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Islamorada Holidays
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Our guide on where to stay in Islamorada
Find the best Islamorada areas and neighborhoods for the activities you enjoy most. Learn more about Islamorada
![Islamorada showing a beach bar](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191196-Islamorada.jpg?impolicy=fcrop&w=350&h=192&q=medium)
Matecumbe
5 out of top 10 points of interest in this area
If you're spending some time in Matecumbe, Bud n' Mary's Dive Center and Anne's Beach are top sights worth seeing.
Islamorada Beach Holiday
Take a break from life's daily stresses and relax on your Islamorada holiday. Few things are more rejuvenating than a cool ocean breeze and the sound of waves lapping at the shore. Plan your trip to Islamorada the quick and easy way by locking in one of our Islamorada packages. Many people opt to base themselves near Anne's Beach, a must-see only 16 kilometres from the downtown area.
Things You Should Know About Islamorada
- Spend your getaway by the water and let the stresses of daily life drift away with the ocean breeze. Check out our Islamorada beach hotels and indulge in a little beachside bliss.
- Have a look at Angler's Reef Resort by KeysCaribbean and Blue Water Retreat by RedAwning. These private holiday homes might just be ideal for your stay in Islamorada.
- Roughly 7 100 people reside in Islamorada. If you're after tips about what to see and do in this area, why not strike up a conversation with some of the friendly locals? Our Islamorada things to do page is also a handy source of information.
- Islamorada holiday deals are a terrific way to save on exciting experiences. Some ideas, including Theatre of the Sea, Founders Park and Anne's Beach, belong at the very top of your sightseeing list.
Our pick of the best Islamorada Hotel Deals
![Islander Resort](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/fb068024_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Islander Resort
82100 Overseas Highway, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is NZ$415 per night from 30 Jun to 1 Jul
NZ$415
per night
30 Jun - 1 Jul
8.8/10 Excellent! (1,003 reviews)
Fabulous!
"We enjoyed the stay. The room was clean and decorated with class. The patio was private with a table. And nice lunge chairs too. The grounds were beautiful and the pools were clean and big. Everything was well maintained and service was excellent. We had a fabulous time and even stayed an extra night. ..."
Reviewed on 26 Jun. 2024
![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/c393a7d6_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is NZ$424 per night from 30 Jun to 1 Jul
NZ$424
per night
30 Jun - 1 Jul
8.8/10 Excellent! (1,001 reviews)
"Great Place to relax"
Reviewed on 24 Jun. 2024
![Chesapeake Beach Resort](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Chesapeake Beach Resort
83409 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is NZ$425 per night from 11 Jul to 12 Jul
NZ$425
per night
11 Jul - 12 Jul
8.8/10 Excellent! (1,353 reviews)
"Muy buena experiencia muy amable todo el servicio"
Reviewed on 24 Jun. 2024
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.
Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.