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 19 - Oct 20
Tomorrow
Oct 20 - Oct 21
This weekend
Oct 23 - Oct 25
Next weekend
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 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

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.
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 $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 modern kitchen with a large island, white cabinetry, and three wicker bar stools.
A modern bathroom with a glass-enclosed shower, a toilet, and a small window.
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 sign for Looe Key Reef Resort's tiki bar, surrounded by palm trees and a thatched-roof structure.
A canal with boats docked on both sides, surrounded by lush greenery and trees.

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.
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.
A sunset view with a thatched structure and a palm tree by a calm body of water.

5. Parmer's Resort

Parmer's Resort
Summerland Key
CA $190
CA $259 total
includes taxes & fees
Nov 2 - Nov 3
Parmer's Resort
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 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.

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 $173
CA $277 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.

7. 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 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 beach with a thatched-roof hut, palm trees, and a pebbled walkway leading to the water.
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 $$$ OCT./NOV. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
CA $211
CA $617 total
includes taxes & fees
Oct 21 - Oct 22
SAVE BIG $$$ OCT./NOV. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
A 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.

9. 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
A poolside area with two covered seating areas labeled "Sugarloaf" and "Boca Grande," surrounded by palm trees and a clear blue pool.
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.
An outdoor patio area with tables and chairs, a bar area with a counter and bar stools, and a TV mounted on the wall.

10. 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 $190
CA $253 total
includes taxes & fees
Oct 26 - Oct 27
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
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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

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"This hotel is closer to the Key West airport than it is to downtown. This did not matter since the hotel is like a vacation all on its own. With 2 pools and and outdoor bars as well as games on site there is less of a need to go downtown. I arrived at the hotel before the official check in time and they still provided me a room. The room was a decent size and had all the amenities I expected. There is a free hotel shuttle that will take you downtown at the top of every hour and also bring you back. For breakfast I skipped the options at the outdoor bars and instead went to the Starbucks onsite. I regretted this and next time I will just order from the hotel. Breakfast is not included. In summary, despite breakfast I cannot wait to stay at this hotel again!"
Andrew 2-night trip
Posted 2 hours ago
Blue Flamingo Resort Key West
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"Excellent friendly staff! Breakfast should have been included with $400+ per night room🙁!"
Robert 1-night trip
Posted 2 hours ago
DoubleTree Resort by Hilton Grand Key - Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

8/10 Good
"Resort was nice. Good location and amenities were also in good shape. Only real issue I had is the $50 a day parking fee. Just seems not really necessary and is excessive"
Chris 4-night trip
Posted 3 hours ago
Southernmost Beach Resort and Guesthouses
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent
"Beautiful property, beach was perfect, pools were great. The staff are very helpful and knowledgeable"
Robert 2-night trip
Posted 3 hours ago
Casa Marina Key West, Curio Collection by Hilton
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

10/10 Excellent
"Great hotel will definitely stay again"
Ann 2-night trip
Posted 4 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
"Excellent service!"
Marcela 1-night trip
Posted 4 hours ago
Hilton Garden Inn Key West / The Keys Collection
Ibis Bay Beach Resort

Ibis Bay Beach Resort

10/10 Excellent
"Todo maravillosamente genial"
Yurianay 1-night trip
Posted 2 days ago
Ibis Bay Beach Resort
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
"Staff was friendly and very helpful. Their shuttle to downtown was excellent"
Koreena 1-night trip
Posted 2 days ago
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

10/10 Excellent
"This is a great place just minutes away from Key West proper. The rooms are nice (at least, ours was), the staff was very pleasant and helpful, and the property is well-maintained. Parking is in a gravel lot adjacent to the buildings and very close to the lobby, elevators, and restaurants. We did not use any of their resort amenities, so I will not opine on their quality. I will note that you need to add the daily resort fee to your room charge and tax to estimate the daily rate for staying there."
Eliot 2-night trip
Posted 3 days ago
The Perry Hotel & Marina Key West

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