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

Find Family Hotels in Islamorada, FL

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Islamorada Family Hotels

Tonight
Oct 13 - Oct 14
Tomorrow
Oct 14 - Oct 15
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

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 tropical resort with a swimming pool, palm trees, and a waterfall.
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.
￥26,463
￥41,348 total
includes taxes & fees
Nov 3 - Nov 4
Cheeca Lodge & Spa
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 bar area with a wooden counter, bar stools, and potted plants.
A beachside patio with wooden furniture, a thatched roof, and a view of the ocean.

2. Islander Resort

Islander Resort
Matecumbe
  • Make family memories at this beachfront escape with outdoor pools, mini golf, pickleball courts, and complimentary bicycles.
￥32,997
￥48,722 total
includes taxes & fees
Oct 18 - Oct 19
Islander Resort
A wooden deck with two lounge chairs, a table with two glasses of champagne and red roses, and a view of the beach and ocean.
A beach with palm trees, a dock, and lounge chairs.
A balcony with a view of a beach, palm trees, and a pool.
A hotel room with a sofa, a small round table, a desk with a chair, and a view of the sea through large windows.

3. Amara Cay Resort

Amara Cay Resort
Matecumbe
  • Endless family adventures at a private beach paradise where kids can swim, kayak, and explore oceanfront fun.
￥22,758
￥37,180 total
includes taxes & fees
Oct 20 - Oct 21
Amara Cay Resort
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 wooden deck with rustic furniture, a grill, and a view of the beach and palm trees.
Living area

4. La Jolla Resort

La Jolla Resort
Matecumbe
￥18,766
￥25,574 total
includes taxes & fees
Oct 14 - Oct 15
La Jolla Resort
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 beach with palm trees, a clear blue sky, and a calm sea.
A seaside resort with a glass balustrade, outdoor seating, and a mural of tropical leaves.

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.
￥37,946
￥54,291 total
includes taxes & fees
Nov 3 - Nov 4
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
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 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.

6. 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.
￥25,503
￥33,858 total
includes taxes & fees
Nov 10 - Nov 11
Fisher Inn Resort & Marina
A wooden play structure with a slide, surrounded by lush greenery and palm trees.
A balcony with two wooden chairs and a small table, overlooking a beach with palm trees and the ocean.
A balcony with two wooden chairs and a small table, overlooking a beach with palm trees and the ocean.
A balcony with a wooden table, two chairs, and a view of the ocean and palm trees.

7. The Islands of Islamorada

The Islands of Islamorada
Matecumbe
￥76,027
￥95,778 total
includes taxes & fees
Oct 29 - Oct 30
The Islands of Islamorada
A modern kitchen with a central island, a dining area with a view, and a living space with a balcony overlooking the ocean.
Room
A modern two-story beachfront property with balconies, a pool, and a sandy beach area.
A beachside resort with a pool area, lounge chairs, and palm trees.

8. Pines & Palms Resort

Pines & Palms Resort
Matecumbe
￥27,128
￥39,265 total
includes taxes & fees
Oct 14 - Oct 15
Pines & Palms Resort
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 beach with palm trees, a thatched-roof hut, and lounge 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.

9. Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
Islamorada
￥23,588
￥26,537 total
includes taxes & fees
Oct 26 - Oct 27
Coconut Cove Resort and Marina
A beach with palm trees, thatched-roof huts, and lounge chairs.
A modern kitchen with a microwave, stove, and refrigerator. There is a dining area with a table and chairs.
A beach with thatched umbrellas, palm trees, and lounge chairs.
A living room with a sofa, armchair, coffee table, and lamp. There is a dining area with a table and chairs. The room has a kitchen area with a stove and cabinets.

10. Breezy Palms Resort

Breezy Palms Resort
Matecumbe
￥15,584
￥20,058 total
includes taxes & fees
Oct 21 - Oct 22
Breezy Palms 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 wooden deck with two lounge chairs, a table with two glasses of champagne and red roses, and a view of the beach and ocean.
A beach with palm trees, a dock, and lounge chairs.
An aerial view of a resort with a swimming pool, palm trees, and a dock.
A hotel room with a bed, a sofa, a coffee table, a desk with a lamp, and a view of the ocean.

Amara Cay Resort

Amara Cay Resort
Matecumbe
￥22,758
￥37,180 total
includes taxes & fees
Oct 20 - Oct 21
Amara Cay Resort
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.
A beachfront property with a white building, a balcony with a white railing, and palm trees.

La Jolla Resort

La Jolla Resort
Matecumbe
￥18,766
￥25,574 total
includes taxes & fees
Oct 14 - Oct 15
La Jolla Resort
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 bar area with a wooden counter, bar stools, and potted plants.
A beachside patio with wooden furniture, a thatched roof, and a view of the ocean.

