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

Find Family Hotels in Sugarloaf Key, FL from CA $162

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Check availability on Sugarloaf Key Family Hotels

Tonight
Oct 4 - Oct 5
Tomorrow
Oct 5 - Oct 6
Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18

Our top choices for Sugarloaf Key family-friendly hotels

A waterfront building with a flat roof, large windows, and a balcony.
A corridor lined with trees and potted plants, leading to a building with a white exterior and windows.
A reception area with a wooden sculpture, a reception desk, a computer, and a television.
A beachside dining area with thatched umbrellas, white plastic chairs, and tables.

1. Sugar Loaf Lodge

Sugar Loaf Lodge
Summerland Key
CA $170
CA $191 total
includes taxes & fees
Oct 5 - Oct 6
Sugar Loaf Lodge
A wooden deck with a hanging hammock and a view of a green landscape.
A spacious living area with a kitchen island, a staircase, and large windows offering a view of the outdoors.
Water Views
A spacious living room with a flat-screen TV, a sofa, a dining table, and large windows offering a view of greenery.

2. Starlight Serenity - Hideaway with Stunning Views

Starlight Serenity - Hideaway with Stunning Views
Summerland Key
CA $249
CA $813 total
includes taxes & fees
Oct 5 - Oct 6
Starlight Serenity - Hideaway with Stunning Views
A wooden deck with a railing, wicker chairs, and a view of greenery.
A modern bathroom with a glass-enclosed shower, a toilet, and a small window.
A modern kitchen with a large island, white cabinetry, and three wicker bar stools.
A two-story house with a balcony and a staircase leading to the upper level.

3. Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
Summerland Key
CA $328
CA $890 total
includes taxes & fees
Oct 5 - Oct 6
Starlight Serenity - Hideaway w Stunning Views
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 thatched-roof building with a sign for 'Look Reef Resort' and 'Tiki Bar'.
A spacious indoor dining area with multiple tables and chairs, ceiling fans, and a bar area.

4. Looe Key Reef Resort

Looe Key Reef Resort
Summerland Key
CA $144
CA $162 total
includes taxes & fees
Oct 5 - Oct 6
Looe Key Reef Resort
A white building with a covered patio area, surrounded by palm trees and a view of the ocean.
A sunset view with a thatched structure and a palm tree by a calm body of water.
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.
Beach chairs and a blue umbrella on a sandy shore with a calm body of water and a palm tree in the background.

5. Parmer's Resort

Parmer's Resort
Summerland Key
CA $180
CA $250 total
includes taxes & fees
Nov 1 - Nov 2
Parmer's Resort
A breakfast setting with a table, chairs, a vase with flowers, and a city view.
A waterfront hotel with a pool, palm trees, and a wooden dock.
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.

6. 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.
CA $180
CA $286 total
includes taxes & fees
Oct 12 - Oct 13
Hilton Key West Resort & Marina
A detailed mural of a pirate ship on a tiled pathway surrounded by palm trees and benches.
A covered outdoor seating area with a central bar, patterned chairs, and a decorative sign.
A large swimming pool with lounge chairs and palm trees.
A modern living room with a sectional sofa, a small round table, and a potted plant.

7. Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
New Town
  • Family fun by the pool awaits with cabanas and activities, just minutes from Smathers Beach for adventure-filled stays.
CA $159
CA $219 total
includes taxes & fees
Oct 8 - Oct 9
Hilton Garden Inn Key West / The Keys Collection
A poolside area with two covered seating areas labeled "Sugarloaf" and "Boca Grande," surrounded by palm trees and a clear blue pool.
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 modern office space with a reception desk, computer, and seating area.
A wooden outdoor dining table set with glassware, candles, and lanterns, surrounded by lush greenery.

8. 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.
CA $191
CA $255 total
includes taxes & fees
Oct 11 - Oct 12
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
A clear swimming pool with lounge chairs and gazebos, surrounded by palm trees.
An outdoor patio with tables and chairs, umbrellas, and palm trees.
A hotel with a central courtyard, palm trees, and a fountain.
A spacious indoor dining area with tables and chairs, ceiling fans, and large windows.

9. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
  • Splash into family fun with a free beach shuttle, outdoor pool, and kid-friendly amenities at this Key West resort.
CA $176
CA $246 total
includes taxes & fees
Oct 11 - Oct 12
DoubleTree Resort by Hilton Grand Key - Key West
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.
Breakfast area
View from room
A balcony with wicker furniture and a view of the ocean and palm trees.

10. Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
CA $241
CA $271 total
includes taxes & fees
Oct 6 - Oct 7
Hampton Inn Key West FL
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

Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent
"Clean and modern rooms, has covered parking, housekeeping does a good job. Pool was nice, plenty of towels outside. Shuttle to downtown every hour. Management is quick to remedy any issues. Restaurant on premises. I would definetly stay here again."
mark 8-night trip
Posted 2 hours ago
Beachside Resort & Residences
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

10/10 Excellent
"I felt we got the feel of Key West by staying here. Located about two blocks off Duval Street, but so many trees and plants around the property, it seems so private. We stayed in a bungalow with our own private patio. There were 3 pools, free continental breakfast and the cutest bar area that we loved to hang out at. The bartenders were so personable and helpful with giving ideas of things to see and do in the Keys. I was extremely glad we chose to stay here! Was located within a mile or less of everything we wanted to do so we were able to walk everywhere. I miss it already!"
Scott 5-night trip
Posted 6 hours ago
Winslow's Bungalows - Key West Historic Inns
Hampton Inn Key West FL

Hampton Inn Key West FL

10/10 Excellent
"Loved it!"
Melissa 4-night trip
Posted 7 hours ago
Hampton Inn Key West FL
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

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

10/10 Excellent
"Excelente"
Lazaro 1-night trip
Posted 8 hours ago
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent
"Clear room, great views"
Mary 6-night trip
Posted 9 hours ago
Casa Marina Key West, Curio Collection by Hilton
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"Registration staff very personable. Constant text to check if all is good or need anything."
Patti 2-night trip
Posted 12 hours ago
Blue Flamingo Resort Key West
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

10/10 Excellent
"I left several rings when I checked out. The staff called me and held them at the front desk. These rings were worth quite a lot of money. I am so thankful and grateful that they did this."
Shelly 1-night trip
Posted 12 hours ago
Hilton Garden Inn Key West / The Keys Collection
Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"Great location and clean room! Easy to walk to restaurants, bars, and Mallory Square. The Chart Room Cocktail Lounge in hotel was also a fun late night stop."
Jennifer 2-night trip
Posted 13 hours ago
Pier House Resort & Spa
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

10/10 Excellent
"The whole experience was fantastic. I wouldn't stay anywhere else!"
james 5-night trip
Posted 14 hours ago
The Perry Hotel & Marina Key West

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