Book the Best Sugarloaf Key FAMILY FRIENDLY Hotels from CA $162 - Kid-Friendly Hotels in Sugarloaf Key, FL | Expedia.ca

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

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

Summerland Key

CA $170

CA $191 total

includes taxes & fees

Oct 6 - Oct 7

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

Summerland Key

CA $306

CA $885 total

includes taxes & fees

Oct 14 - Oct 15

A wooden deck with a railing, wicker chairs, and a view of greenery.

A wooden deck with a railing, a chair, and a view of a green landscape.

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

Summerland Key

CA $401

CA $971 total

includes taxes & fees

Oct 13 - Oct 14

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 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.

4. Parmer's Resort

Summerland Key

CA $180

CA $250 total

includes taxes & fees

Nov 1 - Nov 2

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 spacious indoor dining area with multiple tables and chairs, ceiling fans, and a bar area.

A sign for Looe Key Reef Resort's tiki bar, surrounded by palm trees and a thatched-roof structure.

5. Looe Key Reef Resort

Summerland Key

CA $144

CA $162 total

includes taxes & fees

Oct 7 - Oct 8

A detailed mural of a pirate ship on a tiled pathway surrounded by palm trees and benches.

A bar area with a wooden counter, bar stools, and a sign that reads 'So we BEATON.'

A covered outdoor seating area with a central bar, patterned chairs, and a decorative sign.

A modern living room with a sectional sofa, a small round table, and a potted plant.

6. 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 $156

CA $216 total

includes taxes & fees

Oct 27 - Oct 28

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

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

7. 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

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 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

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

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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

Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent

"Very clean and modern room. A very quiet place as well."

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

"Everything"

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

10/10 Excellent

"The room was super clean and the staff was super courteous. I recommend the hotel and visit it again."

The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

10/10 Excellent

"This place was great quiet and close to everything"

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent

"Clear room, great views"

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."

Hilton Key West Resort & Marina

Hilton Key West Resort & Marina

10/10 Excellent

"This was our second time to stay here and this place never disappoints. Staff is wonderful too"

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