Holiday rentals in Islamorada

Compare 2,323 available properties from 28 providers
Islamorada
Anytime
2 guests
Save up to 25%

Best holiday rental deals in Islamorada

-25%
House ∙ 6 guests ∙ 2 bedrooms
Islamorada, Monroe County, Florida, United States
from £418 £558
HomeAway
5.0
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-17%
House ∙ 10 guests ∙ 4 bedrooms
Islamorada, Monroe County, Florida, United States
from £849 £1,022
HomeAway
5.0
View deal
-16%
House ∙ 6 guests ∙ 2 bedrooms
Islamorada, Monroe County, Florida, United States
from £351 £418
HomeAway
5.0
View deal

Discover a holiday letting that fits your needs among the 2,321 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 home, apartment or cottage in Islamorada from just £32 per night

House ∙ 4 guests ∙ 1 bedroom
Islamorada, Monroe County, Florida, United States
from £179
HomeAway
4.9
View deal
House ∙ 4 guests ∙ 2 bedrooms
Islamorada, Monroe County, Florida, United States
from £148
HomeAway
5.0
View deal
House ∙ 4 guests ∙ 2 bedrooms
Islamorada, Monroe County, Florida, United States
from £154
HomeAway
5.0
View deal
Apartment ∙ 2 guests ∙ 1 bedroom
Islamorada, Monroe County, Florida, United States
from £94
HomeAway
4.9
View deal
Apartment ∙ 2 guests ∙ 1 bedroom
Islamorada, Monroe County, Florida, United States
from £140
Airbnb
5.0
View deal
House ∙ 4 guests ∙ 2 bedrooms
Islamorada, Monroe County, Florida, United States
from £68
Airbnb
5.0
View deal
House ∙ 4 guests ∙ 2 bedrooms
Islamorada, Monroe County, Florida, United States
from £316
Airbnb
5.0
View deal
Condo ∙ 6 guests ∙ 2 bedrooms
Islamorada, Monroe County, Florida, United States
from £71
Airbnb
4.9
View deal
House ∙ 3 guests ∙ 1 bedroom
Islamorada, Monroe County, Florida, United States
from £124
Airbnb
5.0
View deal
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Best holiday lettings with a pool

Pool
Apartment ∙ 5 guests ∙ 3 bedrooms
Islamorada, Monroe County, Florida, United States
from £327
HomeAway
5.0
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Pool
House ∙ 6 guests ∙ 2 bedrooms
Islamorada, Monroe County, Florida, United States
from £309
HomeAway
5.0
View deal
Pool
Villa ∙ 5 guests ∙ 2 bedrooms
Islamorada, Monroe County, Florida, United States
from £112
Airbnb
5.0
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Top holiday lettings with fishing spots nearby

Fishing
House ∙ 2 guests ∙ 2 bedrooms
Islamorada, Monroe County, Florida, United States
from £165
HomeAway
5.0
View deal
Fishing
House ∙ 6 guests ∙ 2 bedrooms
Islamorada, Monroe County, Florida, United States
from £286
HomeAway
5.0
View deal
Fishing
House ∙ 6 guests ∙ 3 bedrooms
Islamorada, Monroe County, Florida, United States
from £323
HomeAway
5.0
View deal
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Best holiday homes with a patio or terrace

Balcony/Patio
Apartment ∙ 5 guests ∙ 2 bedrooms
Islamorada, Monroe County, Florida, United States
from £188
HomeAway
4.9
View deal
Balcony/Patio
Apartment ∙ 8 guests ∙ 3 bedrooms
Islamorada, Monroe County, Florida, United States
from £194
HomeAway
4.8
View deal
Balcony/Patio
Resort ∙ 4 guests
Islamorada, Monroe County, Florida, United States
from £452
Booking.com
4.6
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Popular holiday rental amenities in Islamorada

  • Kitchen (1,806)
  • Internet (1,708)
  • TV (1,649)
  • AC (1,591)
  • Washer (1,471)
  • Pool (1,269)
  • Microwave (1,177)
  • BBQ (1,097)
  • Dishwasher (1,038)
  • No smoking (999)
  • Parking (879)
  • Balcony/Patio (749)

Price and Availability Index in Islamorada

Holiday Letting Price Information in Islamorada

In this graph, you will find The most expensive week to book a holiday letting in Islamorada is in March (02/03 - 09/03). You can find some of the best deals during one week in October (05/10 - 12/10). 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 February (23/02 - 02/03). It will be easy to find a holiday home that suits you in one week in September (14/09 - 21/09), when 90 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 the highest average temperatures. In contrast, the coolest month is February. The rainiest month is July, while the driest month is February.

Accommodation options in Islamorada

In Islamorada, house rentals are the most common type of accommodation on offer. House rentals here have a median price £298 per night and a median size of 170 m². Furthermore, these properties tend to be great for large groups, since most can accommodate 7 holidaymakers. If you would prefer to book another property type, you could consider apartment rentals, which are the second most typical property type in Islamorada. These properties cost £267 a night, on average, and have an average size of 99 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.

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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 & Drink

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 600 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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