Find Family-Friendly Hotels in Sugarloaf Key, FL

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Check availability on Sugarloaf Key Family-Friendly Hotels

Tonight
29 Jul - 30 Jul
Tomorrow
30 Jul - 31 Jul
This weekend
1 Aug - 3 Aug
Next weekend
8 Aug - 10 Aug

Top Sugarloaf Key Family-Friendly Hotels

One of the very few beach houses with a daily, rental license in the Keys.
Children’s area

One of the very few beach houses with a daily, rental license in the Keys.

8.8 out of 10, Excellent, (64)
"We stayed here with another
family
, so we had a total of 13 people. The view is beautiful. The pool and tiki hut and pool table are was awesome for our
family
to hang out. It doesn’t have any shade right by the pool but the tiki hut and pool table area were shaded. The second king bedroom is upstairs after walking up spiral staircase. There is no private door- it’s kind of like a loft. And then there’s a bunk room that is off of the king bedroom upstairs so if you want privacy, good luck. The...
Kristin O.
The price is £958
includes taxes & fees
12 Aug - 13 Aug
One of the very few beach houses with a daily, rental license in the Keys.
WATERFRONT PARADISE AT VENTURE OUT+4 BIKES & 2-2 SEAT KAYAKS! KING & QUEEN BEDS
Outdoor dining

WATERFRONT PARADISE AT VENTURE OUT+4 BIKES & 2-2 SEAT KAYAKS! KING & QUEEN BEDS

9.6 out of 10, Exceptional, (96)
"Had a blast with my
family
. Loved the location! We rode the provided bikes everyday around the property. My sons had fun taking the kayaks out too. "
Elizabeth E.
The price is £333
includes taxes & fees
10 Aug - 11 Aug
WATERFRONT PARADISE AT VENTURE OUT+4 BIKES & 2-2 SEAT KAYAKS! KING & QUEEN BEDS
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Outdoor dining

Just 20 miles from Key West! Oceanfront, dockage, swimming pool

8.4 out of 10, Very good, (114)
"My
family
of 5 stayed at this place for 3 nights. It is very convenient to Key West and Big Pine Key for the activities we participated in. Easy check-in and great communication with owner. The only issue was the house we stayed in could use a little updating--one example was the peeling wallpaper and old-looking/poorly cut moulding in places. That said, we would definitely stay there again. It was a good place for the whole
family
."
John L.
The price is £413
includes taxes & fees
2 Aug - 3 Aug
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes, Boat Dock
Property grounds

Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes, Boat Dock

9.8 out of 10, Exceptional, (235)
"The house was as advertised, very clean and nicely decorated. The house had all the amenities needed for a
family
trip. We enjoyed the quiet tropical setting, especially the fishing and water access. We would stay there again on our next trip to the Keys."
Sherrilyn W.
The price is £627
includes taxes & fees
13 Aug - 14 Aug
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes, Boat Dock
Cottage with Pool and Dockage, just minutes to Key West
Pool

Cottage with Pool and Dockage, just minutes to Key West

9.2 out of 10, Wonderful, (148)
"Perfect spot to chill with friends, enjoy the views, and the pool is beautiful."
christine v.
The price is £364
includes taxes & fees
5 Aug - 6 Aug
Cottage with Pool and Dockage, just minutes to Key West
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Fridge, microwave, oven, stovetop

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

9.0 out of 10, Wonderful, (85)
"We basically were looking for a "home base" outside of Key West to cut down on cost. Great location to enjoy all Key West has to offer without breaking the budget. Cottage was comfortable and met our needs, enjoyed the pool. Would recommend."
Teresa G.
The price is £350
includes taxes & fees
1 Aug - 2 Aug
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Private Parking & Waterfront - Grand Marina Suite
Pool

