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

Find Family Hotels in Sugarloaf Key, FL from CA $189

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Check availability on Sugarloaf Key Family Hotels

Tonight
Oct 18 - Oct 19
Tomorrow
Oct 19 - Oct 20
Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1

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 beachside dining area with thatched umbrellas, white plastic chairs, and tables.
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
CA $168
CA $189 total
includes taxes & fees
Oct 26 - Oct 27
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.
A modern kitchen with a central island, bar stools, and a dining area with a round table.
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 $322
CA $892 total
includes taxes & fees
Oct 27 - Oct 28
Starlight Serenity - Hideaway with Stunning Views
A wooden deck with a railing, wicker chairs, and a view of greenery.
A two-story house with a balcony and a staircase leading to the upper level.
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.

3. Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
Summerland Key
CA $422
CA $964 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 thatched-roof building with a sign for 'Look Reef Resort' and 'Tiki Bar'.
A sign for Looe Key Reef Resort's tiki bar, surrounded by palm trees and a thatched-roof structure.

4. Looe Key Reef Resort

Looe Key Reef Resort
Summerland Key
CA $198
CA $223 total
includes taxes & fees
Oct 26 - Oct 27
Looe Key Reef Resort
A white building with a covered patio area, surrounded by palm trees and a view of 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.
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.

5. Parmer's Resort

Parmer's Resort
Summerland Key
CA $207
CA $279 total
includes taxes & fees
Nov 3 - Nov 4
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 hotel room with a large bed, a view of the ocean, a balcony with a chair, and a painting of coconuts.
A marina with numerous boats docked, a swimming pool, and palm trees.

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 $276 total
includes taxes & fees
Oct 21 - Oct 22
Hilton Key West Resort & Marina
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 balcony with a view of neighboring houses, a street, and a clear sky.
A marina with RVs docked along a waterway, surrounded by palm trees and buildings.

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

SAVE BIG $$$ OCT./NOV. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
CA $211
CA $617 total
includes taxes & fees
Oct 21 - Oct 22
SAVE BIG $$$ OCT./NOV. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
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 bar area with a wooden counter, bar stools, and a sign that reads 'So we BEATON.'
A modern living room with a sectional sofa, a small round table, and a potted plant.

8. 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 $150
CA $208 total
includes taxes & fees
Oct 28 - Oct 29
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 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.

9. 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 $177
CA $239 total
includes taxes & fees
Oct 25 - Oct 26
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
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 $239
CA $269 total
includes taxes & fees
Oct 25 - Oct 26
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
"Hotel was beautiful. Neat. Clean. Pools were clean. Nice bed linens. Food on the property was good. Hotel shuttle was great. Definitely will come back."
Jason 7-night trip
Posted 1 hour ago
Blue Flamingo Resort Key West
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

10/10 Excellent
"We had an amazing stay. Check in was easy and everyone on the property was helpful and friendly. Our room was clean and comfortable and loved the updated bathroom. Loved the private pool and happy hour complete with visits from wildlife. It was in a wonderful location but far enough away from any loud craziness. Overall no complaints"
Dana 3-night trip
Posted 2 hours ago
The Southernmost Inn - Adults Only
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

10/10 Excellent
"Excelente íbamos por 1 noche y terminamos solicitando otra."
JESUS ALDIBER 1-night trip
Posted 3 hours ago
Hilton Garden Inn Key West / The Keys Collection
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"I would like to Thank the evening staff for always being helpful, the front desk espically."
sandra 2-night trip
Posted 4 hours ago
DoubleTree Resort by Hilton Grand Key - Key West
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

10/10 Excellent
"This is the third of the historic inn group properties I have stayed at, and it was fabulous, amazing property with beautiful pools and landscaping, and the rooms are so charming and clean and luxurious we loved it!"
Daniel 1-night trip
Posted 4 hours ago
Winslow's Bungalows - Key West Historic Inns
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

10/10 Excellent
"The hotel was in a great location. The staff was helpful. The room was spacious and clean."
Geraldine 1-night trip
Posted 5 hours ago
Opal Key Resort & Marina, Key West
Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent
"The resort offers shuttle service into town which made it very easy to explore Key West."
Sophia 6-night trip
Posted 6 hours ago
Beachside Resort & Residences
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"Location, location, location! This resort is on the beach at the southern end of Duval St, next to the buoy. There are 4 pools, two of which have bars with wonderful, friendly tenders. The staff is enthusiastic and attentive."
John 6-night trip
Posted 8 hours ago
Southernmost Beach Resort and Guesthouses
Ibis Bay Beach Resort

Ibis Bay Beach Resort

10/10 Excellent
"Todo maravillosamente genial"
Yurianay 1-night trip
Posted 1 day ago
Ibis Bay Beach Resort

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