Vacation Rentals in Islamorada

Vacation Rentals in Islamorada

Start comparing over 98360 rentals in Islamorada and book at the best price!

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Vacation house
Vacation apartment
Pool
Internet
Pets allowed
4.0
& higher

Vacation Rentals in Islamorada

Vacation rental for 4 people, with pool and balcony as well as view in Islamorada
from
$147
per night
Vacation rental for 4 people, with pool and balcony as well as view
4 pers.2 bedrooms1,152ft²30yd to the coast
FREE cancellation
3.5
(27 reviews)
Vacation rental for 2 people, with pool and jacuzzi as well as yard, child-friendly in Islamorada
from
$221
per night
Vacation rental for 2 people, with pool and jacuzzi as well as yard, child-friendly
2 pers.1 bedroom409ft²300yd to the coast
4.2
(828 reviews)
Vacation rental for 4 people, with pool and balcony in Islamorada
from
$185
per night
Vacation rental for 4 people, with pool and balcony
4 pers.30yd to the coast
5.0
Apartmenthotel for 4 people, with terrace and view as well as pool in Islamorada
from
$189
per night
Apartmenthotel for 4 people, with terrace and view as well as pool
4 pers.1 bedroom80yd to the coast
4.4
(287 reviews)
Vacation rental for 4 people, with view and yard as well as pool, with pets in Islamorada
from
$130
per night
Vacation rental for 4 people, with view and yard as well as pool, with pets
4 pers.1 bedroom150yd to the coast
3.6
(861 reviews)
Apartmenthotel for 6 people, with pool and yard as well as view in Islamorada
from
$282
per night
Apartmenthotel for 6 people, with pool and yard as well as view
6 pers.2 bedrooms797ft²100yd to the coast
FREE cancellation
4.7
(12 reviews)
Vacation rental for 2 people, with yard and pool as well as view, child-friendly in Islamorada
from
$210
per night
Vacation rental for 2 people, with yard and pool as well as view, child-friendly
2 pers.1 bedroom80yd to the coast
FREE cancellation
4.5
(427 reviews)
Vacation rental for 2 people, with pool and view, child-friendly in Islamorada
from
$180
per night
Vacation rental for 2 people, with pool and view, child-friendly
2 pers.1 bedroom100yd to the coast
FREE cancellation
4.2
(254 reviews)
Vacation rental for 2 people, with pool and yard as well as view in Islamorada
from
$206
per night
Vacation rental for 2 people, with pool and yard as well as view
2 pers.1 bedroom250yd to the coast
FREE cancellation
4.5
(1165 reviews)
Vacation rental for 4 people, with yard and pool as well as view in Islamorada
from
$402
per night
Vacation rental for 4 people, with yard and pool as well as view
4 pers.2 bedrooms80yd to the coast
FREE cancellation
4.7
(134 reviews)
Vacation rental for 4 people, with balcony and pool, child-friendly in Islamorada
from
$278
per night
Vacation rental for 4 people, with balcony and pool, child-friendly
4 pers.1 bedroom70yd to the coast
FREE cancellation
4.4
(251 reviews)
Vacation rental for 2 people, with terrace and view as well as pool in Islamorada
from
$154
per night
Vacation rental for 2 people, with terrace and view as well as pool
2 pers.1 bedroom40yd to the coast
4.4
(91 reviews)
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Pet-friendly Vacation Rentals

Vacation rental for 4 people in Islamorada
from
$200
per night
Vacation rental for 4 people
4 pers.1 bedroom20yd to the coast
4.0
(3 reviews)
Hotel for 2 people, with view and yard as well as pool, with pets in Islamorada
from
$133
per night
Hotel for 2 people, with view and yard as well as pool, with pets
2 pers.1 bedroom90yd to the coast
4.4
(330 reviews)
Vacation rental for 10 people, with balcony and pool as well as ocean view, with pets in Islamorada
from
$1,006
per night
Vacation rental for 10 people, with balcony and pool as well as ocean view, with pets
10 pers.6 bedrooms5,447ft²40yd to the coast
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Vacation Rentals with Pool

