Holiday rentals in Islamorada

Compare 2,201 available properties from 29 providers
Islamorada
Save up to 61%

Best holiday rental deals in Islamorada

-17%
e.g. 9/11 - 16/11
House ∙ 6 guests ∙ 2 bedrooms
Islamorada, Monroe County, Florida, United States
from £216 £261
9flats.com
5.0
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-40%
e.g. 7/09 - 14/09
Villa ∙ 8 guests ∙ 3 bedrooms
Islamorada, Monroe County, Florida, United States
from £334 £556
RedAwning
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-61%
e.g. 7/09 - 14/09
Apartment ∙ 4 guests ∙ 1 bedroom
Tavernier, Monroe County, Florida, United States
from £136 £345
Easy Reserve
5.0
View deal

Search and find a holiday letting that fits your needs among the 2,201 beautiful rentals from different partner websites in Islamorada. HomeToGo instantaneously shows top offers by comparing the listed properties.

Recommended holiday lettings in Islamorada

Rent a holiday apartment, home or cottage in Islamorada: from £61 per night

Apartment ∙ 6 guests ∙ 2 bedrooms
Islamorada, Monroe County, Florida, United States
from £136
HomeAway
4.8
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House ∙ 6 guests ∙ 2 bedrooms
Islamorada, Monroe County, Florida, United States
from £247
HomeAway
5.0
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House ∙ 7 guests ∙ 2 bedrooms
Islamorada, Monroe County, Florida, United States
from £129
HomeAway
4.9
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Apartment ∙ 4 guests ∙ 2 bedrooms
Islamorada, Monroe County, Florida, United States
from £216
HomeAway
4.9
View deal
House ∙ 6 guests ∙ 2 bedrooms
Islamorada, Monroe County, Florida, United States
from £167
HomeAway
4.9
View deal
House ∙ 4 guests ∙ 2 bedrooms
Islamorada, Monroe County, Florida, United States
from £261
HomeAway
4.5
View deal
Apartment ∙ 5 guests ∙ 3 bedrooms
Islamorada, Monroe County, Florida, United States
from £219
HomeAway
5.0
View deal
House ∙ 6 guests ∙ 3 bedrooms
Islamorada, Monroe County, Florida, United States
from £536
HomeAway
5.0
View deal
Apartment ∙ 2 guests ∙ 1 bedroom
Islamorada, Monroe County, Florida, United States
from £105
HomeAway
4.9
View deal
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Best holiday cottages with a pool

Pool
Apartment ∙ 5 guests ∙ 2 bedrooms
Islamorada, Monroe County, Florida, United States
from £139
HomeAway
4.9
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Pool
Apartment ∙ 6 guests ∙ 2 bedrooms
Islamorada, Monroe County, Florida, United States
from £89
HomeAway
5.0
View deal
Pool
Apartment ∙ 6 guests ∙ 2 bedrooms
Islamorada, Monroe County, Florida, United States
from £207
HomeAway
4.8
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Top holiday accommodation with fishing spots nearby

Fishing
House ∙ 4 guests ∙ 1 bedroom
Islamorada, Monroe County, Florida, United States
from £199
HomeAway
5.0
View deal
Fishing
House ∙ 6 guests ∙ 2 bedrooms
Islamorada, Monroe County, Florida, United States
from £177
HomeAway
4.9
View deal
Fishing
House ∙ 6 guests ∙ 2 bedrooms
Islamorada, Monroe County, Florida, United States
from £245
HomeAway
4.9
View deal
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Best holiday homes with a patio or terrace

Balcony/Patio
House ∙ 6 guests ∙ 2 bedrooms
Islamorada, Monroe County, Florida, United States
from £198
HomeAway
4.9
View deal
Balcony/Patio
House ∙ 6 guests ∙ 2 bedrooms
Islamorada, Monroe County, Florida, United States
from £313
HomeAway
4.9
View deal
Balcony/Patio
Apartment ∙ 4 guests ∙ 2 bedrooms
Islamorada, Monroe County, Florida, United States
from £186
HomeAway
4.6
View deal
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Popular holiday rental amenities in Islamorada

  • Kitchen (1,607)
  • Internet (1,038)
  • No smoking (1,031)
  • TV (957)
  • Parking (913)
  • AC (900)
  • BBQ (886)
  • Microwave (881)
  • Pool (812)
  • Washer (797)
  • Dishwasher (771)
  • Balcony/Patio (763)
Nearly half of the holiday lets include a pool, which makes Islamorada an excellent destination for people looking to spend their holidays poolside. Our data shows that more apartment rentals have pools than house rentals. Additionally, they're able to host 6 holidaymakers, on average, while house rentals with pools can host an average of 8 people. You can also rent a holiday rental providing a pool near the water, which is the case for nearly half of the lettings on offer there. Islamorada is a perfect holiday destination if you travel with a pet, since many holiday rentals in Islamorada allow you to bring your pet. House rentals are the most pet-friendly property type in Islamorada. In addition, a night in a pet-friendly accommodation there is, on average, £369. You will also find different accommodation options if you want to rent near the city centre, as a few of the pet-friendly holiday lettings are less than 2 kilometres from the city centre.

