Vacation rentals in Islamorada - HomeToGo base64Hash Vacation rentals in Islamorada - HomeToGo

Vacation rentals in Islamorada

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Top 15 Recommended vacation rentals in Islamorada

Find your perfect vacation rental in Islamorada from just $165 per night!

House Islamorada
House ∙ 14 guests ∙ 6 bedrooms

Vacation home with private pool & yard

Islamorada, Monroe County, Florida, United States
from $2,300
per night
Outstanding(71 ratings)
from $2,300
per night
View deal
House Islamorada
House ∙ 6 guests ∙ 3 bedrooms

House with private pool | Pets are welcome

Islamorada, Monroe County, Florida, United States
from $270
per night
Excellent(8 ratings)
from $270
per night
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House Islamorada
House ∙ 10 guests ∙ 5 bedrooms

House with private pool, yard & jacuzzi | Good for workation

Islamorada, Monroe County, Florida, United States
from $879
per night
Outstanding(32 ratings)
from $879
per night
View deal
House Islamorada
House ∙ 8 guests ∙ 3 bedrooms

House with private pool, barbeque & terrace

Islamorada, Monroe County, Florida, United States
from $661
per night
Outstanding(66 ratings)
from $661
per night
View deal
House Islamorada
House ∙ 8 guests ∙ 3 bedrooms

Family-oriented vacation home with heated pool, BBQ & terrace | Suitable for remote work

Islamorada, Monroe County, Florida, United States
from $620
per night
Outstanding(6 ratings)
from $620
per night
View deal
House Islamorada
House ∙ 12 guests ∙ 5 bedrooms

Children-friendly wonderful vacation home with garden, private pool & patio | Nature view | Pet-friendly

Islamorada, Monroe County, Florida, United States
from $1,481
per night
Outstanding(92 ratings)
from $1,481
per night
View deal
House Islamorada
House ∙ 8 guests ∙ 3 bedrooms

Vacation home with terrace, private pool & yard | Nature view

Islamorada, Monroe County, Florida, United States
from $493
per night
Outstanding(92 ratings)
from $493
per night
View deal
House Islamorada
House ∙ 8 guests ∙ 4 bedrooms

Family-friendly vacation home with BBQ & pool

Islamorada, Monroe County, Florida, United States
from $800
per night
Outstanding(57 ratings)
from $800
per night
View deal
House Islamorada
House ∙ 10 guests ∙ 4 bedrooms

House with jacuzzi, terrace & garden | Suitable for remote work

Islamorada, Monroe County, Florida, United States
from $1,115
per night
Outstanding(83 ratings)
from $1,115
per night
View deal
House Islamorada
House ∙ 16 guests ∙ 4 bedrooms

Child-friendly house with patio, pool & barbeque

Islamorada, Monroe County, Florida, United States
from $408
per night
Outstanding(2 ratings)
from $408
per night
View deal
House Islamorada
House ∙ 8 guests ∙ 3 bedrooms

Vacation home with private pool

Islamorada, Monroe County, Florida, United States
from $421
per night
Outstanding(2 ratings)
from $421
per night
View deal
House Islamorada
House ∙ 6 guests ∙ 3 bedrooms

House with barbecue & private pool

Islamorada, Monroe County, Florida, United States
from $370
per night
from $370
per night
View deal
House Islamorada
House ∙ 14 guests ∙ 6 bedrooms

Vacation home with jacuzzi, barbeque & yard

Islamorada, Monroe County, Florida, United States
from $1,129
per night
Outstanding(77 ratings)
from $1,129
per night
View deal
House Islamorada
House ∙ 8 guests ∙ 4 bedrooms

Vacation home with terrace, barbeque & heated pool | Nature view | Perfect for remote work

Islamorada, Monroe County, Florida, United States
from $758
per night
Outstanding(50 ratings)
from $758
per night
View deal
House Islamorada
House ∙ 8 guests ∙ 3 bedrooms

House with pool

Islamorada, Monroe County, Florida, United States
from $298
per night
Outstanding(3 ratings)
from $298
per night
View deal

Vacation rentals with a balcony

House  Islamorada
from $385
per night
House ∙ 8 guests ∙ 3 bedrooms

Children-friendly house with terrace, garden & grill | Nature view | Good for workation | Dogs allowed

5.0
Outstanding(65 ratings)
Islamorada, Monroe County, Florida, United States
Balcony
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House  Islamorada
from $198
per night
House ∙ 9 guests ∙ 2 bedrooms

Family-oriented nice vacation home with garden, BBQ & patio | Nature view

4.5
Excellent(7 ratings)
Islamorada, Monroe County, Florida, United States
Balcony
View deal
House  Islamorada
from $267
per night
House ∙ 4 guests ∙ 2 bedrooms

House with yard, patio & barbeque | Nature view

5.0
Outstanding(12 ratings)
Islamorada, Monroe County, Florida, United States
Balcony
View deal
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Vacation rentals and apartments with air conditioning

