Search Holiday Rentals in Islamorada

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Check prices for these dates

Tonight
24 Nov - 25 Nov
Tomorrow
25 Nov - 26 Nov
This weekend
28 Nov - 30 Nov
Next weekend
5 Dec - 7 Dec

Top Holiday Rentals in Islamorada

25-inch flat-screen TV with digital channels, TV
Treasure Harbor

Houseboat in Islamorada

3.0 star property
9.0 out of 10, Wonderful, (113)
"The houseboat was so cute! The staff was very friendly and helpful. We really enjoyed out stay. The pool was new and clean. We would definitely come back."
United States
Tracie
Treasure Harbor
Exterior
Breezy Palms Resort

Aparthotel in Matecumbe

2.5 star property
8.8 out of 10, Excellent, (573)
"Best hotel for the price"
United States
luzdari
The price is 2.295.076 ₫
3.948.501 ₫ total
includes taxes & fees
1 Dec - 2 Dec
Breezy Palms Resort
2 outdoor pools, open 8:00 AM to 6:00 PM, pool loungers
The Islands of Islamorada

Villa in Matecumbe

4.0 star property
9.8 out of 10, Exceptional, (68)
"Great for family vacation with kids. love it"
United States
Dixania
The price is 18.453.400 ₫
22.213.281 ₫ total
includes taxes & fees
30 Nov - 1 Dec
The Islands of Islamorada
View from property
Topsider Resort

Condo in Matecumbe

3.5 star property
8.8 out of 10, Excellent, (62)
"Small resort and friendly beautiful views"
United States
CHRISTY
Topsider 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.
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Top Islamorada Hotel Reviews

Cheeca Lodge & Spa

Cheeca Lodge & Spa

10/10 Excellent
"Nice place "
Bill 1-night trip
Posted 3 days ago
Cheeca Lodge & Spa

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 489 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.