Splash-happy families love the shimmering outdoor pool complete with cabanas and sun loungers. Kids squeal with delight over free beach shuttles, cribs, and premium TV channels. Located just minutes from Smathers Beach, this resort offers bicycle rentals, delicious American cuisine, and attentive staff.
The price is $135
$186 total
includes taxes & fees
Nov 29 - Nov 30
DoubleTree Resort by Hilton Grand Key - Key West
A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.

2. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
4.0 star property
Stock Island
  • 2 outdoor pools
9.4 out of 10, Exceptional, (1,318 reviews)
The price is $131
$205 total
includes taxes & fees
Nov 30 - Dec 1
The Perry Hotel & Marina Key West
A hotel with a swimming pool, sun loungers, and palm trees.

3. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
  • Cribs/infant beds provided
  • 2 outdoor pools
  • Arcade/game room
8.6 out of 10, Excellent, (2,797 reviews)
Splashing in the two outdoor pools, playing mini golf, or challenging each other in the arcade room creates unforgettable family memories. After active fun, everyone enjoys American cuisine at Toasted Coconut while planning the next day's beach adventures.
The price is $125
$197 total
includes taxes & fees
Nov 15 - Nov 16
Blue Flamingo Resort Key West
A pool area with lounge chairs and umbrellas, surrounded by palm trees.

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

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
3.5 star property
New Town
  • Cribs/infant beds provided
  • Outdoor pool
8.8 out of 10, Excellent, (1,205 reviews)
Splash into vacation mode at this Florida hotel's heated outdoor pool, just a 5-minute drive from Smathers Beach. Kids adore the complimentary breakfast buffet while parents appreciate spacious rooms with refrigerators and microwaves. Bicycle rentals create memorable family explorations.
The price is $134
$179 total
includes taxes & fees
Nov 29 - Nov 30
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
A hammock in a garden with a wooden pergola, palm trees, and a view of the ocean.

5. Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
3.5 star property
Key West
  • Childcare
  • Outdoor pool
9.4 out of 10, Exceptional, (1,339 reviews)
Summer days shine at this waterfront retreat featuring an outdoor pool that kids love and a hot tub for parents. Families appreciate the spacious accommodations, on-site restaurant, and activities like cycling and volleyball. Just 5 minutes from Smathers Beach.
The price is $167
$233 total
includes taxes & fees
Nov 30 - Dec 1
Hyatt Vacation Club at Windward Pointe, Key West
A wooden boardwalk with a palm tree and lamp post, leading to a waterfront.

6. Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
3.0 star property
Northside Resort
  • Outdoor pool
8.8 out of 10, Excellent, (1,000 reviews)
Poolside adventures await with a tropical outdoor swimming pool, protected by a safety gate for peace of mind. The hot tub offers relaxation while the Tiki Bar serves lunch with views of splashing children. Just a 4-minute drive to Smathers Beach completes this family paradise.
The price is $169
$190 total
includes taxes & fees
Nov 29 - Nov 30
Courtyard by Marriott Key West Waterfront
Two wooden Adirondack chairs on a sandy beach with a view of the sea and a sailboat in the distance.

7. Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West
3.5 star property
Key West
  • Cribs/infant beds provided
  • Outdoor pool
9.4 out of 10, Exceptional, (1,290 reviews)
The price is $206
$277 total
includes taxes & fees
Dec 12 - Dec 13
Hyatt Vacation Club at Beach House, Key West
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.

8. Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
Key West
  • Outdoor pool
9.0 out of 10, Wonderful, (1,583 reviews)
The price is $154
$173 total
includes taxes & fees
Nov 17 - Nov 18
Hampton Inn Key West FL
A pool area with lounge chairs and a cabana.

9. Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
4.0 star property
Key West Historic District
  • Cribs/infant beds provided
  • Outdoor pool
9.2 out of 10, Wonderful, (1,000 reviews)
Splashing adventures await in the outdoor pool while parents unwind on poolside sun loungers. Located just steps from Duval Street, families can easily explore Key West's attractions or rent bicycles for island discovery. After fun-filled days, satellite TV and pay movies offer perfect evening entertainment.
The price is $254
$367 total
includes taxes & fees
Nov 29 - Nov 30
Ocean Key Resort - A Noble House Resort
A hotel with a swimming pool, balconies, and a view of the sea.

10. Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
4.0 star property
Key West Historic District
  • Cribs/infant beds provided
  • Outdoor pool
9.2 out of 10, Wonderful, (1,000 reviews)
Splash-happy youngsters delight in the supervised outdoor swimming pool while parents unwind on sun loungers. Beyond water play, families bond over snorkeling excursions, bicycle adventures, and evening firepit gatherings, all minutes from pristine Smathers Beach.
The price is $241
$345 total
includes taxes & fees
Nov 29 - Nov 30
Hyatt Centric Key West Resort and Spa
A marina with boats docked, a pool area, and a building with a white facade.

11. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
4.0 star property
Stock Island
  • Cribs/infant beds provided
  • 6 outdoor pools
9.0 out of 10, Wonderful, (1,796 reviews)
Families love splashing across six outdoor pools with free cabanas and umbrellas at this luxury waterfront resort. Kids explore Key West on complimentary bicycles while parents appreciate poolside drinks and marina access. Adventure-seeking families enjoy kayaking and boat tours together.
The price is $135
$211 total
includes taxes & fees
Nov 17 - Nov 18
Hilton Key West Resort & Marina
A group of people dancing by a pool with palm trees and a building in the background.

