Islamorada holiday rentals

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Best Islamorada vacation rentals

Most recommended vacation rentals in Islamorada

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Caloosa Cove Resort - Islamorada - Pool
Caloosa Cove Resort
8.8 Very Good
$603+
$603+
Parking
Free Wi-Fi
Pool
A 57-foot upset at Islamorada - Islamorada
Free Wi-Fi
Pet-friendly
Anglers Reef Paradise
9.3 Wonderful
$658+
$658+
Parking
Free Wi-Fi
Pool

Good to know

Low season

July

High season

July
Cheapest month to stay with an average 0% drop in price.
Most expensive month to stay with an average 0% rise in price.

When to book a holiday rental in Islamorada

Price per night / rental. Prices are not fixed and may vary with time.
Average nightly price per month
Average nightly price

Top tips for finding Islamorada vacation rental deals

  • Holiday rentals in Islamorada are around 62% more expensive than hotels on average. Search here to compare prices for all accommodation types in Islamorada.
  • The best holiday rental properties in Islamorada are 4 Bedroom House In Angler's Reef, Includes 31' Boat Slip (10.0, 25 reviews), Islamorada Escape - Bungalow #1 - Cozy, Clean, Tropical Oasis! (10.0, 27), and Ocean View Anglers Reef - Pool, Dock, Beach. Walk Or Bike To Local Food + Bars (10.0, 48), based on ratings and reviews from real travellers.
  • If you’re looking for a cheap holiday rental in Islamorada, you should consider visiting during the low season. The cheapest holiday homes in Islamorada can be found in January and December.
  • The cheapest night for renting a holiday home in Islamorada is Sunday. In contrast, the most expensive is Tuesday.
  • Book your Islamorada holiday rental more than 90 days before your stay begins to get the best price.
  • Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Islamorada for 7 days.

FAQs when booking a holiday home in Islamorada

  • How much is a holiday rental for a week in Islamorada?

    The average price for a weekly Islamorada holiday rental found by KAYAK users in the last 2 weeks is $12,654.

  • How much is a holiday rental for a month in Islamorada?

    The average price for a monthly Islamorada holiday rental found by KAYAK users in the last 2 weeks is $54,229.

  • What types of holiday rentals are available in Islamorada?

    There are loads of different property types that you can make your holiday home in Islamorada. You’ll find villas and condos.

  • Are there any pet-friendly holiday rentals in Islamorada?

    There are a number of dog and pet-friendly Islamorada holiday rentals, with around 15% allowing you to bring your pet along with you.

  • How much is a holiday rental in Islamorada?

    KAYAK users have found holiday rentals in Islamorada for as cheap as $588 in the last 3 days. The average price is $1,808.

  • How can I find holiday rentals near me in Islamorada?

    Take a look at our holiday rentals map to find the best holiday rental homes near you.

Where to stay in Islamorada?

Our map will help you find the perfect place to stay in Islamorada by showing you the exact location of each holiday rental.