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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 August ($322). Conversely, the most expensive month to stay in Islamorada is December ($12,733).

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

The cheapest day to stay in Islamorada is Saturday ($1,584). On the other hand, travelers can expect to pay the most on Wednesday, when the average nightly price is $12,626.
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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 6 June 2025. The average price for a hotel in Islamorada is $1,404/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
$273
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
$332
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
$576
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 6 June 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 6 June 2025.

  • How much does a holiday rental in Islamorada cost?

    $1,404/night is a typical cost for a holiday rental in Islamorada throughout the year. Rental prices do vary though, and you’ll find that December 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 $195/night. In general, any Islamorada rental for $1,115 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 Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort.

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