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Featured Islamorada Family Hotels

See all 350 Properties in Islamorada

Estimated price for 1 night/2 adults

Islander Resort
Islander Resort
3.0 out of 5.0 82100 Overseas Highway, Islamorada, FL
Free Cancellation
4.2/5 (1745 reviews)
$249/ night for 2 guests

everything was clean and staff is TC was awesome and was very helpful

Reviewed on May 28, 2019
Amara Cay Resort
Amara Cay Resort
3.5 out of 5.0 80001 Overseas Hwy, Islamorada, FL
Free Cancellation
4.3/5 (1687 reviews)
$169/ night for 2 guests

The property was in a great location and the outdoor space was prestine. The rooms were updated and the whole property was clean and tidy. We enjoyed the free shuttle to other properties and bars/restaurants. From check-in with Niska, to a drink at the tiki bar with Devin and Pierre the shuttle driver, ...

Reviewed on Jun 17, 2019
La Siesta Resort & Marina
La Siesta Resort & Marina
3.0 out of 5.0 80241 Overseas Highway, Islamorada, FL
Free Cancellation
3.9/5 (806 reviews)
$169/ night for 2 guests

I liked the location of the property. The use of the kayaks, paddleboard and bikes. The pool was very clean. I didn't like that we didn't have a shower curtain. Our dirty towels stayed outside our door for a day. We weren't replenished towels one day. The towel situation needs to improve. The outside ...

Reviewed on May 24, 2019
Cheeca Lodge & Spa
Cheeca Lodge & Spa
4.0 out of 5.0 81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Free Cancellation
4.4/5 (1686 reviews)
$215/ night for 2 guests

Beautiful facility. Courteous staff. Excellent food and drinks.

Reviewed on Jun 17, 2019
Postcard Inn Beach Resort & Marina
Postcard Inn Beach Resort & Marina
3.0 out of 5.0 84001 Overseas Hwy, Islamorada, FL
Free Cancellation
3.8/5 (1355 reviews)
$189/ night for 2 guests

I love the pools, especially the one with the swim up bar! We also loved the option to paddle board, kayak and snorkel!

Reviewed on Jun 16, 2019
Conch On Inn Motel
Conch On Inn Motel
2.0 out of 5.0 103 Caloosa Street, Tavernier, FL
3.7/5 (475 reviews)

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
The Caribbean Resort
The Caribbean Resort
3.5 out of 5.0 117 Carroll St, Islamorada, FL
4.9/5 (74 reviews)

We loved this spot and intend to visit again. Ideal location, quiet, and well cared for.

Reviewed on Apr 29, 2019
Bayside Townhomes and Boatslips
Bayside Townhomes and Boatslips
3.5 out of 5.0 81450 Overseas Highway, Islamorada, FL
Free Cancellation
4.6/5 (160 reviews)
$319/ night for 2 guests

Usually stay at the cheeca Just as nice without the restaurant and tiki bar

Reviewed on Oct 27, 2017
Pelican Cove Resort & Marina
Pelican Cove Resort & Marina
3.0 out of 5.0 84457 Overseas Highway, Islamorada, FL
Free Cancellation
4.0/5 (1240 reviews)
$205/ night for 2 guests

Loved the property! Beautiful site and great view from room balcony. Very clean and the amenities were awesome Will definitely be back!!

Reviewed on Jun 15, 2019
Map

Recently booked Family Hotels in Islamorada

Drop Anchor
3.0 out of 5.0
Last booking: 12 minutes ago
Hadley House Islamorada
3.0 out of 5.0
Last booking: 1 hour ago
Postcard Inn Beach Resort & Marina
3.0 out of 5.0
Last booking: 1 hour ago
Amara Cay Resort
3.5 out of 5.0
Last booking: 1 hour ago
Pelican Cove Resort & Marina
3.0 out of 5.0
Last booking: 2 hours ago
Cheeca Lodge & Spa
4.0 out of 5.0
Last booking: 6 hours ago
Creekside Inn Islamorada
2.5 out of 5.0
Last booking: 7 hours ago
Fisher Inn Resort & Marina
2.5 out of 5.0
Last booking: 8 hours ago
Chesapeake Beach Resort
2.5 out of 5.0
Last booking: 27 hours ago

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