A beach with white lounge chairs, a covered pavilion, and palm trees.

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Our top choices for Islamorada family-friendly hotels

Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,337 reviews)
  • cleanliness
    Family adventures flourish at this Florida resort where kids discover outdoor fun and ocean discovery programs all day long.
The price is ₩385,322
₩542,285 total
includes taxes & fees
Aug 6 - Aug 7
Cheeca Lodge & Spa

Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,072 reviews)
  • cleanliness
    Make family memories at this beachfront escape with outdoor pools, mini golf, pickleball courts, and complimentary bicycles.
The price is ₩388,298
₩537,257 total
includes taxes & fees
Aug 16 - Aug 17
Islander Resort

Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (276 reviews)
The price is ₩281,181
₩316,329 total
includes taxes & fees
Jul 20 - Jul 21
Coconut Cove Resort and Marina

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
4.0 star property
Islamorada
9.0 out of 10, Wonderful, (230 reviews)
  • cleanliness
    Family paradise awaits with three pools, a private beach, and an arcade for non-stop fun along the Islamorada shores.
The price is ₩320,159
₩468,976 total
includes taxes & fees
Aug 18 - Aug 19
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very Good, (1,002 reviews)
  • cleanliness
    Family fun awaits at this oceanside motel with a private beach, heated pool, and complimentary bicycles for island adventures.
The price is ₩175,775
₩246,292 total
includes taxes & fees
Aug 10 - Aug 11
Fisher Inn Resort & Marina

La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,000 reviews)
The price is ₩199,505
₩266,294 total
includes taxes & fees
Jul 22 - Jul 23
La Jolla Resort

La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.6 out of 10, Excellent, (1,001 reviews)
  • cleanliness
    Family paradise with private beach, outdoor pool, and fishing fun in coastal Matecumbe awaits young explorers.
The price is ₩250,051
₩390,105 total
includes taxes & fees
Aug 18 - Aug 19
La Siesta Resort & Villas

Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
3.5 star property
Matecumbe
9.0 out of 10, Wonderful, (452 reviews)
  • cleanliness
    Beachside paradise for families offers endless adventures, from saltwater pool games to kayaking quests along the bay.
The price is ₩342,773
₩486,041 total
includes taxes & fees
Aug 13 - Aug 14
Bayside Villas by Islander Resort

Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1,003 reviews)
  • cleanliness
    Discover waterside family adventures with a private beach, playground, and complimentary bicycles on Florida's sunny shores.
The price is ₩150,484
₩217,840 total
includes taxes & fees
Aug 2 - Aug 3
Hadley Resort and Marina

Bayside Inn Key Largo

Bayside Inn Key Largo
3.0 star property
Key Largo
8.6 out of 10, Excellent, (1,778 reviews)
The price is ₩179,370
₩238,984 total
includes taxes & fees
Aug 13 - Aug 14
Bayside Inn Key Largo
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.

Choose what matters most at family-friendly hotels in Islamorada

Family-friendly hotels with pools in Islamorada

Family-friendly hotels with free breakfast in Islamorada

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 Islamorada Hotel Reviews

Frequently asked questions

What's Islamorada like for family-friendly vacations?
The relaxing destination of Islamorada is a good choice if you've been thinking about a trip with your kids. The snorkeling spots, entertainment, and theaters are just a few things that make this an attractive place for families. Arrange a flight into Marathon, FL (MTH-Florida Keys Marathon), which is located 30 mi (48.2 km) from the city center.
What's the best hotel for a family vacation in Islamorada?
Cheeca Lodge & Spa is a resort with 3 outdoor pools and a private beach, and it's a top choice on Expedia for families. Other options for your family trip include Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort and Fisher Inn Resort & Marina.
How many family-friendly hotels are there in Islamorada?
Expedia has 5 family-friendly hotels and other accommodations in Islamorada.
When's the best time to book a family-friendly vacation in Islamorada?
The hottest months are usually August and July with an average temp of 83°F, while the coldest months are January and February with an average of 72°F. Average annual precipitation for Islamorada is 44 inches.
What's there to see and do with your family in Islamorada?
While you and your family are staying in Islamorada, you might want to visit some family-friendly attractions such as Everglades National Park, Bud n' Mary's Dive Center, and Robbie's of Islamorada. Make sure you have lots of time for activities like History of Diving Museum and Lorelei Restaurant & Cabana Bar.