Islamorada Vacation Rentals

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Check prices for these dates

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Jul 26 - Jul 27
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Vacation Rentals in Islamorada

Breezy Palms Resort
Relax on the beachfront lawn with lounge chairs, enjoy the tranquil atmosphere, and take in the views of the calm sea.

Breezy Palms Resort

2.5 star property
8.8 out of 10, Excellent, (495)
"Great Property, easy check in and "
The price is ₩106,550
₩191,583 total
includes taxes & fees
Aug 17 - Aug 18
Breezy Palms Resort
The Islands of Islamorada
Relax by the pool surrounded by palm trees and enjoy stunning ocean views.

The Islands of Islamorada

4.0 star property
9.8 out of 10, Exceptional, (64)
"Absolutely outstanding resort. Legitimate 5 star property. "
The price is ₩761,074
₩932,489 total
includes taxes & fees
Jul 27 - Jul 28
The Islands of Islamorada
Treasure Harbor
Relax in this open-plan living space with a high ceiling and large windows leading to a patio.

Treasure Harbor

3.0 star property
9.0 out of 10, Wonderful, (89)
"Very cute bost houses. Clean and quiet. "
The price is ₩160,655
₩375,330 total
includes taxes & fees
Aug 10 - Aug 11
Treasure Harbor
Angler's Reef Resort by KeysCaribbean
Stroll along the natural coastal path, surrounded by lush greenery and serene atmosphere.

Angler's Reef Resort by KeysCaribbean

3.5 star property
9.0 out of 10, Wonderful, (14)
"House is situated right off the main road and very noisy at all times day and night. Also no blinds in the Master room which is located at back of home off the road. Had to buy a set of frying pans because the pans there were in terrible condition for Teflon coated."
Angler's Reef Resort by KeysCaribbean
Topsider Resort
Stroll along the pier to the beachfront property, surrounded by lush greenery and palm trees.

Topsider Resort

3.5 star property
8.8 out of 10, Excellent, (61)
"Its a great choice for small families looking to relax. Heated pool and hot tub. on property beach access (gulf side). Kayaks and bikes to use. inside the dwelling, master bedroom w/ full bath, another bedroom w/ two twin beds, another full bath, full kitchen + kitchenette, and living room. Really pleased. "
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

Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"Front desk girl i didn't remember her name but she was very kind and proffesional and gave us a beautiful upgrade. Our second time here and will continue to come back."
jonathan 1-night trip
Posted 2 days ago
Chesapeake Beach Resort

Frequently asked questions

Can I find a vacation rental in Islamorada?

Yes, we have vacation rentals close to well known points of interest in Islamorada, or you can choose a more remote 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 vacation rentals are there in Islamorada?

With 577 Expedia vacation rentals, you're sure to find just the right place for your Islamorada stay.

What can I see and do in Islamorada?

Enjoy the outdoors at Islamorada County 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 Bud n' Mary's Dive Center and Anne's Beach.

What’s a vacation rental in Islamorada like?

A vacation rental is a private property where you can stay for a couple of days or more in Islamorada. Vacation rentals provide amenities such as kitchens and laundry facilities so you'll have a home away from home. If you're concerned about cleanliness, a vacation rental can provide a sense of safety away from shared hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for family trips or small group gatherings.