Holiday Rentals in Islamorada
Change your mind
Be picky
Check prices for these dates
Holiday Rentals in Islamorada
Our top choices for Islamorada holiday rentals

Treasure Harbor
Treasure Harbor

Breezy Palms Resort
Breezy Palms Resort

The Islands of Islamorada
The Islands of Islamorada

Bungalow #4 - 2 Bed/1 Bath & Pool in Islamorada
Bungalow #4 - 2 Bed/1 Bath & Pool in Islamorada

Next availability from May 18th, 2024 - The Last Resort, Islamorada - MM76.7
Next availability from May 18th, 2024 - The Last Resort, Islamorada - MM76.7

7 Bedroom with Dockage, Pool, Firepit, Paddle Boards & Kayaks
7 Bedroom with Dockage, Pool, Firepit, Paddle Boards & Kayaks

Venetian Tropics weekly Pvt home w/heated Pool, 3 bedroom /70ft dock w/canal
Venetian Tropics weekly Pvt home w/heated Pool, 3 bedroom /70ft dock w/canal

Private Oceanfront: Heated Pool, Paddleboards & Kayaks - 180 degree ocean views
Private Oceanfront: Heated Pool, Paddleboards & Kayaks - 180 degree ocean views
Top Islamorada Hotel Reviews
Find out more about Islamorada
Find out more about Islamorada
Everything you need to know about Islamorada holiday rentals
Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Islamorada holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!
There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Islamorada holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.
Islamorada holiday rentals: An excellent choice for every season
Whenever you want to travel, a warm welcome awaits you in Islamorada. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .
Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Islamorada holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Islamorada holiday rentals we have selected for you start as low as €118 per night. Entering your travel dates in the search wizard you might find even better deals!
How to find incredible deals on Islamorada rentals
At Expedia, we put the best Islamorada holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.
To find some top Islamorada rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Islamorada holiday.
If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Islamorada. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.