Vacation rental for 4 people, with pool and balcony in Islamorada
from
$263
per night
Vacation rental for 4 people, with pool and balcony
4 pers.2 bedrooms30yd to the coast
Hotel for 2 people, with balcony and jacuzzi as well as pool in Islamorada
from
$629
per night
Hotel for 2 people, with balcony and jacuzzi as well as pool
2 pers.1 bedroom50yd to the coast
FREE cancellation
4.6
(8 reviews)
Vacation rental for 10 people, with balcony and pool, child-friendly in Islamorada
from
$576
per night
Vacation rental for 10 people, with balcony and pool, child-friendly
10 pers.5 bedrooms3,897ft²10yd to the coast
5.0
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Vacation Rentals with Internet

Vacation rental for 4 people, with yard in Islamorada
from
$130
per night
Vacation rental for 4 people, with yard
4 pers.1 bedroom495ft²100yd to the coast
Vacation rental for 8 people in Islamorada
from
$298
per night
Vacation rental for 8 people
8 pers.3 bedrooms10yd to the coast
Vacation rental for 8 people, with balcony, child-friendly in Islamorada
from
$655
per night
Vacation rental for 8 people, with balcony, child-friendly
8 pers.2 bedrooms150yd to the coast
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Vacation Rentals with Air Conditioning

Vacation rental for 6 people, with balcony in Islamorada
from
$505
per night
Vacation rental for 6 people, with balcony
6 pers.2 bedrooms150yd to the coast
Vacation rental for 8 people, with balcony and pool, child-friendly in Islamorada
from
$239
per night
Vacation rental for 8 people, with balcony and pool, child-friendly
8 pers.3 bedrooms1,249ft²60yd to the coast
5.0
Hotel for 2 people, with view and pool as well as yard in Islamorada
from
$162
per night
Hotel for 2 people, with view and pool as well as yard
2 pers.1 bedroom70yd to the coast
4.3
(722 reviews)
Show all

Find Vacation Rentals in Islamorada

Map

Highlights Islamorada

  • Island rentals
  • Destination in Florida
  • Family getaway
  • Outdoor adventures
  • Nature getaway
  • Hiking trails

Most popular in Islamorada

Pool 21
Internet 36
Pets allowed 8
Balcony/Terrace 32
TV 34
Air conditioning 35

Prices and availability

Prices

$661
January
February
March
April
May
Average price per week

Availabilities

20 %
January
February
March
April
May
Percentage of available rentals

Vacation rentals in Islamorada

Stunning rental locations in Islamorada

Plan your next vacation on the beautiful island of Islamorada. The destination of Islamorada encompasses five of the Florida Keys and it is located in the Monroe County of the state of Florida, United States of America. Situated right in between Miami and Key West, the area includes Tea Table Key, Lower Matecumbe Key, Upper Matecumbe Key, Windley Key and Plantation Key. The area of Islamorada is known for its stunning coral reef, the gorgeous tropical landscape and the countless water sports that you can enjoy during your visit. The name of this area comes from the early Spanish explorers and it translates to "purple island" in Spanish.

Vacation Rentals in Islamorada

You can find countless stunning vacation rentals while visiting Islamorada. Whether you wish to be located closer to the buzzing center, immersed in nature or have your accommodation beachside, this destination will be able to provide it with all. Imagine waking up in the morning to the sound of the waves crashing on the beach right outside your window. Take a stroll around town to check out the boutiques and cafes located just a stone throw away from your house. Spend an afternoon swimming in your private pool or having a barbecue with your friends in your garden. These are just some of the memories you could be making with accommodation in Islamorada.

Vacations in Islamorada

The area and getting around

How to get to Islamorada

There are various ways to make your trip to Islamorada with different modes of transportation. Being located between Key West and Miami, you will be assured that the journey will be easy to make from wherever you are coming from. If you're driving from Miami or anywhere north of Islamorada, you will have to arrive at the end of the Turnpike at US 1 in Florida City and head south on the road to reach your destination. This same road is taken by regional buses and private buses to connect Islamorada with nearby major cities. If you choose to fly to your destination, the closest airport with commercial flights to national and international destinations will be the Miami International Airport.