12. Havana Cabana at Key West

Havana Cabana at Key West
4.0 star property
New Town
  • Outdoor pool
9.0 out of 10, Wonderful, (1,905 reviews)
The price is $138
$219 total
includes taxes & fees
Nov 29 - Nov 30
Havana Cabana at Key West
A spacious living room with a balcony, a ceiling fan, and a large window offering a view of the ocean.

13. The Laureate Key West

The Laureate Key West
3.5 star property
New Town
  • Cribs/infant beds provided
  • Outdoor pool
9.2 out of 10, Wonderful, (1,041 reviews)
The price is $159
$207 total
includes taxes & fees
Nov 15 - Nov 16
The Laureate Key West
An outdoor bar area with wooden tables and blue stools, a bar counter, and a sign that reads "Liqour Store".

14. Southwinds Motel

Southwinds Motel
2.0 star property
Old Town Key West
  • Cribs/infant beds provided
  • 2 outdoor pools
8.6 out of 10, Excellent, (1,398 reviews)
Poolside adventures await young travelers at this welcoming hotel where kids can splash in heated swimming pools while parents relax on sun loungers. Located just a short stroll from South Beach, families appreciate the convenient grab-and-go breakfast options and on-site bicycle rentals for exploring the island together.
The price is $154
$207 total
includes taxes & fees
Dec 1 - Dec 2
Southwinds Motel
A swimming pool with lounge chairs and palm trees.

15. Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
3.5 star property
New Town
  • Outdoor pool
8.2 out of 10, Very good, (1,355 reviews)
Family adventures begin at this vibrant retreat with supervised pool access for children under 13. After cycling excursions around the island, families refuel at two on-site restaurants offering special kids' meals, all just a quick 5-minute drive from Smathers Beach.
The price is $131
$175 total
includes taxes & fees
Nov 17 - Nov 18
Hilton Garden Inn Key West / The Keys Collection
A swimming pool with water splashing, surrounded by palm trees and a building in the background.

16. Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
3.5 star property
Old Town Key West
  • Outdoor pool
9.4 out of 10, Exceptional, (1,031 reviews)
The price is $169
$258 total
includes taxes & fees
Dec 8 - Dec 9
Silver Palms Inn & Historic Homes
A sunlit outdoor seating area with a cushioned bench, a rolled towel, and a pair of slippers.

17. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
  • Childcare
  • Cribs/infant beds provided
  • 2 outdoor pools
8.6 out of 10, Excellent, (1,027 reviews)
Splash into family adventures at this beachfront resort featuring 2 outdoor pools, beach volleyball, and water sports for everyone. Children enjoy special amenities while parents unwind with spa treatments or fitness classes. Premium TV channels and cribs come standard.
The price is $227
$323 total
includes taxes & fees
Nov 23 - Nov 24
Casa Marina Key West, Curio Collection by Hilton
A large, white, two-story building with a balcony and a sign reading "The Marker Resort."

18. The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
4.0 star property
Key West Historic District
  • 3 outdoor pools
9.2 out of 10, Wonderful, (1,044 reviews)
The price is $240
$335 total
includes taxes & fees
Nov 29 - Nov 30
The Marker Key West Harbor Resort
A spacious living area with a wooden staircase, a ceiling fan, a TV, and a view of the beach through an open door.

19. Eden House

Eden House
4.0 star property
Key West Historic District
  • Outdoor pool
9.0 out of 10, Wonderful, (1,001 reviews)
Playful days await at this Art Deco hotel where children enjoy splashing in the sparkling outdoor pool while parents unwind on sun loungers. Families appreciate the convenient bike rentals for exploring nearby Duval Street, Smathers Beach, and the Hemingway Home together.
The price is $153
$192 total
includes taxes & fees
Nov 30 - Dec 1
Eden House
A swimming pool with clear water, surrounded by lush greenery and palm trees.

20. Tranquility Guest House

Tranquility Guest House
2.0 star property
Old Town Key West
  • Outdoor pool
9.0 out of 10, Wonderful, (40 reviews)
The price is $121
$225 total
includes taxes & fees
Nov 18 - Nov 19
Tranquility Guest House
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.
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Discover your perfect family-friendly hotel in Key West

Pool
Breakfast included

Family-friendly hotels with pools in Key West

A swimming pool surrounded by palm trees and a natural rock formation.
Havana Cabana at Key West

Havana Cabana at Key West

Havana Cabana at Key West
4.0 star property
New Town
9.0 out of 10, Wonderful, (1905)
The price is $138
$219 total
includes taxes & fees
Nov 29 - Nov 30
Havana Cabana at Key West
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Family-friendly hotels with free breakfast in Key West

A hotel with a swimming pool, sun loungers, and palm trees.
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.6 out of 10, Excellent, (2797)
The price is $125
$197 total
includes taxes & fees
Nov 15 - Nov 16
Blue Flamingo Resort Key West
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.
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Top neighborhoods in Key West

A large red brick building with arched windows and a prominent entrance.

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.

A row of pastel-colored houses with white railings and a clear blue sky.

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.

The Monroe County Courthouse with a clock tower, surrounded by trees and a clear blue sky.

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.

A white lighthouse surrounded by lush greenery and a white picket fence.

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.

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

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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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.