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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 ($114). Conversely, the most expensive month to stay in Islamorada is February ($693).

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

The cheapest day to stay in Islamorada is Thursday ($334). On the other hand, travelers can expect to pay the most on Sunday, when the average nightly price is $1,440.
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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 30 July 2025. The average price for a hotel in Islamorada is $418/night.
Sunset Inn
Sunset Inn

Sunset Inn

82200 Overseas Highway, Islamorada, FL, United States
0.2 km from city centre
Free Wi-Fi
Parking
$137
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
$144
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
$301
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
$131
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 30 July 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 30 July 2025.

  • How much does a holiday rental in Islamorada cost?

    The average cost for a holiday rental in Islamorada is $418/night. A good holiday rental deal in Islamorada would be for $413/night or less. The cheapest rental deal found recently by our users was $106/night. If you’re flexible with your travel dates, then try to avoid booking April, 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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