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
18 Aug - 19 Aug
Tomorrow
19 Aug - 20 Aug
This weekend
21 Aug - 23 Aug
Next weekend
28 Aug - 30 Aug

Our top choices for Sugarloaf Key family-friendly hotels

1. Looe Key Reef Resort

Looe Key Reef Resort
Summerland Key
AED 348
AED 392 total
includes taxes & fees
2 Sep - 3 Sep
Looe Key Reef Resort

2. Parmer's Resort

Parmer's Resort
Summerland Key
AED 372
AED 538 total
includes taxes & fees
25 Aug - 26 Aug
Parmer's Resort

3. 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.
AED 331
AED 888 total
includes taxes & fees
1 Sep - 2 Sep
Old Wooden Bridge Resort 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
AED 771
AED 2,282 total
includes taxes & fees
20 Aug - 21 Aug
Florida Keys Canal-Front 2BR/2BA w/ 35' Seawall, Dock & Spacious Comfort

5. Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West

Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West
Cudjoe Key
AED 636
AED 2,112 total
includes taxes & fees
1 Sep - 2 Sep
Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West

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
AED 909
AED 1,897 total
includes taxes & fees
20 Aug - 21 Aug
Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!

7. 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.
AED 494
AED 776 total
includes taxes & fees
25 Aug - 26 Aug
Hilton Key West Resort & Marina

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
AED 757
AED 2,168 total
includes taxes & fees
20 Aug - 21 Aug
Charming 3-bedroom house in Big Pine Key near Beach and Key West

9. Spanish Queen @Venture Out, Cudjoe Key

Spanish Queen @Venture Out, Cudjoe Key
Cudjoe Key
AED 1,286
AED 2,514 total
includes taxes & fees
31 Aug - 1 Sep
Spanish Queen @Venture Out, Cudjoe Key

10. Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
AED 434
AED 488 total
includes taxes & fees
31 Aug - 1 Sep
Hampton Inn Key West FL
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

La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

10/10 Excellent
"It was an excellent historic boutique hotel. Beautiful and comfortable room with a good bathroom…great location in the heart of Key West … very friendly staff"
Francisco 3-night trip
Posted 3 hours ago
La Concha Key West, Autograph Collection
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"Super clean room! So many things to do- pool, beach, restaurants!! Staff was super awesome and friendly. We loved it!!!"
Olivia 3-night trip
Posted 3 hours ago
Southernmost Beach Resort and Guesthouses
Pier House Resort & Spa

Pier House Resort & Spa

8/10 Good
"Room was ok only, AC had issues and location was difficult. There were upgraded rooms available but the charges didn’t make any sense, $50 a night for a room the same size but a slightly better location. Beach area was nice, location is great, Beach attendant couldn’t be bothered to help guests, Food servers never picked up after serving which left the birds to clean off the plates. You get the idea, great location not so great service."
Alan 1-night trip
Posted 5 hours ago
Pier House Resort & Spa
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"No complaints."
Joey 3-night trip
Posted 6 hours ago
DoubleTree Resort by Hilton Grand Key - Key West
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"This resort is amazing. We have stayed here for the past 3 years and plan to go back again next year. The only thing that I would have a small complaint is there is no microwave in the rooms. We wasted alot of leftover food from restaurants because there was no way to heat it back up. After the first couple of meals we learned to eat appetizers or share an entree."
Nicole 7-night trip
Posted 9 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
"Con gusto se puede ir a disfrutar"
Jose A 2-night trip
Posted 9 hours ago
Hilton Garden Inn Key West / The Keys Collection
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent
"Very nice location. secluded from the busy Duvall st but close enough for a nice stroll to the restaurants and bars. NOT much of a beach. Seaweed all around the beach and water. Pool and bar were great."
jayesh 2-night trip
Posted 9 hours 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
"Great choice!!! I’ll be back everything within walking distance!! Museum. Restaurant and bars!!! 👍👍👍"
Ernesto 2-night trip
Posted 1 day ago
Hyatt Centric Key West Resort and Spa
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

8/10 Good
"The property itself was very nice and well kept. The maintenance and cleaning staff were very creepy men and made me feel very uncomfortable during my stay. It’s something to think about if you are solo traveling. The area was nice, amenities were great, but I would not return here."
Jasmine 6-night trip
Posted 1 day ago
Hyatt Vacation Club at Windward Pointe, Key West

Explore a world of travel with Expedia