Price and Availability Index in Islamorada

Holiday Letting Price Information in Islamorada

In the above graph, you will find information on average prices of the holiday lettings & cottages in Islamorada. The most expensive week to book a holiday letting in Islamorada is in February (09/02 - 16/02). You can find some of the best deals during a week of December (22/12 - 29/12). It is the cheapest week of the next 12 months.

Holiday Home Availability Information in Islamorada

The availability graph shows the percentage of available rentals in Islamorada. So far, the week with the least available rentals in Islamorada is in December (22/12 - 29/12). It will be easy to find a holiday home that suits you in a week of September (28/09 - 05/10), as 89 of the rentals are still available.

The weather in Islamorada

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- Rainy days

Above are the weather conditions for Islamorada. This year, July will have higher average temperatures. On the contrary, the coolest month is February. The rainiest month is July while the driest month is February.

Accommodations in Islamorada

1,034 of the 2,201 listed rentals in Islamorada are house rentals. They account for nearly half of the accommodation types in this destination (44.04%). In addition, house rentals in Islamorada have a median price £336 a night as well as a median size of 200 m². Furthermore, if you're going in a group of 7, house rentals are most likely the ideal accommodation type in Islamorada, as they can usually welcome 7 people. You can also search and find other accommodation types in Islamorada. Apartment rentals are, for example, another common accommodation type in Islamorada with 623 currently listed. Our analysis reveals that the average cost of apartment rentals is £247 a night for an area of 105 m².

Enjoy an idylic beach holiday at your Islamorada holiday 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 holiday letting to see what's in store.

Show all 2,201 properties
Getting There

Flying into Islamorada

The easiest way to reach Islamorada is via the Miami International Airport. From here, take a shuttle bus or taxi to reach your holiday letting on Islamorada.. Alternately, travellers also fly into the Ft. Lauderdale-Hollywood International Airport and the Florida Keys Marathon Airport, which is 45-minutes from Islamorada.

Food & Drinks

Cuisine of Islamorada

Seafood enthusiasts won't be disappointed with Islamorada's culinary offerings. Choose from fresh-off-the-nets seafood served in all kinds of settings — tiki-covered huts, marina-facing fish houses, beachfront cafés or romantic, secluded bistros. The waterfront is dotted with restaurants, serving everything from Mediterranean cuisine, sushi, organic salads, sandwiches and meatball subs.

Enjoy dinner and live entertainment at the waterfront cafés that serve excellent seafood: there's fried oysters, peel-and-eat-shrimp, and fish sandwiches galore. For the "freshest sushi in all the Keys!" and a hefty beer, wine and sake list, Kaiyo Grill & Sushi does the trick. Don't forget to pack some takeaway to feast on when you return to your Islamorada holiday letting .

Weather & Climate

The weather in Islamorada

The best time to visit is between December and May, when outdoor activities can be enjoyed under sunny, blue skies. Your holiday home in Islamorada should be booked in advance during this peak season. For those who prefer some peace and quiet, as well as discounted prices on lettings, October and November is a great time to visit.

Attractions

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 holiday letting 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 lettings 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 Theatre of the Sea marine mammal park.

Art & Culture

Art and culture on Islamorada

The Coral Shores Performing Arts Centre 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 travellers 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 colour 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 Centre which regales visitors with its interpretative displays of marine life, local wildlife and exhibits.

Local Attractions

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 holiday 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 holiday letting .

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

Sights & things to do 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.

Theatre of the Sea

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

We compare more than 300 providers, including:

Booking.com Holiday Rentals in Islamorada Novasol Holiday Rentals in Islamorada TripAdvisor Holiday Rentals in Islamorada Inter Chalet Holiday Rentals in Islamorada HomeAway Holiday Rentals in Islamorada EveryStay Holiday Rentals in Islamorada Interhome Holiday Rentals in Islamorada 9flats.com Holiday Rentals in Islamorada HouseTrip Holiday Rentals in Islamorada Belvilla Holiday Rentals in Islamorada Sykes Cottages Holiday Rentals in Islamorada Homestay.com Holiday Rentals in Islamorada Ski Planet Holiday Rentals in Islamorada Only-apartments Holiday Rentals in Islamorada James Villa Holidays Holiday Rentals in Islamorada

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