Islander Resort

Islander Resort
Matecumbe
￥32,997
￥48,722 total
includes taxes & fees
Oct 18 - Oct 19
Islander Resort
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 bar area with a thatched roof, wooden chairs, 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
￥26,463
￥41,348 total
includes taxes & fees
Nov 3 - Nov 4
Cheeca Lodge & Spa
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 beach with palm trees, a thatched-roof hut, and lounge 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.

Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
Islamorada
￥23,588
￥26,537 total
includes taxes & fees
Oct 26 - Oct 27
Coconut Cove Resort and Marina
A beach with palm trees, thatched-roof huts, and lounge chairs.
A modern kitchen with a microwave, stove, and refrigerator. There is a dining area with a table and chairs.
A beach with thatched umbrellas, palm trees, and lounge chairs.
A living room with a sofa, armchair, coffee table, and lamp. There is a dining area with a table and chairs. The room has a kitchen area with a stove and cabinets.

Breezy Palms Resort

Breezy Palms Resort
Matecumbe
￥15,584
￥20,058 total
includes taxes & fees
Oct 21 - Oct 22
Breezy Palms Resort
A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.
An outdoor dining area with round tables and chairs, a thatched roof, and a view of the sea.
A resort with a pool, beach, and ocean view.
A coastal resort with a beach, a swimming pool, and multiple buildings.

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Islamorada
￥37,946
￥54,291 total
includes taxes & fees
Nov 3 - Nov 4
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
A beach with rows of sun loungers and palm trees.
A marina with a boat docked at a wooden pier, surrounded by palm trees and buildings.
A spacious room with a high ceiling, a ceiling fan, a dining table with chairs, a sofa, and a television mounted on the wall.
A clear blue swimming pool with a metal railing, surrounded by palm trees and a view of the ocean.

Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
Islamorada
￥19,076
￥21,460 total
includes taxes & fees
Oct 18 - Oct 19
Ragged Edge Resort & Marina
A beachfront hotel with a pool, beach chairs, and a view of the ocean at sunset.
A covered outdoor seating area with wicker chairs and a table, overlooking a beach with palm trees and a wooden deck.
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.

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
Islamorada
￥25,503
￥33,858 total
includes taxes & fees
Nov 10 - Nov 11
Fisher Inn Resort & Marina
Terrace/patio
A resort with a swimming pool, lounge chairs, and palm trees.
A beach with palm trees and a clear view of the ocean.
A spacious living area with a large island, wooden furniture, and a ceiling fan.

Lime Tree Bay Resort

Lime Tree Bay Resort
Long Key
￥19,608
￥29,183 total
includes taxes & fees
Oct 14 - Oct 15
Lime Tree Bay Resort
View all properties

Family-friendly hotels with free breakfast in Islamorada

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 beach with palm trees, a thatched-roof hut, and lounge 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.

Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
Islamorada
￥23,588
￥26,537 total
includes taxes & fees
Oct 26 - Oct 27
Coconut Cove Resort and Marina
A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.
An outdoor dining area with round tables and chairs, a thatched roof, and a view of the sea.
A resort with a pool, beach, and ocean view.
A coastal resort with a beach, a swimming pool, and multiple buildings.

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Islamorada
￥37,946
￥54,291 total
includes taxes & fees
Nov 3 - Nov 4
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
A beachfront hotel with a pool, beach chairs, and a view of the ocean at sunset.
A covered outdoor seating area with wicker chairs and a table, overlooking a beach with palm trees and a wooden deck.
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.

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
Islamorada
￥25,503
￥33,858 total
includes taxes & fees
Nov 10 - Nov 11
Fisher Inn Resort & Marina
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 resort with a pool, multiple buildings, and a waterfront view.
A hotel room with a bed, a TV, a sofa, and a balcony with a view.

Dove Creek Resort & Marina, Trademark Collection by Wyndham

Dove Creek Resort & Marina, Trademark Collection by Wyndham
Key Largo
￥16,990
￥24,144 total
includes taxes & fees
Oct 14 - Oct 15
Dove Creek Resort & Marina, Trademark Collection by Wyndham
A beach with thatched umbrellas, wooden chairs, and a wooden pier extending into the water.
A waterfront pier with wooden posts and a wooden walkway extending into the water.
A balcony with a view of the sea, a beach, and a thatched hut.
A view through a door of a tropical outdoor area with a pathway leading to a beach, palm trees, and a clear sky.

Sunset Cove Beach Resort

Sunset Cove Beach Resort
Key Largo
￥18,522
￥20,838 total
includes taxes & fees
Oct 20 - Oct 21
Sunset Cove Beach Resort
A balcony with a view of a beach, a pool, and a thatched-roof structure.
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.
A beach scene with two yellow beach chairs and a person lying on one.