House  Islamorada
from $208
per night
House ∙ 6 guests ∙ 3 bedrooms

Fully equipped vacation home with barbecue | Pet-friendly

Islamorada, Monroe County, Florida, United States
Air conditioning
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House  Islamorada
from $166
per night
House ∙ 6 guests ∙ 3 bedrooms

House with barbeque, garden & heated pool | Nature view | Suitable for remote work

4.7
Excellent(26 ratings)
Islamorada, Monroe County, Florida, United States
Air conditioning
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House  Islamorada
from $1,128
per night
House ∙ 10 guests ∙ 5 bedrooms

Fully equipped charming house with grill, private pool & terrace | Nature view

5.0
Outstanding(123 ratings)
Islamorada, Monroe County, Florida, United States
Air conditioning
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Vacation houses with Balconies or Patios

House  Islamorada
from $389
per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation home with private pool, garden & terrace

4.8
Outstanding(10 ratings)
Islamorada, Monroe County, Florida, United States
Balcony/Patio
View deal
House  Islamorada
from $759
per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation home with BBQ, terrace & private pool

5.0
Outstanding(19 ratings)
Islamorada, Monroe County, Florida, United States
Balcony/Patio
View deal
House  Islamorada
from $357
per night
House ∙ 10 guests ∙ 3 bedrooms

Children-friendly lovely house with garden, terrace & BBQ | Pets allowed

5.0
Outstanding(15 ratings)
Islamorada, Monroe County, Florida, United States
Balcony/Patio
View deal
See all offers

Budget-friendly Vacation Rentals in Islamorada

Find Fantastic yet Inexpensive Offers

House Islamorada
from $134
per night
House ∙ 4 guests ∙ 2 bedrooms

Vacation home with pool, barbecue & patio | Nature view

4.9
Outstanding(20 ratings)
Islamorada, Monroe County, Florida, United States
View deal
House Islamorada
from $978
per night
House ∙ 12 guests ∙ 4 bedrooms

Family-oriented pleasant house with grill | Water view | Beach nearby | Dogs allowed

4.7
Excellent(3 ratings)
Islamorada, Monroe County, Florida, United States
View deal
House Islamorada
from $539
per night
House ∙ 6 guests ∙ 2 bedrooms

Pleasant vacation home | Pets allowed

5.0
Outstanding(4 ratings)
Islamorada, Monroe County, Florida, United States
View deal

Top-Rated Rentals and Accommodations in Islamorada

Book Vacation Rental Offers with the Highest User Rating

Condo Islamorada
from $356
per night
Condo ∙ 6 guests ∙ 1 bedroom

Children-friendly condo with pool | Next to the beach

5.0
Outstanding(8 ratings)
Islamorada, Monroe County, Florida, United States
View deal
Condo Islamorada
from $802
per night
Condo ∙ 12 guests ∙ 5 bedrooms

Condo with grill | Water view | Suitable for remote work

5.0
Outstanding(3 ratings)
Islamorada, Monroe County, Florida, United States
View deal
House Islamorada
from $433
per night
House ∙ 6 guests ∙ 4 bedrooms

Fully equipped vacation home with grill, terrace & private pool

5.0
Outstanding(2 ratings)
Islamorada, Monroe County, Florida, United States
View deal

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Popular Rental Amenities in Islamorada

  • Pool (1,599)
  • Pet-friendly (750)
  • Fishing (1,327)
  • Air conditioning (1,876)
  • Balcony/patio (1,005)
  • Kitchen (1,512)
  • WiFi (1,907)
  • TV (1,767)
  • Washing machine (1,019)
  • Grill (1,164)
  • Microwave (1,397)
  • Dishwasher (901)

You can find a large selection of accommodations to book if you are looking for an accommodation including a pool in Islamorada. Interestingly, our data shows that more hotel room provide a pool than condo. In addition, they can host 6 vacationers, on average, while condo with pools can accommodate an average of 5 people. more than half of Islamorada's rentals offering a pool are within two miles of water, divide your time between the pool and the waterfront

Price and Availability Index in Islamorada

Click on any bar to see price and availability information

Vacation Rental Price Information in Islamorada

The graph shows average prices of rentals in Islamorada for the upcoming twelve months. The most expensive prices are in December (12/27 – 1/3). Prices reach an average of $673 per night. You can find the most affordable prices on accommodations in August. Prices during that period are typically $537 per night on average.

Rental availability information in Islamorada

The graph shows the weekly availability rate in Islamorada for the upcoming twelve months. Be careful if you plan to go to Islamorada in June, as it comprises the busiest week of the next 12 months (6/6 – 6/13). September (9/6 – 9/13) has got the highest percentage of available rentals.

Enjoy an idylic beach vacation at your Islamorada vacation home

Islamorada was where back country sport fishing and salt water fly fishing first burst onto the scene. The 'fishing capital of the world' also has the world's highest density of professional offshore charter boats. Islamorada, which means "purple isles," is also a popular wedding destination, thanks to its raw beauty and crystal blue waters. There's much happening here, from exciting fishing activities to art walks and romantic seaside cafés. Book your Islamorada vacation rental to see what's in store.

What are the best places to discover the arts and culture of Islamorada?

