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

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Check availability on Islamorada Family Hotels

Tonight
Aug 20 - Aug 21
Tomorrow
Aug 21 - Aug 22
This weekend
Aug 21 - Aug 23
Next weekend
Aug 28 - Aug 30

Our top choices for Islamorada family-friendly hotels

1. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
  • Family adventures flourish at this Florida resort where kids discover outdoor fun and ocean discovery programs all day long.
¥23,576
¥38,094 total
includes taxes & fees
Sep 3 - Sep 4
Cheeca Lodge & Spa

2. La Jolla Resort

La Jolla Resort
Matecumbe
¥18,861
¥25,669 total
includes taxes & fees
Aug 27 - Aug 28
La Jolla Resort

3. Islander Resort

Islander Resort
Matecumbe
  • Make family memories at this beachfront escape with outdoor pools, mini golf, pickleball courts, and complimentary bicycles.
¥34,381
¥49,359 total
includes taxes & fees
Sep 7 - Sep 8
Islander Resort

4. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
Islamorada
  • Family fun awaits at this oceanside motel with a private beach, heated pool, and complimentary bicycles for island adventures.
¥16,005
¥23,168 total
includes taxes & fees
Sep 20 - Sep 21
Fisher Inn Resort & Marina

5. Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
Islamorada
¥22,397
¥25,197 total
includes taxes & fees
Aug 30 - Aug 31
Coconut Cove Resort and Marina

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Islamorada
  • Family paradise awaits with three pools, a private beach, and an arcade for non-stop fun along the Islamorada shores.
¥32,786
¥48,456 total
includes taxes & fees
Aug 26 - Aug 27
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

7. Hadley Resort and Marina

Hadley Resort and Marina
Matecumbe
  • Discover waterside family adventures with a private beach, playground, and complimentary bicycles on Florida's sunny shores.
¥17,350
¥24,681 total
includes taxes & fees
Sep 7 - Sep 8
Hadley Resort and Marina

8. La Siesta Resort & Villas

La Siesta Resort & Villas
Matecumbe
  • Family paradise with private beach, outdoor pool, and fishing fun in coastal Matecumbe awaits young explorers.
¥24,458
¥39,086 total
includes taxes & fees
Aug 23 - Aug 24
La Siesta Resort & Villas

9. The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
Key Largo
¥15,602
¥17,553 total
includes taxes & fees
Aug 25 - Aug 26
The Pelican Key Largo Cottages

10. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
Matecumbe
  • Beachside paradise for families offers endless adventures, from saltwater pool games to kayaking quests along the bay.
¥35,681
¥50,822 total
includes taxes & fees
Aug 27 - Aug 28
Bayside Villas by Islander Resort
View all properties

Choose what matters most at family-friendly hotels in Islamorada

Pool
Breakfast included
Water park
4 stars
All-inclusive

Family-friendly hotels with pools in Islamorada

Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
¥23,576
¥38,094 total
includes taxes & fees
Sep 3 - Sep 4
Cheeca Lodge & Spa

La Jolla Resort

La Jolla Resort
Matecumbe
¥18,861
¥25,669 total
includes taxes & fees
Aug 27 - Aug 28
La Jolla Resort

Islander Resort

Islander Resort
Matecumbe
¥34,381
¥49,359 total
includes taxes & fees
Sep 7 - Sep 8
Islander Resort

Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
Islamorada
¥22,397
¥25,197 total
includes taxes & fees
Aug 30 - Aug 31
Coconut Cove Resort and Marina

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
Islamorada
¥16,005
¥23,168 total
includes taxes & fees
Sep 20 - Sep 21
Fisher Inn Resort & Marina

La Siesta Resort & Villas

La Siesta Resort & Villas
Matecumbe
¥24,458
¥39,086 total
includes taxes & fees
Aug 23 - Aug 24
La Siesta Resort & Villas

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Islamorada
¥32,786
¥48,456 total
includes taxes & fees
Aug 26 - Aug 27
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Hadley Resort and Marina

Hadley Resort and Marina
Matecumbe
¥17,350
¥24,681 total
includes taxes & fees
Sep 7 - Sep 8
Hadley Resort and Marina

Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
Matecumbe
¥35,681
¥50,822 total
includes taxes & fees
Aug 27 - Aug 28
Bayside Villas by Islander Resort

