Islamorada Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Jul 15 - Jul 16
Tomorrow
Jul 16 - Jul 17
This weekend
Jul 18 - Jul 20
Next weekend
Jul 25 - Jul 27

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, (488)
"Laid back atmosphere with renovated rooms."
The price is P5,201
P8,779 total
includes taxes & fees
Jul 16 - Jul 17
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, (61)
"Absolutely outstanding resort. Legitimate 5 star property. "
The price is P31,067
P38,064 total
includes taxes & fees
Jul 22 - Jul 23
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, (85)
"Very clean and great atmosphere "
The price is P7,575
P16,465 total
includes taxes & fees
Aug 5 - Aug 6
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
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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 587 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.