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

Find Family Hotels in Sugarloaf Key, FL from CA $105

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Check availability on Sugarloaf Key Family Hotels

Tonight
Sep 16 - Sep 17
Tomorrow
Sep 17 - Sep 18
This weekend
Sep 18 - Sep 20
Next weekend
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 sign for Looe Key Reef Resort's tiki bar, surrounded by palm trees and a thatched-roof structure.
A thatched-roof building with a sign for 'Look Reef Resort' and 'Tiki Bar'.
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
CA $94
CA $105 total
includes taxes & fees
Sep 23 - Sep 24
Looe Key Reef Resort
A swimming pool with a white fence, surrounded by palm trees and a clear blue sky.
A white building with a sloped roof, a balcony with blue chairs, and a yellow bird sculpture on the roof.
A cozy room with a brown leather sofa, a white table, and a ceiling fan.
A floating houseboat with a covered deck and seating area, docked at a marina.

2. 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.
CA $125
CA $337 total
includes taxes & fees
Sep 27 - Sep 28
Old Wooden Bridge Resort and Marina
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.
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.

3. Parmer's Resort

Parmer's Resort
Summerland Key
CA $200
CA $270 total
includes taxes & fees
Oct 4 - Oct 5
Parmer's Resort
A children's play area with swings and a slide, overlooking a marina with boats.
A coastal residential area with houses, a marina, and a flag.
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.
A resort with a swimming pool, beach area, and marina.

4. 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 $292
CA $862 total
includes taxes & fees
Sep 18 - Sep 19
Florida Keys Canal-Front 2BR/2BA w/ 35' Seawall, Dock & Spacious Comfort
A breakfast setting with a table, chairs, a vase with flowers, and a city view.
A marina with numerous boats docked, a swimming pool, and palm trees.
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.

5. 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 $148
CA $250 total
includes taxes & fees
Sep 28 - Sep 29
Hilton Key West Resort & Marina
A swimming pool with a tiled edge, surrounded by lounge chairs and umbrellas, under a cloudy sky.
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.
A waterfront property with a view of the sea, a dock, and a building with balconies.

6. 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 $345
CA $716 total
includes taxes & fees
Sep 18 - Sep 19
Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!
An aerial view of a resort with a large pool, palm trees, and a pier.
A beachfront property with a covered patio, outdoor seating, and a view of the ocean.
A spacious living area with a round wooden table, comfortable seating, and large windows offering a view of the outdoors.
A balcony with wicker furniture, a view of the ocean, and a parked truck.

7. Spanish Queen @Venture Out, Cudjoe Key

Spanish Queen @Venture Out, Cudjoe Key
Cudjoe Key
CA $487
CA $953 total
includes taxes & fees
Oct 12 - Oct 13
Spanish Queen @Venture Out, Cudjoe Key
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.
A balcony with wicker furniture and a view of the ocean and palm trees.

8. Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
CA $154
CA $173 total
includes taxes & fees
Sep 23 - Sep 24
Hampton Inn Key West FL
A modern kitchen with a dishwasher, a dining area with a glass coffee table, and a ceiling fan.
A wooden console table with two decorative vases and a small figurine. A television is mounted on the wall above.
A modern living room with a black sofa, decorative pillows, a glass coffee table, and a painting of a sunset.
A spacious kitchen with dark wooden cabinets, a large island with stools, a dishwasher, and a window providing natural light.

9. Charming 3-bedroom house in Big Pine Key near Beach and Key West

Charming 3-bedroom house in Big Pine Key near Beach and Key West
Sands
CA $313
CA $875 total
includes taxes & fees
Sep 30 - Oct 1
Charming 3-bedroom house in Big Pine Key near Beach and Key West
A swimming pool with a rock waterfall feature, lounge chairs, and palm trees.
A person standing by a window overlooking a beach with palm trees and the ocean.
A beach with a palm tree and two chairs.
A hotel room with a bed, a TV, a coffee table, a sofa, and a view of the ocean.

10. 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.
CA $248
CA $366 total
includes taxes & fees
Oct 5 - Oct 6
Margaritaville Beach House 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

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

8/10 Good
"The check in staff was not friendly. The elevator in our building wasn’t working, the pool was closed and the beach was closed because of Scargasim. Also there was a $50.00 per night parking fee and none of these points were discussed with us beforehand and no discounts were offered. Two other couples that checked in after us were traveling together and their rooms were far apart and they asked to be moved closer and the staff at check in made no effort to accommodate them. The other pools were fine and the breakfast was great. The rooms were very nice and the resort is in a quiet peaceful area about a mile from lower Duval where the action is. I would be hesitant to stay there again."
Angelo 4-night trip
Posted 5 hours ago
Southernmost Beach Resort and Guesthouses
Ibis Bay Beach Resort

Ibis Bay Beach Resort

10/10 Excellent
"Had a great time here."
Stephanie 2-night trip
Posted 10 hours ago
Ibis Bay Beach Resort
Hampton Inn Key West FL

Hampton Inn Key West FL

10/10 Excellent
"Front desk associate was fantastic as well as the shuttle drivers . Free buffet breakfast kept me full until supper so that helped save money."
Carolyn 5-night trip
Posted 11 hours ago
Hampton Inn Key West FL
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"It was a nice hotel. It was very clean quiet they had two Swimming Pool pools so that made it nice for the kids at one pool primarily and the adults at the other the walk-up bars were nice and close."
christopher 1-night trip
Posted 11 hours ago
Blue Flamingo Resort Key West
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

10/10 Excellent
"Our stay was pleasant except for the rooster in the Palm tree that woke me up at 3;45 AM in the morning."
James 4-night trip
Posted 21 hours ago
Hilton Garden Inn Key West / The Keys Collection
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

10/10 Excellent
"Loved it, marina view room"
Bianca 4-night trip
Posted 2 days ago
The Perry Hotel & Marina Key West

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