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

A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.
A hotel room with a large bed, a television, a dining area with chairs, a table, and a view of the ocean.
A bar area with a thatched roof, wooden chairs, and a view of the ocean.
A balcony with a view of palm trees and the sea, a white railing, and a table with chairs.

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
A pool area with a white fence, palm trees, and a building with a white exterior and multiple windows.
A beach with wooden lounge chairs, palm trees, and a clear view of the ocean.
A bedroom with a bed, two chairs, a sofa, a TV, and a large window with a view of the ocean.

2. La Jolla Resort

La Jolla Resort
Matecumbe
￥18,861
￥25,669 total
includes taxes & fees
Aug 27 - Aug 28
La Jolla Resort
An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.
A beachside patio with wooden furniture, a thatched roof, and a view of the ocean.
A wooden pier leading to a beach with palm trees and a row of beach huts.
A bar area with a wooden counter, bar stools, and potted plants.

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
A group of people sitting by a swimming pool.
A deck with two blue chairs and a white table, overlooking a body of water and palm trees.
A modern hotel room with a balcony, a bed, a TV, and a dining area with chairs and a table.
A beachfront hotel with a pool, beach chairs, and a view of the ocean at sunset.

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
A clear blue pool surrounded by palm trees and a thatched-roof structure, with a view of the ocean in the background.
A resort with thatched-roof structures, palm trees, and a sandy beach area.
A wooden deck with a thatched roof structure, wooden chairs, and a table, overlooking a tropical landscape with palm trees and a clear sky.
A beach with palm trees, a thatched-roof hut, and lounge chairs.

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
A swimming pool area with lounge chairs and umbrellas, surrounded by palm trees.
A seaside resort with a glass balustrade, outdoor seating, and a mural of tropical leaves.
A beach with palm trees, a clear blue sky, and a calm sea.
A coastal resort with a beach, a swimming pool, and multiple buildings.

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
Two individuals in a swimming pool, each holding a large inflatable float.
A balcony with a view of the beach, lounge chairs, and a palm tree.
A pier with boats docked, a thatched-roof structure, and signs indicating tours and rentals.
A beach scene with two yellow beach chairs and a person lying on one.

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
A small, brightly colored building with a green and white exterior, two pink chairs outside, and palm trees in the background.
A resort with a pool surrounded by palm trees and a view of the ocean.
A beach with colorful buildings, kayaks, and lounge chairs.
A beach resort with palm trees, a thatched hut, and a purple building with a window.

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
A beach with palm trees, a dock, and a boat named "STYX".
Two purple Adirondack chairs on a sandy beach with palm trees and a clear blue sky.
A beach with a thatched-roof hut, lounge chairs, and a swimming area.
A thatched-roof hut surrounded by lush greenery and vibrant red flowers.

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
A beachside lounge with a wooden deck, thatched roof, and tropical plants.
A bar area with a counter, stools, and potted plants.
A balcony with a TV, wicker furniture, and a view of the sea.
A resort with a central swimming pool surrounded by palm trees and a view of the ocean.

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

A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.
A spacious lobby with a seating area, a bar, and a large window providing a view of the outdoors.
A hotel room with a large bed, a television, a dining area with chairs, a table, and a view of the ocean.
A tropical resort with a swimming pool, palm trees, and a waterfall.

Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
￥23,576
￥38,094 total
includes taxes & fees
Sep 3 - Sep 4
Cheeca Lodge & Spa
A wooden deck with rustic furniture, a grill, and a view of the beach and palm trees.
A beachfront property with a white building, a balcony with a white railing, and palm trees.
A bedroom with a bed, two chairs, a sofa, a TV, and a large window with a view of the ocean.
A beachfront property with a staircase leading to a light blue building, palm trees, and a clear view of the ocean.

La Jolla Resort

La Jolla Resort
Matecumbe
￥18,861
￥25,669 total
includes taxes & fees
Aug 27 - Aug 28
La Jolla Resort
An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.
A beachside patio with wooden furniture, a thatched roof, and a view of the ocean.
A wooden pier leading to a beach with palm trees and a row of beach huts.
A bar area with a wooden counter, bar stools, and potted plants.

