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

Find Family Hotels in Sugarloaf Key, FL from CA $187

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Check availability on Sugarloaf Key Family Hotels

Tonight
Oct 26 - Oct 27
Tomorrow
Oct 27 - Oct 28
This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

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 corridor lined with trees and potted plants, leading to a building with a white exterior and windows.

1. Sugar Loaf Lodge

Sugar Loaf Lodge
Summerland Key
CA $167
CA $187 total
includes taxes & fees
Oct 27 - Oct 28
Sugar Loaf Lodge
A wooden deck with a hanging hammock and a view of a green landscape.
A spacious living room with a flat-screen TV, a sofa, a dining table, and large windows offering a view of greenery.
Water Views
A spacious living area with a kitchen island, a staircase, and large windows offering a view of the outdoors.

2. Starlight Serenity - Hideaway with Stunning Views

Starlight Serenity - Hideaway with Stunning Views
Summerland Key
CA $287
CA $853 total
includes taxes & fees
Oct 27 - Oct 28
Starlight Serenity - Hideaway with Stunning Views
A wooden deck with a hanging hammock and a view of a green landscape.
A modern kitchen with a large island, bar stools, and a dining area with a round table and chairs.
A spacious living area with a kitchen island, a staircase, and large windows offering a view of the outdoors.
A two-story house with a balcony, surrounded by trees and vegetation.

3. Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
Summerland Key
CA $376
CA $908 total
includes taxes & fees
Oct 27 - Oct 28
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 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.
A thatched-roof building with a sign for 'Look Reef Resort' and 'Tiki Bar'.

4. Looe Key Reef Resort

Looe Key Reef Resort
Summerland Key
CA $203
CA $228 total
includes taxes & fees
Nov 9 - Nov 10
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 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.

5. Parmer's Resort

Parmer's Resort
Summerland Key
CA $188
CA $257 total
includes taxes & fees
Nov 1 - Nov 2
Parmer's Resort
Pool
A clear view of turquoise ocean water and a blue sky with clouds.
A breakfast setting with a table, chairs, a vase with flowers, and a city view.
Restaurant

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 $171
CA $274 total
includes taxes & fees
Nov 1 - Nov 2
Hilton Key West Resort & Marina
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.
CA $154
CA $212 total
includes taxes & fees
Nov 1 - Nov 2
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
A waterfront property with a multi-story building featuring balconies, a dock, and a landscaped garden with palm trees.
A waterfront property with a two-story building, a covered outdoor area, and a dock.
A marina with RVs docked along a waterway, surrounded by palm trees and buildings.
A balcony with a view of neighboring houses, a street, and a clear sky.

8. SAVE BIG $$$ OCT./NOV. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

SAVE BIG $$$ OCT./NOV. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
CA $279
CA $699 total
includes taxes & fees
Nov 16 - Nov 17
SAVE BIG $$$ OCT./NOV. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
A pool area with lounge chairs and gazebos, surrounded by palm trees.
A modern dining area with multiple tables and chairs, large windows, and ceiling fans.
A spacious room with a high ceiling, large windows, and a view of palm trees.
An outdoor patio area with tables and chairs, umbrellas, and palm trees.

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 $166
CA $234 total
includes taxes & fees
Oct 29 - Oct 30
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.

10. Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
CA $223
CA $250 total
includes taxes & fees
Oct 27 - Oct 28
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

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"We couldn’t control rAC and we were cold. It was a nice room and staff were good."
Debra K 1-night trip
Posted 1 hour ago
Blue Flamingo Resort Key West
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

10/10 Excellent
"Gorgeous property in Key West"
Mark 1-night trip
Posted 3 hours ago
Winslow's Bungalows - Key West Historic Inns
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"Our stay at the Southern Most was great! The location is perfect and the staff was wonderful. The beach, the pool the rooms were spotless and the staff couldn’t have been any nicer. Highly recommended."
Richard John 3-night trip
Posted 6 hours ago
Southernmost Beach Resort and Guesthouses
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

10/10 Excellent
"Amazing property located at the tip of the keys. Very convenient to the strip and also a lot of shops."
Forrest 1-night trip
Posted 11 hours ago
Opal Key Resort & Marina, Key West
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

10/10 Excellent
"El fron desk el .uchacho ablaba español me atendió de 10 me aconsejo hise caso a las opciones que abia y la pasa.os re chevereee"
martin 1-night trip
Posted 13 hours ago
Hilton Garden Inn Key West / The Keys Collection
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

8/10 Good
"This is a small, boutique type inn. There are steep steps to the second and third floors so if you have heavy luggage, be careful. The continental breakfast was pretty good, you can make your own waffles. The “happy hour “ was cheese, nuts, some stale crackers and wine. Great location on the island!"
Joanell 1-night trip
Posted 13 hours ago
The Southernmost Inn - Adults Only
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

10/10 Excellent
"It was welled cared for and the staff was very helpful."
Debra K 2-night trip
Posted 14 hours ago
The Reach Key West, Curio Collection by Hilton
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

8/10 Good
"Very Good"
Tungmui 4-night trip
Posted 15 hours ago
DoubleTree Resort by Hilton Grand Key - Key West
Hilton Key West Resort & Marina

Hilton Key West Resort & Marina

10/10 Excellent
"We had a wonderful stay at your hotel. The pools were clean and warm. Room was well lit and clean. Bed was comfy. The atmosphere was wonderful. We did have issues with the refrigerator in our our room. It only worked when it wanted. It should of been replaced on the 1st day when we let front desk know about the"
Dawn 5-night trip
Posted 16 hours ago
Hilton Key West Resort & Marina

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