The Best Family Hotels in Sugarloaf Key, FL from NT$3,549 in 2026 | Expedia

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

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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 balcony with a bench and table, overlooking a calm body of water with boats and palm trees.

A beachside dining area with thatched umbrellas, white plastic chairs, and tables.

1. Sugar Loaf Lodge

Summerland Key

NT$3,154

NT$3,549 total

includes taxes & fees

Oct 4 - Oct 5

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 two-story house with a balcony and a staircase leading to the upper level.

A modern bathroom with a glass-enclosed shower, a toilet, and a small window.

2. Starlight Serenity - Hideaway w Stunning Views

Summerland Key

NT$7,449

NT$20,066 total

includes taxes & fees

Oct 5 - Oct 6

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 hotel room with a large bed, a wooden nightstand, a desk, a chair, and a window with curtains.

3. 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$4,130

NT$5,546 total

includes taxes & fees

Oct 4 - Oct 5

A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.

View from room

Breakfast area

A hotel room with a balcony, a bed, a desk, and two chairs.

4. Hampton Inn Key West FL

Key West

NT$5,301

NT$5,964 total

includes taxes & fees

Oct 7 - Oct 8

A rustic wooden structure with a thatched roof, multiple tables and chairs, and flags hanging from the ceiling.

A thatched-roof building with a sign for 'Look Reef Resort' and 'Tiki Bar'.

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.

5. Looe Key Reef Resort

Summerland Key

NT$3,230

NT$3,634 total

includes taxes & fees

Oct 5 - Oct 6

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.

Beach chairs and a blue umbrella on a sandy shore with a calm body of water and a palm tree in the background.

6. Parmer's Resort

Summerland Key

NT$4,035

NT$5,579 total

includes taxes & fees

Nov 1 - Nov 2

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

A spacious living area with a high ceiling, a blue accent wall, and a wooden staircase.

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.

7. 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$3,925

NT$5,491 total

includes taxes & fees

Oct 11 - Oct 12

A breakfast setting with a table, chairs, a vase with flowers, and a city view.

A clear view of turquoise ocean water and a blue sky with clouds.

A hotel room with a large bed, a view of the ocean, a balcony with a chair, and a painting of coconuts.

A waterfront hotel with a pool, palm trees, and a wooden dock.

8. 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$4,043

NT$6,421 total

includes taxes & fees

Oct 12 - Oct 13

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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

"Wonderful"

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent

"Amazing!"

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

10/10 Excellent

"Staff was very nice. Pool was great as well as the hot tub."

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

"Great customer service and very clean!!!"

Pier House Resort & Spa

Pier House Resort & Spa

8/10 Good

"Location is great if you want to be close to the action. But, it is also quite and laid out well for beach bumming. Iguanas and chickens are everywhere!"

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent

"Great shuttle service"

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

8/10 Good

"Valet parking obligatoire ce qui était pour nous plutôt une nuisance qu’un avantage car nous sortions souvent visiter les alentours! Nous ne pouvions pas apporter de boissons alcoolisé au bord de la piscine il fallait les acheter directement au bar de piscine …"

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

10/10 Excellent

"Hotel was great. All of the staff were friendly and accommodating"

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