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Islamorada Accommodation

Find 1,877 available offers from 22 partners
Islamorada
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Islamorada
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Popular Filters to discover the perfect holiday home in Islamorada

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2 Adults
Pets allowed
Hot tub
Pool
Cottage
Cabin

Enjoy an idylic beach holiday at your Islamorada holiday accommodation

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 accommodation to see what's in store.

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Holiday rentals with wifi

Whether it's for working remotely or streaming your favourite shows, internet access can be an indispensable amenity when it comes to choosing a holiday home. Check out HomeToGo's range of holiday lettings with WiFi in Islamorada and enjoy a fast and reliable internet connection during your stay.

Condo  Islamorada
11 May - 18 May
£312 per night
Condo ∙ 6 guests ∙ 3 bedrooms

Flat in Islamorada with Private Balcony

5.0
Outstanding (33 ratings)
Islamorada, Monroe County, Florida, United States
Internet
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Vrbo
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House  Islamorada
11 May - 18 May
£473 per night
House ∙ 8 guests ∙ 4 bedrooms

Holiday Home in Islamorada with Pool, Barbecue & Garden

4.8
Outstanding (105 ratings)
Islamorada, Monroe County, Florida, United States
Internet
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Accommodation  Islamorada
4 May - 11 May
£1,678 per night
Accommodation ∙ 18 guests ∙ 6 bedrooms

Letting in Islamorada with Barbecue, Terrace & Garden

Islamorada, Monroe County, Florida, United States
Internet
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HomeToGo
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Holiday lettings and apartments with air conditioning

Good weather while on holiday is always great - and it's a plus to be able to control the temperature in your accommodation too. Find holiday homes and apartments in Islamorada with air conditioning and cooling systems to ensure maximum comfort during your stay.

House  Islamorada
11 May - 18 May
£924 per night
House ∙ 8 guests ∙ 4 bedrooms

Holiday Home in Islamorada with Terrace, Barbecue & Pool

4.6
Excellent (43 ratings)
Islamorada, Monroe County, Florida, United States
Air conditioning
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House  Islamorada
11 May - 18 May
£324 per night
House ∙ 9 guests ∙ 4 bedrooms

Holiday Home in Islamorada with Pool, Garden & Terrace

4.9
Outstanding (20 ratings)
Islamorada, Monroe County, Florida, United States
Air conditioning
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House  Islamorada
11 May - 18 May
£1,069 per night
House ∙ 12 guests ∙ 5 bedrooms

House in Islamorada with Garden, Terrace & Barbecue + Ocean Views

5.0
Outstanding (74 ratings)
Islamorada, Monroe County, Florida, United States
Air conditioning
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Apartments and holiday lettings with a kitchen

Looking for self-catering accommodation in Islamorada? Find the perfect letting for you with our selection of Islamorada holiday rentals with kitchens. Well-appointed and equipped with plenty of cooking appliances, these holiday homes are great for self-catered stays.

Condo  Islamorada
11 May - 18 May
£704 per night
Condo ∙ 12 guests ∙ 5 bedrooms

Flat in Islamorada + Ocean Views

Islamorada, Monroe County, Florida, United States
Kitchen
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House  Islamorada
11 May - 18 May
£606 per night
House ∙ 6 guests ∙ 3 bedrooms

Holiday Home in Islamorada with Private Balcony + Ocean View

5.0
Outstanding (29 ratings)
Islamorada, Monroe County, Florida, United States
Kitchen
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Condo  Islamorada
12 Apr - 19 Apr
-36%
£352
£224 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Superior Flat in Islamorada with Pool + Water Views

5.0
Outstanding (8 ratings)
Islamorada, Monroe County, Florida, United States
Free cancellation
Kitchen
Details
TripAdvisor
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Best holiday rental deals in Islamorada

Save up to 59%

Condo Islamorada
7 Sept - 14 Sept
-56%
£448
£197 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Flat in Tavernier with Terrace & Pool + Ocean Views

4.7
Excellent (95 ratings)
Islamorada, Monroe County, Florida, United States
Details
Vacasa
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House Islamorada
13 May - 20 May
-59%
£632
£258 per night
House ∙ 10 guests ∙ 4 bedrooms

Lovely House in Key Largo with Private Balcony

4.4
Very good (32 ratings)
Islamorada, Monroe County, Florida, United States
Details
Vacasa
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House Islamorada
11 May - 18 May
-7%
£440
£409 per night
House ∙ 10 guests ∙ 4 bedrooms

House in Key Largo with Terrace, Pool & Barbecue

5.0
Outstanding (57 ratings)
Islamorada, Monroe County, Florida, United States
Details
Vrbo
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Discover a rental meeting your criteria among the 1,877 unique holiday lettings from 22 providers in Islamorada. Our website instantaneously evaluates the holiday rentals so you can save up to 50%.