Islander Resort

Islander Resort
Matecumbe
￥34,381
￥49,359 total
includes taxes & fees
Sep 7 - Sep 8
Islander Resort
A clear blue pool surrounded by palm trees and a thatched-roof structure, with a view of the ocean in the background.
A resort with thatched-roof structures, palm trees, and a sandy beach area.
A wooden deck with a thatched roof structure, wooden chairs, and a table, overlooking a tropical landscape with palm trees and a clear sky.
A beach with palm trees, a thatched-roof hut, and lounge chairs.

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
A beachfront hotel with a pool, beach chairs, and a view of the ocean at sunset.
A hotel room with two beds, a TV, a desk with a chair, and a balcony with a view of greenery.
A man standing next to a boat on a wooden dock with a chain barrier, palm trees, and a building in the background.
A covered outdoor seating area with wicker chairs and a table, overlooking a beach with palm trees and a wooden deck.

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
A row of beachside cottages with colorful exteriors, each with a beach chair and umbrella.
A resort with a pool surrounded by palm trees and a view of the ocean.
A beach with colorful buildings, kayaks, and lounge chairs.
A beach resort with palm trees, a thatched hut, and a purple building with a window.

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
A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.
A coastal resort with a beach, a swimming pool, and multiple buildings.
A resort with a pool, beach, and ocean view.
An outdoor dining area with round tables and chairs, a thatched roof, and a view of the sea.

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
A balcony with a view of a beach, a pool, and a thatched-roof structure.
A pier with boats docked, a thatched-roof structure, and signs indicating tours and rentals.
A pool area with lounge chairs and umbrellas, surrounded by palm trees and buildings.
An aerial view of a marina with docked boats, a building with balconies, and a beach area.

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
A beachside lounge with a wooden deck, thatched roof, and tropical plants.
A bar area with a counter, stools, and potted plants.
A resort with a central swimming pool surrounded by palm trees and a view of the ocean.

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
A poolside area with a water feature, a palm tree, and lounge chairs.
A marina with boats docked, a dock, and a building with a blue roof.
A balcony with a view of the sea, a white chair, and two buckets with a red shovel.
A marina with boats docked, a building with a blue roof, and a clear view of the water.

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

A beachfront hotel with a pool, beach chairs, and a view of the ocean at sunset.
A hotel room with two beds, a TV, a desk with a chair, and a balcony with a view of greenery.
A man standing next to a boat on a wooden dock with a chain barrier, palm trees, and a building in the background.
A covered outdoor seating area with wicker chairs and a table, overlooking a beach with palm trees and a wooden deck.

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
A clear blue pool surrounded by palm trees and a thatched-roof structure, with a view of the ocean in the background.
A resort with thatched-roof structures, palm trees, and a sandy beach area.
A wooden deck with a thatched roof structure, wooden chairs, and a table, overlooking a tropical landscape with palm trees and a clear sky.
A beach with palm trees, a thatched-roof hut, and lounge chairs.

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
A balcony with a view of a beach, a pool, and a thatched-roof structure.
A pier with boats docked, a thatched-roof structure, and signs indicating tours and rentals.
A pool area with lounge chairs and umbrellas, surrounded by palm trees and buildings.
An aerial view of a marina with docked boats, a building with balconies, and a beach area.

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
A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.
A coastal resort with a beach, a swimming pool, and multiple buildings.
A resort with a pool, beach, and ocean view.
An outdoor dining area with round tables and chairs, a thatched roof, and a view of the sea.

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
A beach with hammocks under palm trees, a sandy beach, and a clear blue sky.
A paved pathway leading to a body of water, surrounded by lush greenery and palm trees.
A modern kitchen with a built-in stove, a large island, and a view to a balcony with outdoor seating.
A resort with a pool, multiple buildings, and a waterfront view.

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
A tropical resort with a thatched-roof hut, palm trees, and a view of the ocean at sunset.
An aerial view of a tropical resort with clear waters, a dock, and several kayaks.
A tropical resort with a dock, clear water, palm trees, and a thatched-roof building.
A well-lit building with a large tree in front, a sign indicating a registration area, and a gravel path leading to the entrance.

Bay Harbor Lodge

Bay Harbor Lodge
Rock Harbor
￥22,943
￥25,812 total
includes taxes & fees
Aug 30 - Aug 31
Bay Harbor Lodge
A hammock on a sandy beach with a view of the sea and a tree overhead.
A spacious dining area with high ceilings, wicker furniture, and large windows.
A coconut drink with a straw, a cherry, and a slice of fruit on a table by a pool with a waterfall and palm trees in the background.
A spacious interior with a high ceiling, large windows, and a central chandelier.

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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