Where to eat in Islamorada

Being located right in the sea, you will find that there will be plenty of delicious restaurants providing fresh seafood. However, Islamorada has plenty of other options to choose from regarding cuisine and styles. One of the local favorites is the Hungry Tarpon Restaurant. This eatery will provide you with a true conch atmosphere and Caribbean-inspired cuisine. The restaurant is situated inside an old marina and fish shack and you will be able to choose to dine indoors or on their deck. Another great place to have some food is Ciao Hound. This Italian restaurant has a menu filled with Tuscan flavors and it uses only fresh ingredients which are locally sourced.

Travelers and activities

Islamorada for outdoor explorers

There are numerous ways you can enjoy discovering the stunning tropical landscape of Islamorada. Go ahead and spend a day at Anne’s Beach. This beach was named after a famous environmentalist that dedicated her life to preserving South Florida’s natural habitat. Here you will be able to stroll on a boardwalk that takes you through mangroves, tidal marshes, and wetlands. Another fantastic place to learn about the local flora and fauna is the Indian Key Historic State Park. This ten acres park is only reachable by boat and it is a popular spot for hikers that want to visit the abandoned early 19th-century fishermen town.

Islamorada for family activities

If you plan to make your vacation to Islamorada with your family, try out these activities altogether for a delightful time. One of the best activities to do with the whole family is to visit the Theater of the Sea. This place will allow you to admire dolphins, learn about them, as well as swim with them. Another great place to visit all together is the Alligator Reef LightHouse. This in-sea lighthouse can only be reached with a chartered boat or with a rental boat and you will get the chance to snorkel around the crystal blue waters and admire the world-famous coral reef of the Keys.

„Did you know that Islamorada was incorporated only on November 4, 1997?“

Top 5 travel tips for Islamorada

1. History of Diving Museum

Learn about the history of diving. This museum has been open and collecting items used for sea exploration for over decades. You will be able to find displays that include diving equipment, photographs, and first-hand historical accounts of sea adventures.

2. Whale Harbor Restaurant and Seafood Buffet

Dine with some exquisite and fresh seafood. This restaurant provides you with everything starting from shrimp and lobster to oysters and fresh local fish on their rooftop bar.

3. Keys History and Discovery Center

Discover the local history. This establishment aims to preserve the unique history of the Keys while providing you with exhibits and displays in their waterfront building.

4. Blond Giraffe Key Lime Pie Factory

Have a taste of the globally famous Key Lime Pie. This restaurant provides the state’s best key lime pie in a very casual and friendly atmosphere.

5. Windley Key Fossil Reef Geological State Park

Explore the fossils of the area. In this stunning park, you can walk through trails and admire the vast fossil deposits, many of which can be dated to 100,000 years ago.

FAQs: Vacation Rentals in Islamorada

On average, what was the cost for vacation rentals in Islamorada in 2020, during the corona crisis?

Based on our data, Islamorada has an average price of $455.61 per night, a relatively high one compared to the cities in the USA.

During which months can you find the best price for vacation rentals in Islamorada?

Travelers who want to save as much as possible visit Islamorada in October, November, and April, which are the months that offer the most discount, with average prices of $399.88, $427.52, and $441.41 per night, respectively, based on data collected in 2020.

During which months are vacation rentals more expensive in Islamorada?

In 2020, the month that had the highest annual average in Islamorada was March, with an average price of $496.51 per night. This was followed by August, with an average of $482.7, and July, with $474.71.

Is Islamorada a good location for a last-minute getaway?

It's worthwhile if you can book your stay with plenty of time when visiting Islamorada, as only 12% of our properties are usually available throughout the year.

What time of the year can I find more available vacation rentals?

The months that offer the most accommodation options are, on average, May (with an availability of 24.8%), September (23.25%), and October (21.8%), according to the trends observed in 2020.

When are fewer rentals available in Islamorada?

According to data from 2020, the months when it is most difficult to find accommodation in Islamorada are, in order, March (with 0.33% of available rentals), February (1.5%), and July (2%).

How many vacation rentals does Holidu have in Islamorada?

Our inventory features approximately 20 vacation rentals from 3 partners, giving you plenty of choices when searching for your next dream vacation rental!

Holidu compares hundreds of websites to find your perfect holiday rental for the best price.

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