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Browse for Islamorada Family Hotels from $130

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Best Islamorada Family Hotels

The Caribbean Resort
3.5 out of 5
117 Carroll St, Islamorada, FL
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4.9/5Exceptional! (83 reviews)

"Very surprised as most properties do not look as the pictures depict. This one was even better. Definately will be back."…"

Reviewed on Feb 16, 2020

The Caribbean Resort
Bayside Townhomes and Boatslips
3.5 out of 5
81450 Overseas Highway, Islamorada, FL
Free CancellationReserve now, pay when you stay
The price is $293 per night
4.6/5Wonderful! (174 reviews)

"I loved the space inside the unit. Very clean outside and inside even though there was a little spider on the bed. Pool was a little dirty. The stay was nice, besides that. front desk was nice , checked us into our room early. Just a mission with only one parking."…"

Reviewed on Jul 8, 2020

Bayside Townhomes and Boatslips
Amara Cay Resort
3.5 out of 5
80001 Overseas Hwy, Islamorada, FL
Free CancellationReserve now, pay when you stay
The price is $169 per night
4.4/5Wonderful! (988 reviews)

"Friendly and professional staff. Great Tiki bar and pool. The shuttle is very good and flexible."…"

Reviewed on Jul 12, 2020

Amara Cay Resort
Islander Resort
3 out of 5
82100 Overseas Highway, Islamorada, FL
Free CancellationReserve now, pay when you stay
The price is $179 per night
4.4/5Wonderful! (974 reviews)

"We stayed in an ocean front villas. Check in and parking were all easy. You park right in front of your room so it made unloading very easy. We were pleasantly surprised with the room and the view. We walked right out to our screened in patio over looking the ocean. It was heaven. Give the current ..."…"

Reviewed on Jul 14, 2020

Islander Resort
Cheeca Lodge & Spa
4 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Free CancellationReserve now, pay when you stay
The price is $198 per night
4.4/5Excellent! (985 reviews)

"Love our quick getaway stay here.."…"

Reviewed on Jul 14, 2020

Cheeca Lodge & Spa
Sands of Islamorada
2.5 out of 5
80051 Overseas Highway, Islamorada, FL
The price is $130 per night
4.2/5Very Good! (151 reviews)

"This hotel is nicely settled on the East coast with a beautiful view of Alligator Lighthouse. It was clean, had more extras (beach towels, outside recreation, etc.) than was expected. Sands of Islamorada is the place to watch the waves in a hammock, enjoy iguanas and pelicans, while staying in a ..."…"

Reviewed on Jul 3, 2020

Sands of Islamorada
Pelican Cove Resort & Marina
3 out of 5
84457 Overseas Highway, Islamorada, FL
Free CancellationReserve now, pay when you stay
The price is $143 per night
4.1/5Very Good! (978 reviews)

"All good very clean pool was nice beach Didn’t have time to kayak or bike but will next time"…"

Reviewed on Jul 14, 2020

Pelican Cove Resort & Marina
Postcard Inn Beach Resort & Marina
3 out of 5
84001 Overseas Hwy, Islamorada, FL
Free CancellationReserve now, pay when you stay
The price is $189 per night
4/5Very Good! (1,793 reviews)

"Enjoyed all the amenities! The private beach was great."…"

Reviewed on Jul 6, 2020

Postcard Inn Beach Resort & Marina
La Siesta Resort & Marina
3 out of 5
80241 Overseas Highway, Islamorada, FL
Free CancellationReserve now, pay when you stay
The price is $169 per night
3.9/5Very Good! (988 reviews)

"Beautiful place! Clean rooms, well maintained property. Can’t wait to go back."…"

Reviewed on Jul 8, 2020

La Siesta Resort & Marina
Conch On Inn Motel
2 out of 5
103 Caloosa Street, Tavernier, FL
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3.8/5Good! (484 reviews)
Great little place to call home

"Overall great experience & owners were great. Only thing I would offer up is could use some new mattresses but everything else was more than expected! Would (or shouldsay will) stay again someday"…"

Reviewed on Aug 6, 2018

Conch On Inn Motel
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.

