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Vacation rentals in Islamorada

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Travel insights for vacation rentals in Islamorada

Use our HotelsCombined data-powered tips to help you find your next vacation rental in Islamorada.

What is the cheapest month to book a vacation rental in Islamorada?

The cheapest month to book a vacation rental in Islamorada is October ($282). Conversely, the most expensive month to stay in Islamorada is June ($743).
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Other accommodations in Islamorada

Find the perfect vacation rental for your stay in Islamorada. There are 558 hotels in Islamorada and price data was last updated on October 28, 2025. The average price for a hotel in Islamorada is $462/night.
Sunset Inn
Sunset Inn

Sunset Inn

82200 Overseas Highway, Islamorada, FL, United States
0.1 mi from city centre
Free Wi-Fi
Parking
$110
Avg. per night
View Deal
Breezy Palms Resort
Breezy Palms Resort

Breezy Palms Resort

80015 Overseas Highway, Islamorada, FL, United States
2.3 mi from city centre
Free Wi-Fi
$120
Avg. per night
View Deal
Islander Resort
Islander Resort

Islander Resort

82100 Overseas Highway, Islamorada, FL, United States
0.3 mi from city centre
Free Wi-Fi
$206
Avg. per night
View Deal
Angler's Reef Resort by KeysCaribbean
Angler's Reef Resort by KeysCaribbean

Angler's Reef Resort by KeysCaribbean

84977 Overseas Highway, Islamorada, FL, United States
2.7 mi from city centre
Free Wi-Fi
$324
Avg. per night
View Deal

Where to stay in Islamorada

Explore different neighborhoods and areas within Islamorada to find the perfect location for your stay. Map data was last updated on October 28, 2025.
Scroll through the map to find vacation rentals close to the Islamorada neighborhood(s) you plan on visiting. 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 October 28, 2025.

  • How much does a vacation rental in Islamorada cost?

    $462 per night is how much a vacation rental in Islamorada costs, on average. $122 per night was the cheapest price recently found by our users, though anything for $461 per night or less is a good deal. Keep in mind that Islamorada vacation rental prices fluctuate throughout the year: the most expensive month to book is June, and the cheapest time to book is August.

  • Are there any Resort vacation rentals in Islamorada?

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

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