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

Find Family Hotels in Sugarloaf Key, FL from CA $111

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Check availability on Sugarloaf Key Family Hotels

Tonight
Sep 26 - Sep 27
Tomorrow
Sep 27 - Sep 28
Next weekend
Oct 2 - Oct 4
In two weeks
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 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 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 $98
CA $111 total
includes taxes & fees
Oct 5 - Oct 6
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 $127
CA $342 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.
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.
A sunset view with a thatched structure and a palm tree by a calm body of water.

3. Parmer's Resort

Parmer's Resort
Summerland Key
CA $203
CA $275 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 waterfront property with a pool, a covered outdoor area, and a mobile home labeled 'Premier.'
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.

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 $297
CA $741 total
includes taxes & fees
Sep 27 - Sep 28
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 clear view of turquoise ocean water and a blue sky with clouds.
A marina with numerous boats docked, a swimming pool, and palm trees.
A hotel room with a balcony overlooking a marina and the ocean.

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 $168
CA $273 total
includes taxes & fees
Sep 27 - Sep 28
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 beachside view with palm trees and white lounge chairs along the shoreline.
A marina with bicycles parked near the water, a boat docked, and a building with a balcony.

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 $350
CA $730 total
includes taxes & fees
Sep 27 - Sep 28
Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!
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 modern living room with a flat-screen TV, wooden cabinet, grey sofa, and a coffee table.
A balcony with a wooden table and chairs, overlooking a swimming pool and palm trees.

7. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
CA $163
CA $270 total
includes taxes & fees
Sep 27 - Sep 28
The Perry Hotel & Marina Key West
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 spacious kitchen with dark wooden cabinets, a large island with stools, a dishwasher, and a window providing natural light.
A dining area with a wooden table, wicker chairs, and a blue rug. There are two windows with blinds, a ceiling light, and wall art.

8. 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 $317
CA $875 total
includes taxes & fees
Sep 28 - Sep 29
Charming 3-bedroom house in Big Pine Key near Beach and Key West
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.

9. Spanish Queen @Venture Out, Cudjoe Key

Spanish Queen @Venture Out, Cudjoe Key
Cudjoe Key
CA $495
CA $957 total
includes taxes & fees
Sep 29 - Sep 30
Spanish Queen @Venture Out, Cudjoe Key
A swimming pool with a rock waterfall feature, lounge chairs, and palm trees.
A hotel room with a bed, a TV, a coffee table, a sofa, and a view of the ocean.
A person standing by a window overlooking a beach with palm trees and the ocean.
A beach with a palm tree and two chairs.

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 $296
CA $422 total
includes taxes & fees
Sep 27 - Sep 28
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

Ibis Bay Beach Resort

Ibis Bay Beach Resort

8/10 Good
"If your looking for an a good resort for a value price this is your place. It is full of character!! The staff is friendly, even let us check in early. Beautiful location on the water with lots of outdoor space, just to lounge around. Loved all the hammocks. Do yourself a favor and pay a little extra for a water view room super cute porch that leads out to a secluded beach with hammocks and loungers."
Amy 2-night trip
Posted 7 hours ago
Ibis Bay Beach Resort
Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"Great staff"
Sherry 5-night trip
Posted 10 hours ago
Pier House Resort & Spa
La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

8/10 Good
"Clean and convenient wish the ac was a little colder"
Barry 5-night trip
Posted 11 hours ago
La Concha Key West, Autograph Collection
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"Loved my stay, wished it was longer."
Vanessa 2-night trip
Posted 13 hours ago
Blue Flamingo Resort Key West
Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent
"Just a very nice serene place to stay. The room was huge (we had both units), the balcony was spacious and amazing looking out towards the Gulf of Mexico, and the staff was very friendly. Can't wait to return to this property again."
Erik 3-night trip
Posted 15 hours ago
Beachside Resort & Residences
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"Amazing time"
William 2-night trip
Posted 15 hours ago
DoubleTree Resort by Hilton Grand Key - Key West

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