Family friendly Hotels with Connecting Rooms

Amara Cay Resort
3.5 out of 5
80001 Overseas Hwy, Islamorada, FL
Free CancellationReserve now, pay when you stay
The price is $169 per night
4.4/5Wonderful! (988 reviews)

"Friendly and professional staff. Great Tiki bar and pool. The shuttle is very good and flexible."…"

Reviewed on Jul 12, 2020

Amara Cay Resort
Cheeca Lodge & Spa
4 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Free CancellationReserve now, pay when you stay
The price is $198 per night
4.4/5Excellent! (985 reviews)

"Love our quick getaway stay here.."…"

Reviewed on Jul 14, 2020

Cheeca Lodge & Spa
Chesapeake Beach Resort
2.5 out of 5
83409 Overseas Hwy, Islamorada, FL
Free CancellationReserve now, pay when you stay
The price is $213 per night
3.5/5Good! (872 reviews)

"The entire staff is phenomenal! There is a bit of construction going on but it will not effect your view or daily activities. We definitely recommend this property."…"

Reviewed on Jul 6, 2020

Chesapeake Beach Resort
Coconut Cove Resort and Marina
2 out of 5
84801 Overseas Highway, Islamorada, FL
The price is $188 per night
3.3/5 (287 reviews)

"Coconut Cove was the first stop on our trip. It is situated right on the ocean which is an awesome plus! The tiki huts added charm and the property had a great tropical feel."…"

Reviewed on Feb 29, 2020

Coconut Cove Resort and Marina
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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.

Where Should We Stay in Islamorada?

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 diving are just some of the things that make this an attractive family vacation destination. Fly into Marathon, FL (MTH-Florida Keys Marathon), which is located 30.8 mi (49.6 km) from the city center. When you're thinking about where to stay in Islamorada, you might want to consider one of the 26 kid-friendly hotels and other accommodations here.

Families on vacation have positive things to say about these accommodations:

Conch On Inn Motel - Offers free parking, free WiFi, and in-room refrigerators. Guests like the overall comfort and clean rooms at this 2-star motel.

Pelican Cove Resort & Marina - Features a private beach, an outdoor pool, and a restaurant. The comfy beds and central location make this 3-star hotel popular with guests.

Pines & Palms Resort - Offers a private beach, an outdoor pool, and in-room kitchens. Guests like the overall comfort and clean rooms at this 3-star resort.

Creekside Inn Islamorada - Features an outdoor pool, in-room kitchens, and free parking. The comfy beds and clean rooms make this 2.5-star apartment popular with guests.

When Should We Visit Islamorada?

You're likely hoping for good weather for your family trip. You can use this information to decide when to pack up the kids and head to Islamorada.

  • Hottest months: August, July, June, and September, with an average temperature of 91°F
  • Coldest months: January, December, February, and March, with an average temperature of 65°F
  • Driest months: January, December, February, and April, with an average rainfall of 2.05 inches
  • Rainiest months: September, August, June, and October, with an average rainfall of 6.27 inches

What Should We See and Do in Islamorada?

While you are vacationing in Islamorada, you and the family might want to see interesting spots such as History of Diving Museum and Theater of the Sea. Make sure you have lots of time for activities like Bud n' Mary's Dive Center and Lignumvitae Key Botanical State Park.

Islamorada is also well-known for the:
  • Fishing
  • Diving
  • Entertainment
  • Snorkeling
  • Seafood
  • Theater

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 30.8 mi (49.6 km) from the city center.
What's the best hotel for a family vacation in Islamorada?
Lookout Lodge Resort is a top 3-star hotel on Expedia for families, and features a private beach and free parking. Other options for your family trip include Cheeca Lodge & Spa and Pelican Cove Resort & Marina.
How many family-friendly hotels are there in Islamorada?
Expedia has 26 hotels in Islamorada that are rated for being family-friendly.
What's the weather like in Islamorada?
The hottest months are usually August and July with an average temp of 85°F, while the coldest months are January and December with an average of 72°F. Average annual rainfall for Islamorada is 46 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 Theater of the Sea, Bud n’ Mary’s Dive Center, and History of Diving Museum. Make sure you have plenty of time to take in activities in the area like Dolphins Plus Bayside and Key Largo Undersea Park.

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