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

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Check availability on Sugarloaf Key Family Hotels

Tonight
Oct 8 - Oct 9
Tomorrow
Oct 9 - Oct 10
This weekend
Oct 9 - Oct 11
Next weekend
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 balcony with a bench and table, overlooking a calm body of water with boats and palm trees.

1. Sugar Loaf Lodge

Sugar Loaf Lodge
Summerland Key
NT$3,783
NT$4,256 total
includes taxes & fees
Oct 12 - Oct 13
Sugar Loaf Lodge
A wooden deck with a railing, wicker chairs, and a view of greenery.
A modern kitchen with a large island, white cabinetry, and three wicker bar stools.
A wooden deck with a railing, a chair, and a view of a green landscape.
A modern bathroom with a glass-enclosed shower, a toilet, and a small window.

2. Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
Summerland Key
NT$9,439
NT$22,259 total
includes taxes & fees
Oct 14 - Oct 15
Starlight Serenity - Hideaway w Stunning Views
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 spacious indoor dining area with tables and chairs, ceiling fans, and large windows.
A spacious living area with a high ceiling, a blue accent wall, and a wooden staircase.

3. 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.
NT$4,056
NT$5,639 total
includes taxes & fees
Oct 27 - Oct 28
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.
A hotel room with a balcony, a bed, a desk, and two chairs.
View from room
A balcony with wicker furniture and a view of the ocean and palm trees.

4. Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
NT$5,782
NT$6,505 total
includes taxes & fees
Oct 13 - Oct 14
Hampton Inn Key West FL
A poolside area with two covered seating areas labeled "Sugarloaf" and "Boca Grande," surrounded by palm trees and a clear blue pool.
A hotel room with a large bed, a wooden nightstand, a desk, a chair, and a window with curtains.
A wooden outdoor dining table set with glassware, candles, and lanterns, surrounded by lush greenery.
A modern office space with a reception desk, computer, and seating area.

5. 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.
NT$3,977
NT$5,368 total
includes taxes & fees
Oct 15 - Oct 16
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
A rustic wooden structure with a thatched roof, multiple tables and chairs, and flags hanging from the ceiling.
A sign for Looe Key Reef Resort's tiki bar, surrounded by palm trees and a thatched-roof structure.
A canal with boats docked on both sides, surrounded by lush greenery and trees.
A spacious indoor dining area with multiple tables and chairs, ceiling fans, and a bar area.

6. Looe Key Reef Resort

Looe Key Reef Resort
Summerland Key
NT$3,217
NT$3,619 total
includes taxes & fees
Oct 14 - Oct 15
Looe Key Reef Resort
A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.
A modern living room with a flat-screen TV, wooden cabinet, grey sofa, and a coffee table.
A multi-story hotel with balconies, palm trees, and a pool area.
A marina with boats docked, a swimming pool, and palm trees.

7. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
NT$3,525
NT$5,910 total
includes taxes & fees
Oct 25 - Oct 26
The Perry Hotel & Marina Key West
A white building with a covered patio area, surrounded by palm trees and a view of the ocean.
A spacious living area with a flat-screen TV, a wooden coffee table, a sofa with colorful cushions, and a blue chair.
Beach chairs and a blue umbrella on a sandy shore with a calm body of water and a palm tree in the background.
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.

8. Parmer's Resort

Parmer's Resort
Summerland Key
NT$4,850
NT$6,496 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 marina with numerous boats docked, a swimming pool, and palm trees.
A waterfront hotel with a pool, palm trees, and a wooden dock.
A hotel room with a large bed, a view of the ocean, a balcony with a chair, and a painting of coconuts.

9. 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.
NT$3,815
NT$6,157 total
includes taxes & fees
Oct 15 - Oct 16
Hilton Key West Resort & Marina
A hammock in a garden with a wooden pergola, palm trees, and a view of the ocean.
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.
A beach volleyball court with a net, surrounded by palm trees and a hotel in the background.

10. Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
Key West
  • Family-friendly beachside escape with outdoor pool, hot tub, and activities near key west attractions.
NT$6,635
NT$8,899 total
includes taxes & fees
Oct 26 - Oct 27
Hyatt Vacation Club at Windward Pointe, Key West
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

8/10 Good
"Front desk people act like you bother them"
Dwight Allen 7-night trip
Posted 1 hour ago
Beachside Resort & Residences
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
"This is an excellent property i every way. Staff are outstanding. The free shuttle to downtown every hour is a huge plus!"
James 2-night trip
Posted 15 hours ago
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
Hilton Key West Resort & Marina

Hilton Key West Resort & Marina

10/10 Excellent
"All was good"
Reniel 2-night trip
Posted 16 hours ago
Hilton Key West Resort & Marina
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

10/10 Excellent
"We had a beautiful room with a gorgeous view. The pillows were LOVELY! The pools were enjoyable and the food truck was great! It is a great place to stay and we will be back!"
Natalie 3-night trip
Posted 17 hours ago
Parrot Key Hotel & Villas
Pier House Resort & Spa

Pier House Resort & Spa

8/10 Good
"Guest BEWARE, didn't think there would be a surcharge, but there was. A total of $262. and no one said anything. When we checked in and the asked for a credit card, I asked why, they said for unexpectedly occurred charges, nothing about surcharges. So PLEASE beware"
Connie 4-night trip
Posted 17 hours ago
Pier House Resort & Spa
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

10/10 Excellent
"Felt like a resort. Everyone was helpful and amazing!"
Michael 7-night trip
Posted 19 hours ago
Winslow's Bungalows - Key West Historic Inns
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent
"I did hear roosters, but that's part of the charm of Key West. There was occasional chicken poop on the floors outside, so that's why I gave a 4 for cleanliness, but they do seem to clean it up fairly quickly. Overall I loved the stay. I will go again."
Kevin 2-night trip
Posted 2 days ago
Casa Marina Key West, Curio Collection by Hilton
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"Perfect! Great surroundings, staff & people! Convenient to get to everything!"
Diahann 5-night trip
Posted 2 days ago
Southernmost Beach Resort and Guesthouses

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