Art and culture on Islamorada

The Coral Shores Performing Arts Center delights audiences with its top-notch productions. Meanwhile the monthly Third Thursday Art Walk organized by the Morada Way Arts & Cultural District is a great way to get acquainted with the town's art spaces and boutiques. The event brings together artisans, sculptors, jewelers, photographers and travelers who enjoy the artist receptions, music, sunsets and other fun activities.

The Jannette De Llanos Art Gallery showcases oil paintings and graphic art of the Florida Keys & beyond, while the Pasta Pantaleo Signature Gallery houses Pasta's sportfish paintings that are vivid and rich in their color schemes. For a look at the artworks of local photographers, painters, sculptors, and mixed media artists, visit Gallery at Ocean Sotheby's International Realty. Lastly, there's Crane Point Museum & Nature Center which regales visitors with its interpretative displays of marine life, local wildlife and exhibits.

What are the top sights in Islamorada?

The must-see sights of Islamorada

Most people come to Islamorada for its scenery and sunsets. The sea facing restaurants are perfectly aligned to allow diners gorgeous views of the sun sinking into the ocean. From the Islamorada Fist Company restaurant, you can watch sharks being fed while you enjoy your evening meal, as the event usually takes place around sunset. It's also quite possible to enjoy the sunset from the privacy of your sea-facing vacation rental on Islamorada.

Enjoy tropical evenings with relaxed music at the waterfront ICE Amphitheater, housed inside Islamorada Founders Park. This pet-friendly park also features an Olympic-sized pool, ball fields, a shallow water beach, water sports rentals and a skate park. Casa Mar Village meanwhile, is recommended for its local fish market, waterfront shopping and outdoor adventure sports activities. The kids will enjoy hand-feeding giant silver tarpons at Robbie's Marina. Then take them to a fun dolphin, sea lion and parrot show at Theater of the Sea marine mammal park.

Where are the unique attractions in Islamorada?

Excursions and day trips beyond Islamorada

Islamorada boasts rare and extraordinary brimming patch reefs, which is good news for divers. An hour south from your vacation home on Islamorada, lies the Bahia Honda State Park where oceanside camping is possible. Enjoy kayaking, fishing, biking, and snorkeling among other great activities. Take time off to explore Islamorada's colorful shallow coral reefs, its shipwrecks, and an interesting underwater hub for scientific research, called the Aquarius.

Pickles Reef is perfect to spot flamingo tongue cowries and banded coral shrimps. Bud n' Mary's is another popular marina known for its sportfishing shows, chartered fishing expeditions, pontoon boats, and deli's serving excellent coffee by the sea. End the day by retiring back at your sea facing Islamorada vacation rental.

Legendary authors such as Ernest Hemingway have been inspired right here in Islamorada! Come over with the family and book your vacation rental on Islamorada today. The isles are waiting.

What are the must-see attractions in Islamorada?

Incredible Islamorada

Lobster Trap Art Gallery

The vivid artworks at this exciting gallery will ensnare your gaze just like the lobsters in the traps outside its doors.

The Rain Barrel Artisan Village

The perfect day out involves exploring this picturesque artists' village, where there are any number of craft workshops to get involved in, plus exquisite art to discover and take home. Jewellery, sculpture and fine art are just the start.

Florida Keys Brewing Company

This family run microbrewery is a delight, and is ideally situated in the arts and cultural district of town. Enjoy tours, talks and of course, tastings.

History of Diving Museum

A trip to Florida isn't complete without exploring the ocean. Learn about the technical and historical aspects of this pastime through oral exhibits and artefacts found beneath the waves.

Theater of the Sea

Live the dream and swim with Flipper at this incredible center, dedicated to marine life. Seals, dolphins and parrots perform in mesmerising sealife shows.

Information about vacation rentals in Islamorada

🏡 Vacation rentals available 1,962 rentals
🌙 Nightly prices starting at $165
⭐ Popular amenities Pool, Pets allowed and Fishing
🐾 Pet friendly homes 750 homes
🏊 Vacation rentals with pools 1,596 homes
5 reviews
Islamorada vacation rentals have an average rating of 3.8/5 on 5 reviews left by travelers.

Frequently Asked Questions

What is the typical price per night for a vacation home in Islamorada?

The nightly price of accommodations in Islamorada starts at $165. Average prices for house rentals are $779 per night. Condos in Islamorada cost on average $415 per night.

How many vacation homes are available for booking in Islamorada?

There are currently 1,962 vacation homes from 20 different providers in Islamorada.

What amenities are most popular for vacation rentals in Islamorada?

Three most popular amenities for vacation rentals in Islamorada include accommodations with: Pool, Pets allowed, and Fishing.

How many vacation homes with pools are there in Islamorada?

Islamorada has 1,596 Hotel room and Condo options available for renting.

Are pets allowed in vacation rentals in Islamorada?

In case if you are traveling with a pet in Islamorada - 38% of vacation homes allow pets.

What are the best months to travel to Islamorada?

July and August are the warmest months in Islamorada with temperatures around 91 °F. February and January in Islamorada are the coldest, with 68 °F on average.

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