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

Find Family Hotels in Sugarloaf Key, FL from CA $178

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Check availability on Sugarloaf Key Family Hotels

Tonight
Oct 13 - Oct 14
Tomorrow
Oct 14 - Oct 15
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

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 beachside dining area with thatched umbrellas, white plastic chairs, and tables.
A reception area with a wooden sculpture, a reception desk, a computer, and a television.

1. Sugar Loaf Lodge

Sugar Loaf Lodge
Summerland Key
CA $169
CA $190 total
includes taxes & fees
Oct 18 - Oct 19
Sugar Loaf Lodge
A wooden deck with a hanging hammock and a view of a green landscape.
Water Views
A modern kitchen with a central island, bar stools, and a dining area with a round table.
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

Starlight Serenity - Hideaway with Stunning Views
Summerland Key
CA $328
CA $903 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 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 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 $428
CA $975 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 canal with boats docked on both sides, surrounded by lush greenery and trees.
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 $159
CA $178 total
includes taxes & fees
Oct 15 - Oct 16
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 spacious living area with a flat-screen TV, a wooden coffee table, a sofa with colorful cushions, and a blue chair.
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.

5. Parmer's Resort

Parmer's Resort
Summerland Key
CA $209
CA $282 total
includes taxes & fees
Nov 3 - Nov 4
Parmer's Resort
A waterfront property with a multi-story building featuring balconies, a dock, and a landscaped garden with palm trees.
A beach with a thatched-roof hut, palm trees, and a pebbled walkway leading to the water.
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.

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

SAVE BIG $$$ OCT./NOV. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
CA $212
CA $620 total
includes taxes & fees
Oct 18 - Oct 19
SAVE BIG $$$ OCT./NOV. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
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 marina with numerous boats docked, a swimming pool, and palm trees.

7. 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 $174
CA $279 total
includes taxes & fees
Oct 27 - Oct 28
Hilton Key West Resort & Marina
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 modern living room with a sectional sofa, a small round table, and a potted plant.
A large swimming pool with lounge chairs and palm trees.

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 $166
CA $226 total
includes taxes & fees
Oct 28 - Oct 29
Hilton Garden Inn Key West / The Keys Collection
A waterfront property with a covered porch, a boat dock, and a clear sky.
A covered balcony with a table and chairs, a grill, and a boat docked nearby.
A kitchen with white cabinets, stainless steel appliances, and a wooden ceiling.
A marina with boats, a dock, and a white building with a balcony.

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

SAVE BIG $$$ OCT./NOV. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
  • Family paradise awaits with heated pools, game room, and water adventures just minutes from Florida Keys beaches.
CA $227
CA $639 total
includes taxes & fees
Oct 15 - Oct 16
SAVE BIG $$$ OCT./NOV. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.
Breakfast area
A hotel room with a balcony, a bed, a desk, and two chairs.
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 $241
CA $272 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

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent
"The beach was not swimma"
Kamila 4-night trip
Posted 1 hour ago
Casa Marina Key West, Curio Collection by Hilton
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

10/10 Excellent
"Include in the price the breakfast!"
Ana 1-night trip
Posted 5 hours ago
Hilton Garden Inn Key West / The Keys Collection
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"The resort was excellent. It was clean. The staff were very accommodating. The breakfast & dinners we had a The beach side Cafe were very good. The bars closed rather early on the resort by 9pm. We felt that one bar on the resort should open until 11pm to accommodate guests that want stay at the resort in the evening. Also a shuttle to and from the airport should be offered."
JoAnn 5-night trip
Posted 6 hours ago
Southernmost Beach Resort and Guesthouses
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"Excellent"
MARIO 2-night trip
Posted 7 hours ago
Blue Flamingo Resort Key West
Hilton Key West Resort & Marina

Hilton Key West Resort & Marina

10/10 Excellent
"We went to Duval Street and Town Everyday, The Hilton KW Resort & Marina Shuttle Driver “Fausto” was a 15 Star!! He was so accommodating, professional, helpful people person, on time and just a Genuine Nice Guy! Wish everyone that we meant was like him!! Top Notch!!!!!👏👏🙌🙌 🌟🌟💫"
Michelle 5-night trip
Posted 9 hours ago
Hilton Key West Resort & Marina
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
"Clean room , could not check in “not even 1 minute before exact time (very strictly on that). Breakfast was nice. We liked it overall"
Rolando 1-night trip
Posted 9 hours ago
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"Loved complimentary transportation!"
Robert 2-night trip
Posted 10 hours ago
DoubleTree Resort by Hilton Grand Key - Key West
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

10/10 Excellent
"We loved this resort! We will definitely be returning here in the future. Great location- not far from Duvall St but close enough that it’s only a 10 minute drive."
Vernon 4-night trip
Posted 1 day ago
Parrot Key Hotel & Villas
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

10/10 Excellent
"Great location. Walking distance to Anything you’d want to do in Key West. Housekeeping staff very attentive. Valets very friendly and quick to attend. Room was clean spacious and bed comfortable. Restaurant was just OK. Staff there not as friendly and attentive. Pool was ok."
Amy 3-night trip
Posted 2 days ago
Opal Key Resort & Marina, Key West

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