Insights
Where to stay

Holiday hires in Islamorada

Search and compare Islamorada, FL holiday rentals from hundreds of travel sites on HotelsCombined and save.

...and more

Learn why travellers love HotelsCombined

Compare hotel ratings collected from thousands of user reviews.

One search gives you accurate pricing on affordable hotels.

Customie your results by hotel chain, amenities, price and more.

Search for hotels as many times as you want – for free.

Travel insights for holiday rentals in Islamorada

Use these up-to-date, data-driven insights about booking a holiday rental in Islamorada including ideal times to book, pricing trends, and more.

What is the cheapest month to book a vacation rental in Islamorada?

The cheapest month to book a vacation rental in Islamorada is October ($434). Conversely, the most expensive month to stay in Islamorada is June ($1,143).
Find deals

Other accommodations in Islamorada

Find the perfect holiday rental for your stay in Islamorada. There are 559 hotels in Islamorada and price data was last updated on 24 October 2025. The average price for a hotel in Islamorada is $693/night.
Sands of Islamorada
Sands of Islamorada

Sands of Islamorada

80051 Overseas Highway, Islamorada, FL, United States
3.7 km from city centre
Free Wi-Fi
Air conditioning
$281
Avg. per night
View Deal
Islander Resort
Islander Resort

Islander Resort

82100 Overseas Highway, Islamorada, FL, United States
0.5 km from city centre
Free Wi-Fi
Parking
$317
Avg. per night
View Deal
Breezy Palms Resort
Breezy Palms Resort

Breezy Palms Resort

80015 Overseas Highway, Islamorada, FL, United States
3.8 km from city centre
Free Wi-Fi
$186
Avg. per night
View Deal
La Jolla Resort
La Jolla Resort

La Jolla Resort

82216 Overseas Highway, Islamorada, FL, United States
0.1 km from city centre
Free Wi-Fi
Parking
$140
Avg. per night
View Deal

Where to stay in Islamorada

Explore different neighbourhoods and areas within Islamorada to find the perfect location for your stay. Map data was last updated on 24 October 2025.
Use the map to find holiday rentals in Islamorada that are close to the points of interest you'll be frequenting. You can find more information on a particular holiday rental within the map by clicking on its name.

Facts about staying in Islamorada

Find useful tips and insights about staying in Islamorada to help you make the most of your experience. FAQs were last updated on 24 October 2025.

  • How much does a holiday rental in Islamorada cost?

    $694 per night is how much a holiday rental in Islamorada costs, on average. $187 per night was the cheapest price recently found by our users, though anything for $692 per night or less is a good deal. Keep in mind that Islamorada holiday rental prices fluctuate throughout the year: the most expensive month to book is June, and the cheapest time to book is August.

  • Are there any Resort holiday rentals in Islamorada?

    If you’re looking to book a Resort holiday rental in Islamorada, then you have 18 to choose from. We recommend looking at Amara Cay Resort as it’s currently the most popular Resort rental among our users.

Find better results for your stay in Islamorada

Popular holiday destinations in Florida

Find holiday rentals in popular Florida cities that fit your unique needs
Orlando holiday rentals
Miami Beach holiday rentals
Miami holiday rentals
Lake Buena Vista holiday rentals
Key West holiday rentals
Fort Lauderdale holiday rentals
Kissimmee holiday rentals
Celebration holiday rentals
Hollywood holiday rentals
Four Corners holiday rentals
Tampa holiday rentals
Cape Canaveral holiday rentals
Cocoa Beach holiday rentals
Jacksonville holiday rentals
Daytona Beach holiday rentals
St. Augustine holiday rentals
Winter Haven holiday rentals
Bay Lake holiday rentals
Panama City Beach holiday rentals
Clearwater holiday rentals
Naples holiday rentals
Winter Garden holiday rentals
Sunny Isles Beach holiday rentals
Titusville holiday rentals
West Palm Beach holiday rentals
Fernandina Beach holiday rentals
Pensacola holiday rentals
Sarasota holiday rentals
Delray Beach holiday rentals
Largo holiday rentals
Fort Myers holiday rentals
Sunrise holiday rentals
Anna Maria holiday rentals
Bradenton holiday rentals
Palm Beach holiday rentals
Key Largo holiday rentals
Homestead holiday rentals
Pompano Beach holiday rentals
Panama City holiday rentals
Davie holiday rentals
Boynton Beach holiday rentals
Fort Pierce holiday rentals
North Fort Myers holiday rentals
Aventura holiday rentals

Search cheap hotels with HotelsCombined. Use the hotel finder to search for the cheapest hotel deal for all major destinations around the world. HotelsCombined searches hundreds of hotel booking sites to help you find hotels and book the ones that suit you best. Since HotelsCombined searches many hotel sites at once, you can find discounted hotels quickly, including Hotels Under $77 and Hotels Under $154. Discover hotel discounts now and make your hotel reservation today.