Search for Cheap Deals on
Kid-Friendly Hotels in Islamorada

Check Last Minute Islamorada Hotel Deals

Tonight Feb 23 - Feb 24Next weekend Feb 28 - Mar 2

You choose what matters — star rating, location, amenities.

We pick the perfect hotel, packed with all your must-haves.

Your hotel is revealed right after booking!

Featured Islamorada Family Hotels

Islander Resort
Islander Resort
4 out of 5
82100 Overseas Highway, Islamorada, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star beach hotel in Islamorada. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
Islander Resort
Amara Cay Resort
Amara Cay Resort
4 out of 5
80001 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star beach resort in Islamorada. Enjoy free parking, 2 restaurants, and a private beach. Our guests praise the pool and the bar in our reviews. ...
Amara Cay Resort
La Siesta Resort & Villas
La Siesta Resort & Villas
4 out of 5
80241 Overseas Highway, Islamorada, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star beach resort in Islamorada. Enjoy a private beach, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the spacious ...
La Siesta Resort & Villas
Cheeca Lodge & Spa
Cheeca Lodge & Spa
5 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Fully refundableReserve now, pay when you stay
Stay at this 5-star luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...
Cheeca Lodge & Spa
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
3.5 out of 5
84001 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
Stay at this 3.5-star beach resort in Islamorada. Enjoy free WiFi, 3 outdoor pools, and 4 restaurants. Our guests praise the helpful staff and the clean rooms ...
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Conch On Inn Motel
Conch On Inn Motel
2 out of 5
103 Caloosa Street, Tavernier, FL
Stay at this motel in Tavernier. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Old Road Gallery and Florida Keys Dive Center are ...
Conch On Inn Motel
The Caribbean Resort
The Caribbean Resort
3.5 out of 5
117 Carroll St, Islamorada, FL
Stay at this 3.5-star family-friendly hotel in Islamorada. Enjoy a marina, free bicycles on site, and daily housekeeping. Popular attractions Keys History & ...
The Caribbean Resort
Islander Bayside Villas and Boatslips
Islander Bayside Villas and Boatslips
3.5 out of 5
81450 Overseas Highway, Islamorada, FL
Fully refundableReserve now, pay when you stay
Stay at this 3.5-star beach hotel in Islamorada. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Hurricane Monument and MoradaWay ...
Islander Bayside Villas and Boatslips
Sands of Islamorada
Sands of Islamorada
2.5 out of 5
80051 Overseas Highway, Islamorada, FL
Stay at this hotel in Islamorada. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Bud n' Mary's Dive Center and Hurricane Monument ...
Sands of Islamorada
Creekside Inn Islamorada
Creekside Inn Islamorada
2.5 out of 5
90611 Old Highway, Tavernier, FL
Stay at this motel in Tavernier. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Creekside Inn Islamorada
Fisher Inn Resort & Marina
Fisher Inn Resort & Marina
3.5 out of 5
84951 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
Stay at this 3.5-star beach motel in Islamorada. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in ...
Fisher Inn Resort & Marina
Coconut Cove Resort and Marina
Coconut Cove Resort and Marina
2.5 out of 5
84801 Overseas Highway, Islamorada, FL
Book a stay at this beach hotel in Islamorada. Enjoy free breakfast, free parking, and a marina. Our guests praise the pool and the helpful staff in our reviews. ...
Coconut Cove Resort and Marina
See all 2,245 properties in Islamorada
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.

Hotels with Pools in Islamorada

Amara Cay Resort
Amara Cay Resort
4 out of 5
80001 Overseas Hwy, Islamorada, FL
Stay at this 4-star beach resort in Islamorada. Enjoy free parking, 2 restaurants, and a private beach. Our guests praise the pool and the bar in our reviews. ...
8.8/10 Excellent! (1,208 reviews)
"Amara Cay is beautiful. Everyone was polite and helpful. The beach and pool area were clean and relaxing. All rooms have a balcony except for room 209, which was our room and we paid for a balcony. No discount when that is what was advertised. Other than that it was wonderful."

Reviewed on Feb 21, 2025

Amara Cay Resort
Islander Resort
Islander Resort
4 out of 5
82100 Overseas Highway, Islamorada, FL
Stay at this 4-star beach hotel in Islamorada. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
9/10 Wonderful! (1,004 reviews)
"Beautiful newly renovated resort. Accommodations were very nice and restaurant and bar were great. Beach was shallow and rocky and not very good for swimming and off shore snorkeling."

Reviewed on Feb 20, 2025

Islander Resort
La Siesta Resort & Villas
La Siesta Resort & Villas
4 out of 5
80241 Overseas Highway, Islamorada, FL
Stay at this 4-star beach resort in Islamorada. Enjoy a private beach, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the spacious ...
8.6/10 Excellent! (1,002 reviews)
"Clean, quiet and spacious room. Great activities on the ocean. Amazing pool."

Reviewed on Feb 19, 2025

La Siesta Resort & Villas
See all 2,245 properties in Islamorada
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.

Hotels With Connecting Rooms in Islamorada

Amara Cay Resort
Amara Cay Resort
4 out of 5
80001 Overseas Hwy, Islamorada, FL
Stay at this 4-star beach resort in Islamorada. Enjoy free parking, 2 restaurants, and a private beach. Our guests praise the pool and the bar in our reviews. ...
Amara Cay Resort
Cheeca Lodge & Spa
Cheeca Lodge & Spa
5 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Stay at this 5-star luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...
Cheeca Lodge & Spa
Chesapeake Beach Resort
Chesapeake Beach Resort
2.5 out of 5
83409 Overseas Hwy, Islamorada, FL
Book a stay at this beach hotel in Islamorada. Enjoy 2 outdoor pools, a private beach, and a 24-hour front desk. Our guests praise the breakfast and the pool ...
Chesapeake Beach Resort
See all 2,245 properties in Islamorada
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.