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

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Check availability on Islamorada Family Hotels

Tonight
Aug 27 - Aug 28
Tomorrow
Aug 28 - Aug 29
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

Our top choices for Islamorada family-friendly hotels

1. La Jolla Resort

La Jolla Resort
Matecumbe
¥16,430
¥22,962 total
includes taxes & fees
Aug 31 - Sep 1
La Jolla Resort

2. 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.
¥23,721
¥38,328 total
includes taxes & fees
Sep 2 - Sep 3
Cheeca Lodge & Spa

3. Islander Resort

Islander Resort
Matecumbe
  • Make family memories at this beachfront escape with outdoor pools, mini golf, pickleball courts, and complimentary bicycles.
¥38,845
¥54,447 total
includes taxes & fees
Sep 22 - Sep 23
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.
¥17,456
¥24,834 total
includes taxes & fees
Sep 21 - Sep 22
Fisher Inn Resort & Marina

5. 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.
¥27,892
¥43,020 total
includes taxes & fees
Sep 2 - Sep 3
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

6. Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
Islamorada
¥23,019
¥25,897 total
includes taxes & fees
Sep 10 - Sep 11
Coconut Cove Resort and Marina

7. 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.
¥24,609
¥39,327 total
includes taxes & fees
Aug 30 - Aug 31
La Siesta Resort & Villas

8. 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.
¥17,456
¥24,834 total
includes taxes & fees
Sep 20 - Sep 21
Hadley Resort and Marina

9. 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.
¥32,909
¥47,769 total
includes taxes & fees
Sep 7 - Sep 8
Bayside Villas by Islander Resort

10. The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
Key Largo
¥14,589
¥16,412 total
includes taxes & fees
Sep 1 - Sep 2
The Pelican Key Largo Cottages
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

La Jolla Resort

La Jolla Resort
Matecumbe
¥16,430
¥22,962 total
includes taxes & fees
Aug 31 - Sep 1
La Jolla Resort

Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
¥23,721
¥38,328 total
includes taxes & fees
Sep 2 - Sep 3
Cheeca Lodge & Spa

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
Islamorada
¥17,456
¥24,834 total
includes taxes & fees
Sep 21 - Sep 22
Fisher Inn Resort & Marina

Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
Islamorada
¥23,019
¥25,897 total
includes taxes & fees
Sep 10 - Sep 11
Coconut Cove Resort and Marina

La Siesta Resort & Villas

La Siesta Resort & Villas
Matecumbe
¥24,609
¥39,327 total
includes taxes & fees
Aug 30 - Aug 31
La Siesta Resort & Villas

Hadley Resort and Marina

Hadley Resort and Marina
Matecumbe
¥17,456
¥24,834 total
includes taxes & fees
Sep 20 - Sep 21
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
¥27,892
¥43,020 total
includes taxes & fees
Sep 2 - Sep 3
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Islander Resort

Islander Resort
Matecumbe
¥38,845
¥54,447 total
includes taxes & fees
Sep 22 - Sep 23
Islander Resort

Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
Matecumbe
¥32,909
¥47,769 total
includes taxes & fees
Sep 7 - Sep 8
Bayside Villas by Islander Resort

Dove Creek Resort & Marina, Trademark Collection by Wyndham

Dove Creek Resort & Marina, Trademark Collection by Wyndham
Key Largo
¥14,185
¥21,007 total
includes taxes & fees
Sep 8 - Sep 9
Dove Creek Resort & Marina, Trademark Collection by Wyndham
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Family-friendly hotels with free breakfast in Islamorada

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
Islamorada
¥17,456
¥24,834 total
includes taxes & fees
Sep 21 - Sep 22
Fisher Inn Resort & Marina

Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
Islamorada
¥23,019
¥25,897 total
includes taxes & fees
Sep 10 - Sep 11
Coconut Cove Resort and Marina

Hadley Resort and Marina

Hadley Resort and Marina
Matecumbe
¥17,456
¥24,834 total
includes taxes & fees
Sep 20 - Sep 21
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
¥27,892
¥43,020 total
includes taxes & fees
Sep 2 - Sep 3
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
¥14,185
¥21,007 total
includes taxes & fees
Sep 8 - Sep 9
Dove Creek Resort & Marina, Trademark Collection by Wyndham

Bay Harbor Lodge

Bay Harbor Lodge
Rock Harbor
¥23,084
¥25,970 total
includes taxes & fees
Aug 31 - Sep 1
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
¥39,050
¥52,713 total
includes taxes & fees
Sep 27 - Sep 28
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

Chesapeake Beach Resort

Chesapeake Beach Resort

8/10 Good
"We arrived one hour and twenty minutes before check in and were told there were no available rooms, although I am positive there were clean ready rooms. My husband and I went to the pool and enjoyed some music before checking into our room. Room was clean and comfortable. Continental breakfast served the next morning. The attendance were lovely and seemed happy to be at work. Check out soon after."
Cheryl 1-night trip
Posted 2 hours ago
Chesapeake Beach Resort
Breezy Palms Resort

Breezy Palms Resort

8/10 Good
"The room was spacious and clean. We were very happy with it. They only provide maid service every 3 days, and that was simply changing sheets and towels. The only issue is the smell from the beach due to dead sea grass and other stink. It made the beach impossible to use, and often was unpleasant anytime you went outside. If you plan to use the private beach, this hotel is not for you."
Sherrill 5-night trip
Posted 2 days ago
Breezy Palms Resort
The Caribbean Resort

The Caribbean Resort

10/10 Excellent
"Excellent place to stay!"
Jose 3-night trip
Posted 2 days ago
The Caribbean Resort
Hadley Resort and Marina

Hadley Resort and Marina

10/10 Excellent
"Great spot for a vacation quiet clean spacious on the go breakfast. Also the ability to rent the boat while you’re there is also awesome. I would definitely reserve one beforehand. Other than that will be back again. I highly recommend this place."
Jaimie 3-night trip
Posted 3 days ago
Hadley Resort and Marina
La Siesta Resort & Villas

La Siesta Resort & Villas

10/10 Excellent
"Wonderfully magical place that my wife and I enjoyed immensely! The beachfront bungalows were just perfect! Can't wait to see it again soon!"
stuart 4-night trip
Posted 3 days ago
La Siesta Resort & Villas
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

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

10/10 Excellent
"I’d recommend getting breakfast locally instead of the resort’s breakfast. Very friendly and helpful staff."
Dareen 3-night trip
Posted 4 days ago
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Pines & Palms Resort

Pines & Palms Resort

8/10 Good
"Lovely location, beautifully renovated, clean room, close to everything including great restaurants. If you want peace and quiet this is the spot for you. If your idea of the keys includes loud activities this is not for you. The small beach was not accessible due to rotting sargassum. You could not even spend much time at the pool due to the smell. Not the hotels fault obviously but affected our stay negatively."
Arturo 3-night trip
Posted 4 days ago
Pines & Palms Resort
Drop Anchor

Drop Anchor

8/10 Good
"Shower didn’t get super hot & not the best water pressure. Keep blinds closed in summer as the room got very hot and the a/c unit struggled to keep the room cool even at night. Could use a shade for the kitten window to help with this. Full length mirror in the room would’ve been nice as well. Overall nice property but a little older & can use some revamping"
Jacqueline 2-night trip
Posted 6 days ago
Drop Anchor

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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