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

Family friendly Hotels in Sugarloaf Key, Summerland Key

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Check availability on Sugarloaf Key Family friendly Hotels

Tonight
Oct 23 - Oct 24
Tomorrow
Oct 24 - Oct 25
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 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
P7,559
P8,504 total
includes taxes & fees
Oct 26 - Oct 27
Sugar Loaf Lodge
A spacious living area with a kitchen island, a staircase, and large windows offering a view of the outdoors.
A wooden deck with a swing chair and a view of a lake.
A spacious living room with a flat-screen TV, two sofas, a coffee table, and large windows offering a view of the outdoors.
A two-story house with a balcony and a staircase leading to the upper level.

2. Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
Summerland Key
P17,306
P41,479 total
includes taxes & fees
Oct 27 - Oct 28
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.
A modern office space with a reception desk, computer, and seating area.
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.

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.
P6,803
P9,440 total
includes taxes & fees
Oct 29 - Oct 30
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 balcony with wicker furniture and a view of the ocean and palm trees.
Breakfast area
A hotel room with a balcony, a bed, a desk, and two chairs.

4. Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
P8,829
P9,933 total
includes taxes & fees
Oct 27 - Oct 28
Hampton Inn Key West FL
A rustic wooden structure with a thatched roof, multiple tables and chairs, and flags hanging from the ceiling.
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.
A thatched-roof building with a sign for 'Look Reef Resort' and 'Tiki Bar'.

5. Looe Key Reef Resort

Looe Key Reef Resort
Summerland Key
P8,908
P10,022 total
includes taxes & fees
Oct 26 - Oct 27
Looe Key Reef Resort
A breakfast setting with a table, chairs, a vase with flowers, and a city view.
A poolside dining area with round tables, chairs, and a pool in the background.
A waterfront hotel with a pool, palm trees, and a wooden dock.
View from room

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.
P7,246
P11,868 total
includes taxes & fees
Oct 25 - Oct 26
Hilton Key West Resort & Marina
A pool area with lounge chairs and gazebos, surrounded by palm trees.
A hotel with a central fountain, surrounded by palm trees and a well-maintained lawn.
A hotel room with a large bed, a desk, a chair, a small table, and a balcony with a view of palm trees.
A hotel room with a sofa, a small table, a lamp, and a balcony with chairs.

7. 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.
P6,555
P9,519 total
includes taxes & fees
Oct 29 - Oct 30
DoubleTree Resort by Hilton Grand Key - Key West
A white building with a covered patio area, surrounded by palm trees and a view of the ocean.
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.
A sunset view with a thatched structure and a palm tree by a calm body of water.

8. Parmer's Resort

Parmer's Resort
Summerland Key
P8,518
P11,656 total
includes taxes & fees
Nov 1 - Nov 2
Parmer's Resort
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 multi-story hotel with balconies, palm trees, and a pool area.
A marina with boats docked, a swimming pool, and palm trees.

9. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
P6,569
P11,106 total
includes taxes & fees
Nov 16 - Nov 17
The Perry Hotel & Marina Key West
A two-story building with a balcony, surrounded by tropical vegetation.
A residential property with a swimming pool, a covered patio, and a view of the ocean.
A bedroom with a bed, a ceiling fan, a balcony with a view, and a nightstand with a lamp.
A two-story beachfront house with a balcony, a covered outdoor seating area, and a small boat dock.

10. Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
Summerland Key
P32,872
P61,993 total
includes taxes & fees
Oct 26 - Oct 27
Atlantic View Luxury Villa with Pool
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
"Loved this hotel! Hourly shuttle to town, wish it was later then 10 pm though. Staff very nice and they celebrated my son’s birthday with champagne and snacks in our room!"
Melissa 3-night trip
Posted less than an hour ago
Blue Flamingo Resort Key West
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

10/10 Excellent
"Proximity to downtown and perfect walking distance to restaurants. Great pool."
Hollie 4-night trip
Posted less than an hour ago
Opal Key Resort & Marina, Key West
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

10/10 Excellent
"The resort was amazing. Staff was friendly and went out of their way to make you feel welcomed all week, not just when you checked in. The property was clean and the room was very comfortable. I would definitely go back."
Jennifer 5-night trip
Posted 1 hour ago
Winslow's Bungalows - Key West Historic Inns
Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent
"Loved the place. Will definitely be back in the future with the family."
Roberto 8-night trip
Posted 3 hours ago
Beachside Resort & Residences
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"Very nice."
Brian 2-night trip
Posted 6 hours ago
Southernmost Beach Resort and Guesthouses
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

10/10 Excellent
"Parrot Key Hotel & Villas is the place to stay if you are planning a family trip to Key West on a reasonable budget.The rooms are spacious and very clean. Everybody is nice, we had no complaints. The restaurant is under construction at this time but in a few months I believe it will be up and running."
Natacha 1-night trip
Posted 9 hours ago
Parrot Key Hotel & Villas
Hilton Key West Resort & Marina

Hilton Key West Resort & Marina

8/10 Good
"We liked this property. However Building number 1 was totally under construction. Should be for some time. Therefore you should book the room of your choice in building number 3 to be away from the noise."
stephen 6-night trip
Posted 10 hours ago
Hilton Key West Resort & Marina
Ibis Bay Beach Resort

Ibis Bay Beach Resort

10/10 Excellent
"Great stay"
Sebastian 1-night trip
Posted 13 hours ago
Ibis Bay Beach Resort
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

8/10 Good
"Pros: great location, nice pool area, clean room, price good for the area, friendly staff. Cons: ice machine near our room broken, one of the elevators was out of order, bed uncomfortably firm, despite the website saying they had dinner inside the only food choices were from the poolside bar. Still waiting on the itemized bill, believe we were overcharged on “extras”."
Lisa 2-night trip
Posted 4 days ago
Hilton Garden Inn Key West / The Keys Collection