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

Find Family Hotels in Sugarloaf Key, FL

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Sugarloaf Key Family Hotels

Tonight
Sep 12 - Sep 13
Tomorrow
Sep 13 - Sep 14
Next weekend
Sep 18 - Sep 20
In two weeks
Sep 25 - Sep 27

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 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.
A spacious indoor dining area with multiple tables and chairs, ceiling fans, and a bar area.

1. Looe Key Reef Resort

Looe Key Reef Resort
Summerland Key
NT$2,394
NT$2,694 total
includes taxes & fees
Sep 23 - Sep 24
Looe Key Reef Resort
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 poolside area with lounge chairs and a view of boats in the background.
A marina with numerous boats docked, a swimming pool, and palm trees.

2. 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.
NT$3,347
NT$5,655 total
includes taxes & fees
Sep 20 - Sep 21
Hilton Key West Resort & Marina
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 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.

3. Parmer's Resort

Parmer's Resort
Summerland Key
NT$3,739
NT$5,239 total
includes taxes & fees
Sep 25 - Sep 26
Parmer's Resort
A swimming pool with a white fence, surrounded by palm trees and a clear blue sky.
A compact kitchen with wooden beams, a dining area with white chairs, and a TV mounted on the wall.
A floating houseboat with a covered deck and seating area, docked at a marina.
A white building with a sloped roof, a balcony with blue chairs, and a yellow bird sculpture on the roof.

4. Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
Punta Brisa
  • Family paradise offers oceanside adventure with fishing, boating, and poolside fun for all ages.
NT$2,848
NT$7,654 total
includes taxes & fees
Sep 27 - Sep 28
Old Wooden Bridge Resort and Marina
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.

5. Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
NT$3,728
NT$4,194 total
includes taxes & fees
Sep 16 - Sep 17
Hampton Inn Key West FL
A swimming pool with a rock waterfall feature, lounge chairs, and palm trees.
A beach with a palm tree and two chairs.
A hotel entrance with a palm tree-lined driveway, a vintage car, and a metal canopy structure.
A hotel room with a bed, a TV, a coffee table, a sofa, and a view of the ocean.

6. Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
  • Kids splash into tropical fun across from Key West's Smathers Beach, with a sparkling pool and family activities that make memories last.
NT$5,616
NT$8,298 total
includes taxes & fees
Sep 30 - Oct 1
Margaritaville Beach House Key West
A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.
A multi-story hotel with balconies, palm trees, and a pool area.
A marina with boats docked, a swimming pool, and palm trees.
A modern living room with a flat-screen TV, wooden cabinet, grey sofa, and a coffee table.

7. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
NT$4,295
NT$6,774 total
includes taxes & fees
Sep 22 - Sep 23
The Perry Hotel & Marina Key West
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.

8. 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.
NT$3,560
NT$4,895 total
includes taxes & fees
Sep 20 - Sep 21
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
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
"The place is peacefull y like the feeliing of nature, nothing fancy,clean courteos staff"
DORA 1-night trip
Posted 4 hours ago
Ibis Bay Beach Resort
Hampton Inn Key West FL

Hampton Inn Key West FL

10/10 Excellent
"Rooms are clean, Staff was ok, van drivers where great outdoor pool was a bit dirty but was cleaned the next day and the breakfast was very good."
DAVID 1-night trip
Posted 15 hours ago
Hampton Inn Key West FL
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"The only gripe I would give is I think our air in our room was not adjustable or maybe it was broken. Also shower was slippery! The staff were super super friendly. Love all the activities and games they offer. The best staff member was Irena at the pool bar! Give that girl a Raise! Would stay here again. Oh and we loved the Shuttle driver with the cool mustache and fun Tunes. This is out of old town but the shuttle was useful."
Christopher 2-night trip
Posted 16 hours ago
Blue Flamingo Resort Key West
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

10/10 Excellent
"Wonderful stay with my family. Fantastic location. Friendly staff. Large, clean rooms."
Alexis 3-night trip
Posted 22 hours ago
Parrot Key Hotel & Villas
Southwinds Motel

Southwinds Motel

10/10 Excellent
"Great property and the staff very helpful and friendly."
Michael 5-night trip
Posted 23 hours ago
Southwinds Motel
Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"What a great resort! Everything you need from a beach resort and more. The beautiful beach with NO sargassum. Clean, well maintained pool and common areas. Friendly staff. Delicious food and drinks. One of the best places I've ever stayed."
Nuran 3-night trip
Posted 2 days ago
Pier House Resort & Spa
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

8/10 Good
"The location is fantastic, and the staff is wonderful. I’m already planning to return!"
Igor 2-night trip
Posted 2 days ago
Casa Marina Key West, Curio Collection by Hilton
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

10/10 Excellent
"Loved the stay. Definitely will be back"
Kelli 4-night trip
Posted 5 days ago
Hyatt Centric Key West Resort and Spa

Explore a world of travel with Expedia