Recommended holiday lettings in Islamorada

Rent a holiday home, apartment or cottage in Islamorada from just £77 per night

Villa Islamorada
11 May - 18 May
£255 per night
Villa ∙ 4 guests ∙ 1 bedroom

Villa in Islamorada with Terrace, Garden & Barbecue

4.9
Outstanding (110 ratings)
Islamorada, Monroe County, Florida, United States
Details
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House Islamorada
27 Jul - 3 Aug
£409 per night
House ∙ 6 guests ∙ 2 bedrooms

Holiday Home in Islamorada with Electric Fireplace + Ocean Views

5.0
Outstanding (191 ratings)
Islamorada, Monroe County, Florida, United States
Details
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House Islamorada
3 Aug - 10 Aug
£313 per night
House ∙ 3 guests ∙ 1 bedroom

House in Islamorada with Barbecue + Beautiful Views

Islamorada, Monroe County, Florida, United States
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House Islamorada
15 Feb - 22 Feb
£399 per night
House ∙ 6 guests ∙ 2 bedrooms

Nice House in Islamorada with Garden, Pool & Terrace

Islamorada, Monroe County, Florida, United States
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HomeToGo
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House Islamorada
11 May - 18 May
£621 per night
House ∙ 8 guests ∙ 3 bedrooms

House in Islamorada with Large Pool + Water Views

5.0
Outstanding (112 ratings)
Islamorada, Monroe County, Florida, United States
Details
Vrbo
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House Islamorada
11 May - 18 May
£829 per night
House ∙ 8 guests ∙ 4 bedrooms

House in Islamorada with Private Patio

5.0
Outstanding (59 ratings)
Islamorada, Monroe County, Florida, United States
Details
Vrbo
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House Islamorada
11 May - 18 May
£713 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Islamorada with Barbecue + Ceiling Views

5.0
Outstanding (63 ratings)
Islamorada, Monroe County, Florida, United States
Details
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House Islamorada
11 May - 18 May
£309 per night
House ∙ 6 guests ∙ 3 bedrooms

Holiday Home in Islamorada with Barbecue, Garden & Terrace + Great Views

4.8
Outstanding (89 ratings)
Islamorada, Monroe County, Florida, United States
Details
Vrbo
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House Islamorada
27 Apr - 4 May
£870 per night
House ∙ 12 guests ∙ 4 bedrooms

Pleasant House in Islamorada with Barbecue + Water Views

Islamorada, Monroe County, Florida, United States
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HomeToGo
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Budget-friendly Holiday Homes in Islamorada

Find Fantastic yet Cheap Lettings

Condo Islamorada
11 May - 18 May
£290 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Nice Flat in Islamorada with Garden, Pool & Barbecue + Ocean View

5.0
Outstanding (155 ratings)
Islamorada, Monroe County, Florida, United States
Details
Vrbo
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Condo Islamorada
11 May - 18 May
£558 per night
Condo ∙ 6 guests ∙ 3 bedrooms

Flat in Islamorada with Barbecue, Garden & Pool + Nice Views

5.0
Outstanding (66 ratings)
Islamorada, Monroe County, Florida, United States
Details
Vrbo
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House Islamorada
20 Apr - 27 Apr
£622 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Islamorada with Barbecue & Pool + Waterfront Views

Islamorada, Monroe County, Florida, United States
Details
HomeToGo
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Top-Rated Lettings and Properties in Islamorada

Book Holiday Letting Offers with the Highest User Rating

House Islamorada
£279 per night
House ∙ 4 guests ∙ 2 bedrooms

House in Islamorada with Pool + Spectacular View

5.0
Outstanding (10 ratings)
Islamorada, Monroe County, Florida, United States
Details
Vrbo
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House Islamorada
£359 per night
House ∙ 6 guests ∙ 3 bedrooms

Great Holiday Home in Islamorada with Barbecue + Water Views

4.7
Excellent (31 ratings)
Islamorada, Monroe County, Florida, United States
Details
Vrbo
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House Islamorada
11 May - 18 May
-8%
£426
£393 per night
House ∙ 8 guests ∙ 3 bedrooms

Holiday Home in Key Largo with Barbecue, Pool & Garden

5.0
Outstanding (72 ratings)
Islamorada, Monroe County, Florida, United States
Details
Vrbo
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Popular holiday rental amenities in Islamorada

  • Pool (1,549)
  • Air conditioning (1,843)
  • WiFi (1,822)
  • Kitchen (1,422)
  • Fishing (1,247)
  • Grill (1,118)
  • Balcony/patio (954)
  • TV (1,694)
  • Washing machine (1,063)
  • Microwave (1,424)
  • Pet-friendly (474)
  • No smoking (1,860)

Islamorada is a good holiday destination if you would like to rent a letting with a pool. Most of the holiday rentals here have this feature. Hotel room with pools in Islamorada are a excellent option for groups of 7 and usually cost around £598 per night. Many of Islamorada's properties with pools are located within 2 kilometres of water, so you can spend your days lounging by the pool or the waterfront.

