Insights
Where to stay

Vacation rentals 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 August (S$ 193). Conversely, the most expensive month to stay in Islamorada is December (S$ 8,529).

What is the cheapest day to stay in a vacation rental in Islamorada?

The cheapest day to stay in Islamorada is Friday (S$ 933). On the other hand, travelers can expect to pay the most on Wednesday, when the average nightly price is S$ 7,575.
Find deals

Other accommodations in Islamorada

Find the perfect holiday rental for your stay in Islamorada. There are 646 hotels in Islamorada and price data was last updated on 14 June 2025. The average price for a hotel in Islamorada is S$ 1,146/night.
Show all 646 stays
Sunset Inn
Sunset Inn

Sunset Inn

82200 Overseas Highway, Islamorada, FL, United States
0.2 km from city centre
Free Wi-Fi
Parking
S$ 212
Avg. per night
View Deal
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
S$ 267
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 14 June 2025.
Utilize the map to find properties close to the Islamorada area(s) or attractions you plan on visiting. You can find more information on a particular vacation 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 14 June 2025.

  • How much does a holiday rental in Islamorada cost?

    On average, it costs S$ 1,146 per night for a Islamorada holiday rental, but S$ 903 per night or less would be considered a good deal. The cheapest holiday rental price our users have found recently in Islamorada was for S$ 151 per night. If you can, try to avoid booking your rental December (as this is the most expensive month). Booking August (the cheapest month) may end up saving you money.

  • Are there any Resort holiday rentals in Islamorada?

    There are 18 holiday rentals in Islamorada that fall under the Resort category, the most popular is Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort.

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
Lake Buena Vista holiday rentals
Orlando holiday rentals
Kissimmee holiday rentals
Miami holiday rentals
Fort Lauderdale holiday rentals
Miami Beach holiday rentals
Gainesville holiday rentals
Four Corners holiday rentals
Palm Coast holiday rentals
Ocala holiday rentals
Winter Garden holiday rentals
Naples holiday rentals
Plantation holiday rentals
Pompano Beach holiday rentals
West Palm Beach holiday rentals
Sunny Isles Beach holiday rentals
Key West holiday rentals
Tampa holiday rentals
Panama City Beach holiday rentals
Sarasota holiday rentals
Daytona Beach holiday rentals
Destin holiday rentals
Hollywood holiday rentals
Madeira Beach holiday rentals
Deerfield Beach holiday rentals
Fort Myers holiday rentals
Jacksonville holiday rentals
Daytona Beach Shores holiday rentals
St. Augustine holiday rentals
Saint Pete Beach holiday rentals
St. Petersburg holiday rentals
Pensacola holiday rentals
Key Largo holiday rentals
Clearwater holiday rentals