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

Find Family Hotels in Sugarloaf Key, FL from CA $110

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Check availability on Sugarloaf Key Family Hotels

Tonight
Sep 29 - Sep 30
Tomorrow
Sep 30 - Oct 1
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Sugarloaf Key family-friendly hotels

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 canal with boats docked on both sides, surrounded by lush greenery and trees.
A sign for Looe Key Reef Resort's tiki bar, surrounded by palm trees and a thatched-roof structure.

1. Looe Key Reef Resort

Looe Key Reef Resort
Summerland Key
CA $97
CA $110 total
includes taxes & fees
Oct 5 - Oct 6
Looe Key Reef Resort
A white building with a covered patio area, surrounded by palm trees and a view of the ocean.
A sunset view with a thatched structure and a palm tree by a calm body of water.
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.

2. Parmer's Resort

Parmer's Resort
Summerland Key
CA $204
CA $275 total
includes taxes & fees
Oct 4 - Oct 5
Parmer's Resort
A detailed mural of a pirate ship on a tiled pathway surrounded by palm trees and benches.
A large swimming pool with lounge chairs and palm trees.
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.

3. 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 $149
CA $207 total
includes taxes & fees
Oct 5 - Oct 6
Hilton Garden Inn Key West / The Keys Collection
A breakfast setting with a table, chairs, a vase with flowers, and a city view.
A hotel room with a balcony overlooking a marina and the ocean.
A clear view of turquoise ocean water and a blue sky with clouds.
A poolside area with lounge chairs and a view of boats in the background.

4. 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 $179
CA $286 total
includes taxes & fees
Oct 6 - Oct 7
Hilton Key West Resort & Marina
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.
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.

5. 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 $169
CA $230 total
includes taxes & fees
Sep 30 - Oct 1
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.
Breakfast area
View from room

6. Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
CA $235
CA $264 total
includes taxes & fees
Oct 6 - Oct 7
Hampton Inn Key West FL
A swimming pool with a tiled edge, surrounded by lounge chairs and umbrellas, under a cloudy sky.
A beachside view with palm trees and white lounge chairs along the shoreline.
A waterfront property with a pool, multiple houses, and a boat dock.
A marina with bicycles parked near the water, a boat docked, and a building with a balcony.

7. Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!

Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!
Cudjoe Key
CA $350
CA $728 total
includes taxes & fees
Oct 2 - Oct 3
Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!
Two people dining at an outdoor table with a beach view, a food truck in the background, and a wicker chair.
A modern cafe with a wooden counter, seating area, and shelves stocked with beverages.
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.

8. 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.
CA $167
CA $268 total
includes taxes & fees
Sep 30 - Oct 1
Blue Flamingo Resort Key West
A children's play area with swings and a slide, overlooking a marina with boats.
A waterfront property with a pool, a covered outdoor area, and a mobile home labeled 'Premier.'
A resort with a swimming pool, beach area, and marina.
A coastal residential area with houses, a marina, and a flag.

9. Florida Keys Canal-Front 2BR/2BA w/ 35' Seawall, Dock & Spacious Comfort

Florida Keys Canal-Front 2BR/2BA w/ 35' Seawall, Dock & Spacious Comfort
Cudjoe Key
CA $297
CA $741 total
includes taxes & fees
Oct 2 - Oct 3
Florida Keys Canal-Front 2BR/2BA w/ 35' Seawall, Dock & Spacious Comfort
A building with a stone facade, palm trees, and a parked car.
A pool area with blue lounge chairs, a hot tub, and a covered seating area.
A beachfront hotel with multiple colorful buildings, a pool area, and a boat dock.
A beachfront restaurant with outdoor seating, a seafood sign, and a market sign.

10. Ibis Bay Beach Resort

Ibis Bay Beach Resort
Northside Resort
CA $144
CA $207 total
includes taxes & fees
Sep 30 - Oct 1
Ibis Bay Beach Resort
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

Hampton Inn Key West FL

Hampton Inn Key West FL

10/10 Excellent
"Very nice with a friendly staff"
Mark 6-night trip
Posted 1 hour ago
Hampton Inn Key West FL
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"Property was amazing, our second time here. Staff was very accommodating! Pools were clean and the atmosphere at the pools was perfect. We will definitely be returning."
David John 5-night trip
Posted 2 hours ago
Southernmost Beach Resort and Guesthouses
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

10/10 Excellent
"We had a wonderful stay at Hyatt Centric Key West Resort & Spa! The pool was a perfect place to relax, and we especially loved seeing the rescued turtles - such a unique and memorable part of the property. The location could not be better: everything we wanted to explore in Key West was within easy walking distance. It was incredibly convenient to enjoy the sights, restaurants, and lively atmosphere without needing a car. We would gladly stay here again!"
Christy 2-night trip
Posted 16 hours ago
Hyatt Centric Key West Resort and Spa
Ibis Bay Beach Resort

Ibis Bay Beach Resort

8/10 Good
"The hotel is outside of town. The beach on the edge of the property is not very nice so it’s definitely not a pro. The restaurant and bar was closed for remodel when we went and being so far away from town we had to drive to find food. I feel like I over paid for the reservation. However, the rooms are nice and clean, the vending machines are stocked. There is plenty of parking and the pool seemed thumping."
Hector 1-night trip
Posted 19 hours ago
Ibis Bay Beach Resort
La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

10/10 Excellent
"Hotel is very conveniently located to old town Key West. The renovations that have been made to the hotel really make it a very fun place to stay."
Bryan 3-night trip
Posted 23 hours ago
La Concha Key West, Autograph Collection
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

8/10 Good
"Thank you"
Agustin 2-night trip
Posted 23 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
"Close to everything, comfortable stay"
Nancy 2-night trip
Posted 1 day ago
DoubleTree Resort by Hilton Grand Key - Key West
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

8/10 Good
"Good place to stay but watch out for the gratuity tax (it's a State of Florida thing). The property was well maintained, and we enjoyed the room. Overall, it was a good place to stay. Most of the staff were hospitable and management was amazing."
April 5-night trip
Posted 2 days ago
The Perry Hotel & Marina Key West

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