Price and Availability Index for Islamorada

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Holiday Letting Price Information in Islamorada

This graph displays average prices of the holiday cottages and holiday apartments located in Islamorada. £759 is the highest average price throughout the year ahead. Conversely, the cheapest average prices are in one week of September (14/09 – 21/09).

Rental availability information in Islamorada

Check how busy Islamorada is with our availability graph. It is in October that you will find the week with the fewest available holiday lettings (19/10 – 26/10). On the other hand, the week with the most available offers is in November (09/11 – 16/11).

The Weather in Islamorada

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May
June
July
Aug.
Sep.
Oct.
Nov.
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- Rainy days

Above is a climate diagram for Islamorada. On average, the warmest month is July. February is the coolest month, with the average minimum temperature falling to 20°. September is the wettest month in Islamorada.

7-Day Weather Forecast in Islamorada

Sat, 13 Apr
23°
22°

0%

6 h

30 km/h

Sun, 14 Apr
21°
21°

45%

3 h

29 km/h

Mon, 15 Apr
23°
23°

10%

6 h

25 km/h

Tue, 16 Apr
24°
24°

10%

6 h

30 km/h

Wed, 17 Apr
25°
25°

15%

4 h

24 km/h

Thu, 18 Apr
25°
25°

10%

3 h

19 km/h

Fri, 19 Apr
26°
26°

10%

6 h

11 km/h

Accommodation options for your holiday in Islamorada

Users who are looking for house rentals in Islamorada can find a lot of options to choose from, since this is the most prevalent property type there. The average nightly price of house rentals there is £649, and the average size is 157 m². Furthermore, these holiday rentals tend to be great for large groups, as most can accommodate 7 guests. Holidaymakers interested in something other than a house rentals can, with HomeToGo's fantastic range, also find an ideal villa for them. This property type is the second most popular accommodation option in Islamorada. The average size of a villa in Islamorada is 142 m², and the average price is £997 per night.
Where to find the best food in Islamorada?

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 .

What is the weather like in Islamorada?

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.

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 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.

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

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.

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 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.

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.

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.

Information about holiday rentals in Islamorada

🏡 Holiday homes available 1,877 rentals
💳 Discounts available up to 50%
🌙 Nightly prices from £77
⭐ Popular amenities Pool, Air conditioning and Internet
🐾 Pet friendly rentals 472 properties
🏊 Holiday rentals with pools 1,535 properties
6 reviews
Islamorada holiday rentals have an average rating of 4.3/5 across 6 reviews left by travellers.

Frequently Asked Questions

How many accommodation are available to book in Islamorada?

Low season in Islamorada is in September, so you'll be able to choose a great deal for House rentals or Villa for your holiday.

What is the most searched holiday rental amenity in Islamorada?

Three most popular holiday rental amenities among our customers in Islamorada are Pool, Air conditioning and Internet.

How many holiday lettings in Islamorada have a pool?

Holiday apartments with pools are 82 of all in Islamorada on HomeToGo. Also, there are 62 of apartments with pools near water.

Am I allowed to bring my pet during my stay in a Islamorada holiday letting?

Pets are welcome in Islamorada which is home to 472 pet-friendly holiday lettings.

What is the best time of year to travel to Islamorada?

Book your Islamorada holiday in February or April to avoid a washout; these are the months with the least amount of rain.

Where can I see deals on holiday accommmodation in Islamorada?

You can get brilliant bargains on holiday lets in Islamorada with the nightly price of a letting beginning at £77 - and HomeToGo has launched a range of features that make it quick and simple to see some outstanding deals. When thinking about the timing for your holiday, search with HomeToGo's flexible dates technology to quickly locate lower cost timings and get discounts of as much as 50%. Moreover, HomeToGo's 'distance from' filter enables you to find hidden gem holiday homes in lower-price, lesser-known spots with good proximity to the area of your choice, whether that's a beach, lake, ski region or city centre. Start your search as soon as possible to get the benefits of the greatest variety of options and top discounts - and do so free from stress by using HomeToGo's 'free cancellation' filter when searching for holiday accommodation.

What are the advantages of booking a holiday rental in Islamorada with HomeToGo?

From serenity away from the crowds to more space to enjoy with your family, friends or partner, holiday lets in Islamorada offer many benefits. HomeToGo shows you genuine ratings written by previous guests, and searching is secure, simple, and hassle-free - so with 1,877 lettings from 22 providers in the region, you're bound to locate the ideal holiday home with all of the amenities you need in Islamorada.

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