Islamorada Holiday Rentals

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Holiday Rentals in Islamorada

Breezy Palms Resort
2.5 star property
8.6 out of 10, Excellent, (371)
"Beautiful views "
The price is S$237
includes taxes & fees
24 Nov - 25 Nov
Breezy Palms Resort
The Islands of Islamorada
4.0 star property
9.8 out of 10, Exceptional, (39)
"We loved the entire experiences; especially the amenities on site (kayaks, paddle boards, swimming-pool & ocean, food & bar) and Emmanuel (person responsible kayaks and paddle boards)."
The price is S$982
includes taxes & fees
1 Dec - 2 Dec
The Islands of 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.
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Other types of properties in Islamorada you may be interested in

Cheeca Lodge & Spa
5.0 star property
9.0 out of 10, Wonderful, (1007)
"We were forced to leave a day early due to mold in the room and have contacted Expedia for a refund which they are working on."
The price is S$546
includes taxes & fees
24 Nov - 25 Nov
Cheeca Lodge & Spa
Amara Cay Resort
4.0 star property
8.8 out of 10, Excellent, (1211)
"My family truly enjoyed this resort. Extremely satisfied. We are your customers from now on. Thank you. "
The price is S$340
includes taxes & fees
1 Dec - 2 Dec
Amara Cay Resort
Chesapeake Beach Resort
2.5 star property
9.0 out of 10, Wonderful, (1367)
"The Staff was very accommodating. The room was clean and equipped with a microwave, refrigerator, and very comfortable Robes. We loved the view and the peacefulness."
The price is S$281
includes taxes & fees
8 Dec - 9 Dec
Chesapeake Beach Resort
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Can I find a holiday rental in Islamorada?

Yes, there are holiday rentals close to the most popular sights in Islamorada, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Islamorada like the scenic seaside and entertainment choices this destination is known for. While you're here, grab a bite or have a drink at the seafood restaurants.

How many holiday rentals are there in Islamorada?

With 598 Expedia holiday rentals, you're guaranteed to find just the right place for your Islamorada stay.

What can I see and do in Islamorada?

Enjoy the outdoors at Everglades National Park and Founders Park, or simply take in cultural attractions like History of Diving Museum and MoradaWay Arts & Cultural District. Other places in town to visit include Florida Keys Brewing Co. and Bud n' Mary's Dive Center.

What’s a holiday rental in Islamorada like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Islamorada. Holiday rentals feature extras like laundry facilities and kitchens so your stay will be comfortable. If you're concerned about a sanitised environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a great option for family trips.