Ocean Pointe Suites at Key Largo

Ocean Pointe Suites at Key Largo
Tavernier
¥18,969
¥24,821 total
includes taxes & fees
Sep 13 - Sep 14
Ocean Pointe Suites at Key Largo
View all properties

Family-friendly hotels with free breakfast in Islamorada

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
Islamorada
¥16,005
¥23,168 total
includes taxes & fees
Sep 20 - Sep 21
Fisher Inn Resort & Marina

Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
Islamorada
¥22,397
¥25,197 total
includes taxes & fees
Aug 30 - Aug 31
Coconut Cove Resort and Marina

Hadley Resort and Marina

Hadley Resort and Marina
Matecumbe
¥17,350
¥24,681 total
includes taxes & fees
Sep 7 - Sep 8
Hadley Resort and Marina

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Islamorada
¥32,786
¥48,456 total
includes taxes & fees
Aug 26 - Aug 27
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Dove Creek Resort & Marina, Trademark Collection by Wyndham

Dove Creek Resort & Marina, Trademark Collection by Wyndham
Key Largo
¥14,098
¥20,878 total
includes taxes & fees
Sep 2 - Sep 3
Dove Creek Resort & Marina, Trademark Collection by Wyndham

Bay Harbor Lodge

Bay Harbor Lodge
Rock Harbor
¥22,943
¥25,812 total
includes taxes & fees
Aug 30 - Aug 31
Bay Harbor Lodge

Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton
Key Largo
¥41,743
¥55,759 total
includes taxes & fees
Aug 31 - Sep 1
Baker's Cay Resort Key Largo, Curio Collection by Hilton
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.
View all properties

Top Islamorada Hotel Reviews

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

10/10 Excellent
"Ok."
Luis A. 2-night trip
Posted less than an hour ago
Fisher Inn Resort & Marina
Amara Cay Resort

Amara Cay Resort

10/10 Excellent
"Great place!"
Carolina 2-night trip
Posted 12 hours ago
Amara Cay Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

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

8/10 Good
"Shuttle driver was driving while in personal FaceTime call. Did not move to help with van door which was hard to close. The resort is beautiful and we really enjoyed the amenities."
Marta 3-night trip
Posted 15 hours ago
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Breezy Palms Resort

Breezy Palms Resort

10/10 Excellent
"We were positively surprised when we got to our room to see the wonderful ocean views. The room was quite spacious and appears to have been remodeled quite recently. All was nice and clean and in perfect working order. We will definitely be back."
Karlheinz 2-night trip
Posted 19 hours ago
Breezy Palms Resort
La Siesta Resort & Villas

La Siesta Resort & Villas

8/10 Good
"Great location with many restaurants nearby & close to lots of local attractions. Our room was laid out really well with 2 queen size beds, large closet, & huge TV. Then down a hall into the living room, then to a dining area & kitchen with microwave, small fridge, sink & coffee maker. All in all a well thought out design."
Louis 2-night trip
Posted 22 hours ago
La Siesta Resort & Villas
Islander Resort

Islander Resort

10/10 Excellent
"I decided to splurge on myself and do a night and a day at the resort and man oh man what a treat. I have been to other resorts in the Caribbean and Mexico and this space totally gives you that vibe everywhere you go! Beautiful landscaping and gardens! Rooms were huge and so well decorated! This room also had a back patio to hang out on! The long walkway to the beach and pool area is so relaxing and really sets the tone for your experience! Pool area was chill, they had a live singer out by the pool area who was really good. Tons of activities that you could engage in, basketball, mini golf, cornhole! You could even go fishing on the pier or hang out in a plethora of outdoor lounge seating. Unfortunately as is many of the areas in Islamorada, don’t expect to be swimming in the ocean, Islander Resort is the same, so much seaweed and unable for swimming, but that’s not their fault, more the environment and the way it goes in the summer months. Lobby was beautiful and catered to any need I had. Nighttime roaming and wandering around the space is chill and great resort vibes. Would def go back again in the future!"
Ryan 1-night trip
Posted 1 day ago
Islander Resort
Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

8/10 Good
"Beautiful resort. The pool is gorgeous. Staff went above and beyond to make us comfortable!"
Michael 3-night trip
Posted 4 days ago
Coconut Cove Resort and Marina

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 Bud n' Mary's Dive Center, Robbie's of Islamorada, and Everglades National Park. Make sure you have lots of time for activities like Lorelei Restaurant & Cabana Bar and History of Diving Museum.

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