Private Parking & Waterfront - Grand Marina Suite

9.2 out of 10, Wonderful, (15)
"Close to all the Key West activities but far enough away that you’re out of it all. Condo has amazing views and was very quite as well as relaxing. Pool was great to have right outside the door and was never busy. Condo has basically two master suites with full size baths. Great for couples get away or small
family
."
Andy M.
The price is £354
includes taxes & fees
4 Aug - 5 Aug
Private Parking & Waterfront - Grand Marina Suite
Private Parking & Waterfront - Grand Marina Suite
Pool

Private Parking & Waterfront - Grand Marina Suite

9.6 out of 10, Exceptional, (27)
"Had a wonderful stay at this condo. Airy and spacious with huge bedrooms and bathrooms. Loved the pool area which played great music and had personal bar service. The location is a tad away from the main Key West area, but if you're looking for a private, quiet, and safe spot, this is the place for you!We ran into issues with a road closure getting to the condo the first night (due to a fire in the Everglades) and the host was responsive and kind, offering a refund for the first night that we...
Jessica D.
The price is £409
includes taxes & fees
12 Aug - 13 Aug
Private Parking & Waterfront - Grand Marina Suite
Private Parking & Waterfront - Grand Marina Suite
Pool

Private Parking & Waterfront - Grand Marina Suite

9.4 out of 10, Exceptional, (9)
"Wow! We can’t say enough great things about this rental! We travel to KW often and enjoy staying away from Old Town so the location was perfect. We still made it to Harpoon Harry’s for breakfast every morning since it’s such a short drive. The pool, beach and gym were all the amenities we could ask for along with the views with boat traffic to watch. The condo was very clean and the two master bedrooms were perfect for our group. Communication with the host was above and beyond. We will...
Angie H.
The price is £354
includes taxes & fees
4 Aug - 5 Aug
Private Parking & Waterfront - Grand Marina Suite
Oceanfront Wellness home w/pool - Mastway House
Outdoor dining

Oceanfront Wellness home w/pool - Mastway House

9.6 out of 10, Exceptional, (26)
"We booked this house for a small
family
reunion. The
kids
loved the pool. The pool was gated for safety (which the parents loved). Perfect space to spend time relaxing. Beautiful home, amenities abundant, location awesome! Thank you!!!"
Briana V.
The price is £1,354
includes taxes & fees
25 Aug - 26 Aug
Oceanfront Wellness home w/pool - Mastway House
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Sugarloaf Key Hotel Reviews

Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent
"Loved the room! So big and spacious. The room we had 123 had stainless steel pans and not many, basically impossible to cook with and not burn. Everything else was awesome. Call in plenty of time if you need ice. Pool was awesome and opened 24/7. "
Roberta 4-night trip
Posted 15 hours ago
Beachside Resort & Residences

Frequently asked questions

What's Sugarloaf Key like for family-friendly holidays?
The budget-friendly destination of Sugarloaf Key is a good choice if you've been thinking about a trip with your children. The boating, excursions and ferry rides are just some of the things that make this an attractive spot for a family holiday. Fly into Key West, FL (EYW-Key West Intl.), which is located 14.2 mi (22.8 km) from the city centre.
What's the best hotel for a family holiday to Sugarloaf Key?
Sugar Loaf Lodge is a hotel with an outdoor pool and a restaurant, and it's a top choice on Expedia for families.
How many hotels that welcome families can I expect to find in Sugarloaf Key?
Expedia has 6 family-friendly hotels and other accommodation options in Sugarloaf Key.
What's the seasonal weather in Sugarloaf Key?
The hottest months are usually August and July, with an average temperature of 29°C, while the coldest months are January and February, with an average of 23°C. Average annual precipitation for Sugarloaf Key is 895 mm.
What's there to see and do with your family in Sugarloaf Key?
While you are visiting Sugarloaf Key, you and the family may want to explore some interesting spots such as Stock Island Yacht Club & Marina, Robbie's and Key West Visitors Center. Make sure that you have lots of time for activities such as Blue Hole and Big Pine Key Flea Market.