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

Kid Friendly Hotels in Sugarloaf Key

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Check availability on Sugarloaf Key Family friendly Hotels

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

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 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
RM486
RM546 total
includes taxes & fees
27 Oct - 28 Oct
Sugar Loaf Lodge
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.

2. Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
Summerland Key
RM1,217
RM2,783 total
includes taxes & fees
27 Oct - 28 Oct
Starlight Serenity - Hideaway w Stunning Views
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 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.

3. 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.
RM511
RM689 total
includes taxes & fees
25 Oct - 26 Oct
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
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
RM572
RM644 total
includes taxes & fees
26 Oct - 27 Oct
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.
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.
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
RM598
RM806 total
includes taxes & fees
3 Nov - 4 Nov
Parmer's Resort
A balcony with a view of a pool area, palm trees, and outdoor seating.
A modern bathroom with a shower, a sink, and a mirror.
An outdoor patio area with tables and chairs, umbrellas, and palm trees.
A large conference room with round tables, chairs, and a central carpeted area.

6. 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.
RM487
RM685 total
includes taxes & fees
25 Oct - 26 Oct
DoubleTree Resort by Hilton Grand Key - Key West
A wooden boardwalk with a palm tree and lamp post, leading to a waterfront.
A modern restaurant with a wooden counter, seating area, and large windows.
A covered outdoor area with wooden tables and chairs, a view of the water, and a wooden deck with railings.
A hotel room with a desk, two beds, a TV, a ceiling fan, and a balcony with curtains.

7. Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
Northside Resort
  • Family fun by the pool awaits at this waterfront retreat with supervised outdoor activities just minutes from the beach.
RM710
RM798 total
includes taxes & fees
27 Oct - 28 Oct
Courtyard by Marriott Key West Waterfront
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 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.
RM432
RM601 total
includes taxes & fees
28 Oct - 29 Oct
Hilton Garden Inn Key West / The Keys Collection
Two people dining at an outdoor table with a beach view, a food truck in the background, and a wicker chair.
A clear blue pool surrounded by lounge chairs and umbrellas, with palm trees and a gazebo in the background.
A hotel room with a bed, a sofa, a round table with a book, a window with a view, and a radiator.
A spacious living area with a sofa, chairs, a coffee table, and a foosball table. Large windows offer a view of the outdoor area.

9. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
  • Family fun thrives at Key West resort with mini golf, arcade games, and two refreshing pools for endless entertainment.
RM511
RM804 total
includes taxes & fees
25 Oct - 26 Oct
Blue Flamingo Resort Key West
A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.
A modern living room with a flat-screen TV, wooden cabinet, grey sofa, and a coffee table.
A marina with boats docked, a swimming pool, and palm trees.
A multi-story hotel with balconies, palm trees, and a pool area.

10. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
RM353
RM643 total
includes taxes & fees
2 Nov - 3 Nov
The Perry Hotel & Marina Key West
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

Ibis Bay Beach Resort

Ibis Bay Beach Resort

10/10 Excellent
"Todo maravillosamente genial"
Yurianay 1-night trip
Posted 14 hours 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 14 hours ago
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

10/10 Excellent
"Never stayed at an Opal resort property before..but will return! Very impressive, great location and a great restaurant!"
Claudette 2-night trip
Posted 17 hours ago
Opal Key Resort & Marina, Key West
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

8/10 Good
"Great location, everything walkable."
Kevin 6-night trip
Posted 19 hours ago
The Southernmost Inn - Adults Only
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"."
Angela 3-night trip
Posted 21 hours ago
Southernmost Beach Resort and Guesthouses
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

10/10 Excellent
"The staff is amazing. Super welcoming and they gave me a great layout of what the hotel had to offer. The wallet John was a class act I really appreciated his help particularly. I only went to 2 of the 4 pools but they were clean and relaxing. The food truck had some surprisingly good food, and the bar was good too. You can walk the little beach they have here, layout and relax in the hammocks, and if you want to hang in the room there is plenty in there as well. Location wise there is a Walgreens within walking distance and there are two large shopping plazas within a quarter of a mile so you have plenty of options for food or items for the room. The shuttle service to the beach and to Duval Street came in clutch as well. If you are looking for a place that is a little quieter to sleep at than Duval but close to the action this is the place. I will certainly stay here again when in the area."
Joshua 2-night trip
Posted 1 day ago
Parrot Key Hotel & Villas
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 2 days ago
The Perry Hotel & Marina Key West
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent
"Great property"
Charlene 3-night trip
Posted 3 days ago
Casa Marina Key West, Curio Collection by Hilton

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