The Best Family Hotels in Islamorada, FL from ￥16,388 in 2026

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

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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 balcony with a view of palm trees and the sea, a white railing, and a table with chairs.

A tropical resort with a swimming pool, palm trees, and a waterfall.

A hotel room with a large bed, a television, a dining area with chairs, a table, and a view of the ocean.

1. 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 2 - Sep 3

A pool area with a white fence, palm trees, and a building with a white exterior and multiple windows.

A wooden deck with rustic furniture, a grill, and a view of the beach 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 beach with wooden lounge chairs, palm trees, and a clear view of the ocean.

2. La Jolla Resort

Matecumbe

￥18,948

￥25,788 total

includes taxes & fees

Aug 27 - Aug 28

An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.

A wooden pier leading to a beach with palm trees and a row of beach huts.

A paved pathway leading to a beach with palm trees and a view of the ocean.

A beachside patio with wooden furniture, a thatched roof, and a view of the ocean.

3. 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 2 - Sep 3

A group of people sitting by a swimming pool.

A beachfront hotel with a pool, beach chairs, and a view of the ocean at sunset.

A modern hotel room with a balcony, a bed, a TV, and a dining area with chairs and a table.

A deck with two blue chairs and a white table, overlooking a body of water and palm trees.

4. Fisher Inn Resort & Marina

Islamorada

Family fun awaits at this oceanside motel with a private beach, heated pool, and complimentary bicycles for island adventures.

￥16,079

￥23,276 total

includes taxes & fees

Sep 20 - Sep 21

A clear blue pool surrounded by palm trees and a thatched-roof structure, with a view of the ocean in the background.

A beachside resort with thatched-roof huts, palm trees, and a sandy area with rocks and wooden chairs.

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 resort with thatched-roof structures, palm trees, and a sandy beach area.

5. Coconut Cove Resort and Marina

Islamorada

￥22,501

￥25,313 total

includes taxes & fees

Aug 30 - Aug 31

A swimming pool area with lounge chairs and umbrellas, surrounded by palm trees.

A coastal resort with a beach, a swimming pool, and multiple buildings.

A seaside resort with a glass balustrade, outdoor seating, and a mural of tropical leaves.

A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.

6. 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 27 - Aug 28

Two individuals in a swimming pool, each holding a large inflatable float.

A balcony with a view of a beach, a pool, and a thatched-roof structure.

A beach scene with two yellow beach chairs and a person lying on one.

A balcony with a view of the beach, lounge chairs, and a palm tree.

7. 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 8 - Sep 9

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 row of colorful beach huts with palm trees in the background.

A beach with colorful buildings, kayaks, and lounge chairs.

8. 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 26 - Aug 27

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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 bar area with a thatched roof, wooden chairs, and a view of the ocean.

A spacious lobby with a seating area, a bar, and a large window providing a view of the outdoors.

Cheeca Lodge & Spa

Matecumbe

￥23,576

￥38,094 total

includes taxes & fees

Sep 2 - Sep 3

A beachfront property with a staircase leading to a light blue building, palm trees, and a clear view of the ocean.

La Jolla Resort

Matecumbe

￥18,948

￥25,788 total

includes taxes & fees

Aug 27 - Aug 28

Islander Resort

Matecumbe

￥34,381

￥49,359 total

includes taxes & fees

Sep 2 - Sep 3

Coconut Cove Resort and Marina

Islamorada

￥22,501

￥25,313 total

includes taxes & fees

Aug 30 - Aug 31

A covered outdoor seating area with wicker chairs and a table, overlooking a beach with palm trees and a wooden deck.

A man standing next to a boat on a wooden dock with a chain barrier, palm trees, and a building in the background.

A hotel room with two beds, a TV, a desk with a chair, and a balcony with a view of greenery.

Fisher Inn Resort & Marina

Islamorada

￥16,079

￥23,276 total

includes taxes & fees

Sep 20 - Sep 21

A row of beachside cottages with colorful exteriors, each with a beach chair and umbrella.

La Siesta Resort & Villas

Matecumbe

￥24,458

￥39,086 total

includes taxes & fees

Aug 26 - Aug 27

An outdoor dining area with round tables and chairs, a thatched roof, and a view of the sea.

A beach with palm trees, a clear blue sky, and a calm sea.

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

Islamorada

￥32,786

￥48,456 total

includes taxes & fees

Aug 27 - Aug 28

An aerial view of a marina with docked boats, a building with balconies, and a beach area.

A pier with boats docked, a thatched-roof structure, and signs indicating tours and rentals.

Hadley Resort and Marina

Matecumbe

￥17,350

￥24,681 total

includes taxes & fees

Sep 8 - Sep 9

A beachside lounge with a wooden deck, thatched roof, and tropical plants.

A resort with a central swimming pool surrounded by palm trees and a view of the ocean.

A bar area with a counter, stools, and potted plants.

A waterfront property with a paved walkway, palm trees, and a white building with a dock.

Bayside Villas by Islander Resort

Matecumbe

￥36,796

￥52,077 total

includes taxes & fees

Sep 1 - Sep 2

A poolside area with a water feature, a palm tree, and lounge chairs.

A balcony with a view of the sea, a white chair, and two buckets with a red shovel.

A beach with rows of sun loungers, a thatched hut, and a wooden walkway leading to the water.

A marina with boats docked, a building with a blue roof, and a clear view of the water.

Ocean Pointe Suites at Key Largo

Tavernier

￥18,969

￥24,821 total

includes taxes & fees

Sep 14 - Sep 15

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Family-friendly hotels with free breakfast in Islamorada

Fisher Inn Resort & Marina

Islamorada

￥16,079

￥23,276 total

includes taxes & fees

Sep 20 - Sep 21

Coconut Cove Resort and Marina

Islamorada

￥22,501

￥25,313 total

includes taxes & fees

Aug 30 - Aug 31

Hadley Resort and Marina

Matecumbe

￥17,350

￥24,681 total

includes taxes & fees

Sep 8 - Sep 9

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

Islamorada

￥32,786

￥48,456 total

includes taxes & fees

Aug 27 - Aug 28

A beach with hammocks under palm trees, a sandy beach, and a clear blue sky.

A resort with a pool, multiple buildings, and a waterfront view.

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.

Dove Creek Resort & Marina, Trademark Collection by Wyndham

Key Largo

￥14,098

￥20,878 total

includes taxes & fees

Sep 1 - Sep 2

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 living room with a teal sofa, a coffee table, and a view of a garden through large windows.

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

Rock Harbor

￥22,943

￥25,812 total

includes taxes & fees

Aug 31 - Sep 1

A hammock on a sandy beach with a view of the sea and a tree overhead.

A table with a glass pitcher, a glass with a slice of lime, and a plate with raspberries and a sprig of rosemary.

A spacious interior with a high ceiling, large windows, and a central chandelier.

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.

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

Key Largo

￥40,277

￥54,075 total

includes taxes & fees

Sep 21 - Sep 22

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.

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Top Islamorada Hotel Reviews

Amara Cay Resort

8/10 Good

"The hotel was great, and the room was very spacious for a two-queen-bed setup. Our only disappointment was that we didn’t realize the property didn’t have a true beach with direct ocean access. Since it was our first time visiting the Keys, we weren’t quite sure what to expect, so it would be helpful if this was communicated more clearly in the hotel’s description. Other than that, we had a wonderful stay and really enjoyed our time there."