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Holiday 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 October ($491). Conversely, the most expensive month to stay in Islamorada is June ($1,294).
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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 $785/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
$319
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
$359
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
$211
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
$158
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.
Scroll through the map to find holiday rentals close to the Islamorada neighbourhood(s) you plan on visiting. As an added benefit, users can click a holiday rental they're interesting in to find helpful information and deals for that holiday rental.

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?

    $785/night is a typical cost for a holiday rental in Islamorada throughout the year. Rental prices do vary though, and you’ll find that June is the most expensive month to book, and August is the cheapest month to book. HotelsCombined users recently found Islamorada holiday rentals for as low as $212/night. In general, any Islamorada rental for $783 or less is a good deal.

  • Are there any Resort holiday rentals in Islamorada?

    At the moment, there are 18 properties listed as a Resort holiday rental in Islamorada. A popular Resort in Islamorada amongst our users is Amara Cay Resort.

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