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Vacation rentals in Islamorada

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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 ($118). Conversely, the most expensive month to stay in Islamorada is December ($5,190).

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

The cheapest day to stay in Islamorada is Friday ($568). On the other hand, travelers can expect to pay the most on Wednesday, when the average nightly price is $4,610.
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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 12 June 2025. The average price for a hotel in Islamorada is $894/night.
Show all 646 stays
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
$201
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
$348
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
$251
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 12 June 2025.
Scroll to and zoom in on the areas in Islamorada you plan on visiting to find nearby properties. More information on a given vacation rental can be accessed by clicking the vacation rental's name within the map.

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 12 June 2025.

  • How much does a holiday rental in Islamorada cost?

    The average cost for a holiday rental in Islamorada is $894/night. A good holiday rental deal in Islamorada would be for $704/night or less. The cheapest rental deal found recently by our users was $118/night. If you’re flexible with your travel dates, then try to avoid booking December, the most expensive month of the year. Booking August is the cheapest month to book a holiday rental in Islamorada.

  • Are there any Resort holiday rentals in Islamorada?

    Yes, there are 18 Resort holiday rentals in Islamorada. According to our data, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort is currently the most popular Resort rental in the city.

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