Hadley Resort and Marina

Hadley Resort and Marina
Matecumbe
￥22,701
￥30,717 total
includes taxes & fees
Nov 9 - Nov 10
Hadley Resort and Marina
A beachside lounge with two blue umbrellas, a hammock, and lounge chairs.
A pathway lined with palm trees and a speed limit sign of 5 MPH.
A beach scene with colorful Adirondack chairs, a blue umbrella, and a view of the ocean.
A bakery display case with various muffins and frittatas labeled with flavors like blueberry, cranberry orange, banana walnut, chocolate, egg cheese vegetable fritta, egg sausage fritta, and egg cheese fritta.

Seafarer Key Largo

Seafarer Key Largo
Rock Harbor
￥18,029
￥22,509 total
includes taxes & fees
Oct 20 - Oct 21
Seafarer Key Largo
An aerial view of a resort with a large pool, palm trees, and a beach.
A pool area with lounge chairs and umbrellas, a clear sky, and palm trees.
A restaurant with wooden tables and chairs, a bar area, and a view of the sea.
A beachside patio with lounge chairs, a table, and a view of the ocean.

Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
Rock Harbor
￥41,636
￥55,569 total
includes taxes & fees
Nov 1 - Nov 2
Playa Largo Resort & Spa, Autograph Collection
Two Adirondack chairs on a sandy beach with a wooden pier extending into calm water.
A bathroom with a white vanity, a mirror, a sink, a cabinet, and a towel rack.
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a microwave.
A hotel room with a bed, a sofa, a chair, a nightstand, a lamp, and a window.

Coconut Palm Inn

Coconut Palm Inn
Tavernier
￥29,840
￥39,816 total
includes taxes & fees
Oct 14 - Oct 15
Coconut Palm Inn
A wooden deck with a view of the ocean and a palm tree.
A spacious interior with a high ceiling, large windows, and a central chandelier.
A spacious dining area with high ceilings, wicker furniture, and large windows.
A hammock on a sandy beach with a view of the sea and a tree overhead.

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

Baker's Cay Resort Key Largo, Curio Collection by Hilton
Key Largo
￥46,700
￥61,284 total
includes taxes & fees
Oct 28 - Oct 29
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

Islander Resort

Islander Resort

10/10 Excellent
"Fabulous bedroom cozy bed and awesome hot shower. Couch was sorta cheap and no fridge but we loved the ice maker and kitchenette. We loved the pool and the staff. Weak drinks but good food. The feeling there is soooo great. Will 100% come back."
Heidi 1-night trip
Posted 8 hours ago
Islander Resort
Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"Lovely place to stay in Islamorada. Beach and pools were great. Fantastic breakfast included with made to order omelettes. Parking was available. We stayed in the most basic room which was in the building by the office so we could hear traffic from the Overseas Highway but was it pretty quiet inside and we had no issues at night. There is a nice seating area out back too with private balcony and two chairs. The pool and beach are steps away so very easy to access."
Jennifer 1-night trip
Posted 11 hours ago
Chesapeake Beach Resort
Amara Cay Resort

Amara Cay Resort

10/10 Excellent
"Me gustaría alguna música aunque sea relajante en el área de la piscina"
Susset 3-night trip
Posted 13 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

10/10 Excellent
"this was the nicest place i have ever stayed. the staff was so incredibly helpful and the amenities they provide are amazing. will definitely stay here again. 10/10"
Sadie 9-night trip
Posted 16 hours ago
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Breezy Palms Resort

Breezy Palms Resort

10/10 Excellent
"Clean and spacious. Good location for what I wanted. Loved the mini kitchen inside."
cora 3-night trip
Posted 19 hours ago
Breezy Palms Resort
Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

10/10 Excellent
"It was EXACTLY what I was looking for. Thank you! I wish I had more time to enjoy the super adorable room."
Lynille 1-night trip
Posted 21 hours ago
Fisher Inn Resort & Marina
Pines & Palms Resort

Pines & Palms Resort

10/10 Excellent
"This was an absolute dream vacation for my husband and I. The amenities were fantastic and the property was immaculate. The staff were exceedingly concerned about our comfort and asking if we needed anything. The location couldn’t have been better. We will be back."
Steven Allen 3-night trip
Posted 3 days ago
Pines & Palms Resort
Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

10/10 Excellent
"Amazing gym, really cool pool with waterfall, beautiful view of the sunrise on a small beach. Overall was super nice."
Heidi 2-night trip
Posted 8 days ago
Coconut Cove Resort and Marina
Hadley Resort and Marina

Hadley Resort and Marina

10/10 Excellent
"Great place for the money!"
Nicholas 2-night trip
Posted 10 days ago
Hadley 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 History of Diving Museum and Rain Barrel Village.

Explore a world of travel with Expedia