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Holiday hires 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 ($278). Conversely, the most expensive month to stay in Islamorada is December ($10,977).

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

The cheapest day to stay in Islamorada is Saturday ($1,366). On the other hand, travelers can expect to pay the most on Wednesday, when the average nightly price is $10,885.

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 6 June 2025. The average price for a hotel in Islamorada is $1,303/night.
Show all 646 stays
80015 Overseas Highway, Islamorada, FL, United States
3.8 km from city centre
Free Wi-Fi
$308
Avg. per night
82100 Overseas Highway, Islamorada, FL, United States
0.5 km from city centre
Free Wi-Fi
Parking
$535
Avg. per night
82216 Overseas Highway, Islamorada, FL, United States
0.1 km from city centre
Free Wi-Fi
Parking
$386
Avg. per night
80051 Overseas Highway, Islamorada, FL, United States
3.7 km from city centre
Free Wi-Fi
Air conditioning
$320
Avg. per night

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 6 June 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 6 June 2025.
  • How much does a holiday rental in Islamorada cost?

    $1,304 per night is how much a holiday rental in Islamorada costs, on average. $181 per night was the cheapest price recently found by our users, though anything for $1,036 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 December, 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 Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort as it’s currently the most popular Resort rental among our users.

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