A waterfront with a pier, calm water, and houses with palm trees in the background.

Find Family Hotels in Sugarloaf Key, FL

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Sugarloaf Key Family Hotels

Tonight
Sep 29 - Sep 30
Tomorrow
Sep 30 - Oct 1
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Sugarloaf Key family-friendly hotels

A rustic wooden structure with a thatched roof, multiple tables and chairs, and flags hanging from the ceiling.
A canal with boats docked on both sides, surrounded by lush greenery and trees.
A sign for Looe Key Reef Resort's tiki bar, surrounded by palm trees and a thatched-roof structure.
A spacious indoor dining area with multiple tables and chairs, ceiling fans, and a bar area.

1. Looe Key Reef Resort

Looe Key Reef Resort
Summerland Key
₩102,798
₩115,648 total
includes taxes & fees
Oct 5 - Oct 6
Looe Key Reef Resort
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.
A hotel room with a balcony, a bed, a desk, and two chairs.
View from room
Breakfast area

2. Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
₩224,976
₩253,098 total
includes taxes & fees
Oct 6 - Oct 7
Hampton Inn Key West FL
A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.
A multi-story hotel with balconies, palm trees, and a pool area.
A modern living room with a flat-screen TV, wooden cabinet, grey sofa, and a coffee table.
A marina with boats docked, a swimming pool, and palm trees.

3. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
₩144,171
₩244,655 total
includes taxes & fees
Oct 26 - Oct 27
The Perry Hotel & Marina Key West
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 hotel room with a balcony overlooking a marina and the ocean.
A poolside area with lounge chairs and a view of boats in the background.

4. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
  • Splash into family fun with 6 outdoor pools, free bike rentals, and poolside adventures at this waterfront Key West resort.
₩171,558
₩274,407 total
includes taxes & fees
Oct 6 - Oct 7
Hilton Key West Resort & Marina
A white building with a covered patio area, surrounded by palm trees and a view of the ocean.
A hotel room with a bed, a flat-screen TV, a small kitchenette, and a balcony with a view of palm trees and the ocean.
A sunset view with a thatched structure and a palm tree by a calm body of water.
A spacious living area with a flat-screen TV, a wooden coffee table, a sofa with colorful cushions, and a blue chair.

5. Parmer's Resort

Parmer's Resort
Summerland Key
₩195,156
₩263,879 total
includes taxes & fees
Oct 4 - Oct 5
Parmer's Resort
A swimming pool with a rock waterfall feature, lounge chairs, and palm trees.
A person standing by a window overlooking a beach with palm trees and the ocean.
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.

6. Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
  • Kids splash into tropical fun across from Key West's Smathers Beach, with a sparkling pool and family activities that make memories last.
₩283,001
₩403,820 total
includes taxes & fees
Sep 30 - Oct 1
Margaritaville Beach House Key West
A poolside area with two covered seating areas labeled "Sugarloaf" and "Boca Grande," surrounded by palm trees and a clear blue pool.
A wooden outdoor dining table set with glassware, candles, and lanterns, surrounded by lush greenery.
A hotel room with a large bed, a wooden nightstand, a desk, a chair, and a window with curtains.
An outdoor patio area with tables and chairs, a bar area with a counter and bar stools, and a TV mounted on the wall.

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

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
New Town
  • Family-friendly Key West getaway with outdoor pool, beach access, and daily breakfast to fuel sun-soaked adventures.
₩161,134
₩219,352 total
includes taxes & fees
Sep 30 - Oct 1
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
A balcony with wicker furniture, a view of the sea, and a spiral staircase.
A balcony with wicker furniture, a view of the water, and a railing.
A balcony with wicker furniture, a red chair, and a lamp.
A room with two blue cushioned chairs, a small round table, and a large window with a view of palm trees and the sea.

8. Beachside Resort & Residences

Beachside Resort & Residences
Key West
₩106,835
₩250,101 total
includes taxes & fees
Sep 30 - Oct 1
Beachside Resort & Residences
Two people dining at an outdoor table with a beach view, a food truck in the background, and a wicker chair.
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 clear blue pool surrounded by lounge chairs and umbrellas, with palm trees and a gazebo in the background.
A hotel room with a bed, a sofa, a round table with a book, a window with a view, and a radiator.

9. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
  • Family fun thrives at Key West resort with mini golf, arcade games, and two refreshing pools for endless entertainment.
₩159,983
₩256,149 total
includes taxes & fees
Oct 4 - Oct 5
Blue Flamingo Resort Key West
A swimming pool with a white fence, surrounded by palm trees and a clear blue sky.
A white building with a sloped roof, a balcony with blue chairs, and a yellow bird sculpture on the roof.
A cozy room with a brown leather sofa, a white table, and a ceiling fan.
A floating houseboat with a covered deck and seating area, docked at a marina.

10. Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
Punta Brisa
  • Family paradise offers oceanside adventure with fishing, boating, and poolside fun for all ages.
₩157,728
₩368,490 total
includes taxes & fees
Sep 30 - Oct 1
Old Wooden Bridge Resort and Marina
View all properties

Choose what matters most at family-friendly hotels in Sugarloaf Key

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Top Sugarloaf Key Hotel Reviews

Hampton Inn Key West FL

Hampton Inn Key West FL

10/10 Excellent
"Very nice with a friendly staff"
Mark 6-night trip
Posted 1 hour ago
Hampton Inn Key West FL
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"Property was amazing, our second time here. Staff was very accommodating! Pools were clean and the atmosphere at the pools was perfect. We will definitely be returning."
David John 5-night trip
Posted 3 hours ago
Southernmost Beach Resort and Guesthouses
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

10/10 Excellent
"We had a wonderful stay at Hyatt Centric Key West Resort & Spa! The pool was a perfect place to relax, and we especially loved seeing the rescued turtles - such a unique and memorable part of the property. The location could not be better: everything we wanted to explore in Key West was within easy walking distance. It was incredibly convenient to enjoy the sights, restaurants, and lively atmosphere without needing a car. We would gladly stay here again!"
Christy 2-night trip
Posted 17 hours ago
Hyatt Centric Key West Resort and Spa
Ibis Bay Beach Resort

Ibis Bay Beach Resort

8/10 Good
"The hotel is outside of town. The beach on the edge of the property is not very nice so it’s definitely not a pro. The restaurant and bar was closed for remodel when we went and being so far away from town we had to drive to find food. I feel like I over paid for the reservation. However, the rooms are nice and clean, the vending machines are stocked. There is plenty of parking and the pool seemed thumping."
Hector 1-night trip
Posted 20 hours ago
Ibis Bay Beach Resort
La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

10/10 Excellent
"Hotel is very conveniently located to old town Key West. The renovations that have been made to the hotel really make it a very fun place to stay."
Bryan 3-night trip
Posted 1 day ago
La Concha Key West, Autograph Collection
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

8/10 Good
"Thank you"
Agustin 2-night trip
Posted 1 day ago
Hilton Garden Inn Key West / The Keys Collection
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"Close to everything, comfortable stay"
Nancy 2-night trip
Posted 1 day ago
DoubleTree Resort by Hilton Grand Key - Key West
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

8/10 Good
"Good place to stay but watch out for the gratuity tax (it's a State of Florida thing). The property was well maintained, and we enjoyed the room. Overall, it was a good place to stay. Most of the staff were hospitable and management was amazing."
April 5-night trip
Posted 2 days ago
The Perry Hotel & Marina Key West

Explore a world of travel with Expedia