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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 ($262). Conversely, the most expensive month to stay in Islamorada is February ($1,588).

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

The cheapest day to stay in Islamorada is Wednesday ($775). On the other hand, travelers can expect to pay the most on Sunday, when the average nightly price is $3,300.
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Other accommodations in Islamorada

Find the perfect holiday rental for your stay in Islamorada. There are 786 hotels in Islamorada and price data was last updated on 25 July 2025. The average price for a hotel in Islamorada is $643/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
$341
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
$217
Avg. per night
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Islander Resort
Islander Resort

Islander Resort

82100 Overseas Highway, Islamorada, FL, United States
0.5 km from city centre
Free Wi-Fi
Parking
$457
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
$208
Avg. per night
View Deal
Sunset Inn
Sunset Inn

Sunset Inn

82200 Overseas Highway, Islamorada, FL, United States
0.2 km from city centre
Free Wi-Fi
Parking
$220
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 25 July 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 25 July 2025.

  • How much does a holiday rental in Islamorada cost?

    $644 per night is how much a holiday rental in Islamorada costs, on average. $161 per night was the cheapest price recently found by our users, though anything for $622 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 April, 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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