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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 October (S$ 365). Conversely, the most expensive month to stay in Islamorada is June (S$ 962).
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Other accommodations in Islamorada

Find the perfect holiday rental for your stay in Islamorada. There are 586 hotels in Islamorada and price data was last updated on 20 October 2025. The average price for a hotel in Islamorada is S$ 583/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
S$ 250
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
S$ 268
Avg. per night
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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
S$ 157
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
S$ 123
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 20 October 2025.
Utilize the map to find properties close to the Islamorada area(s) or attractions you plan on visiting. You can find more information on a particular vacation 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 20 October 2025.

  • How much does a holiday rental in Islamorada cost?

    On average, it costs S$ 584 per night for a Islamorada holiday rental, but S$ 582 per night or less would be considered a good deal. The cheapest holiday rental price our users have found recently in Islamorada was for S$ 158 per night. If you can, try to avoid booking your rental June (as this is the most expensive month). Booking August (the cheapest month) may end up saving you money.

  • Are there any Resort holiday rentals in Islamorada?

    There are 18 holiday rentals in Islamorada that fall under the Resort category, the most popular is Amara Cay Resort.

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