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Islamorada Accommodation

Find 2,522 available offers from 20 partners
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Recommended holiday lettings in Islamorada

Rent a holiday home, apartment or cottage in Islamorada from just £104 per night

House Islamorada
House ∙ 10 guests ∙ 5 bedrooms

Children-Friendly Charming House with Terrace, Garden & Private Pool | Suitable for Remote Work

Islamorada, Monroe County, Florida, United States
from £412
per night
Outstanding(10 ratings)
Vrbo
from £412
per night
View deal
Vrbo
House Islamorada
House ∙ 6 guests ∙ 3 bedrooms

Child-Friendly Wonderful Holiday Home with Terrace & BBQ

Islamorada, Monroe County, Florida, United States
from £212
per night
Outstanding(4 ratings)
Vrbo
from £212
per night
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Vrbo
House Islamorada
House ∙ 8 guests ∙ 5 bedrooms

House with Barbecue

Islamorada, Monroe County, Florida, United States
from £603
per night
Very good(12 ratings)
Vrbo
from £603
per night
View deal
Vrbo
House Islamorada
House ∙ 8 guests ∙ 3 bedrooms

House with Private Pool & Barbecue

Islamorada, Monroe County, Florida, United States
from £253
per night
Vrbo
from £253
per night
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Vrbo
Condo Islamorada
Condo ∙ 6 guests ∙ 3 bedrooms

Family-Friendly Pleasant Condo with Heated Pool & Barbeque | Nature View | Pet-Friendly

Islamorada, Monroe County, Florida, United States
from £186
per night
Vrbo
from £186
per night
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Vrbo
Condo Islamorada
Condo ∙ 6 guests ∙ 3 bedrooms

Flat with Heated Pool, Barbeque & Terrace

Islamorada, Monroe County, Florida, United States
from £239
per night
Outstanding(104 ratings)
Vrbo
from £239
per night
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Vrbo
House Islamorada
House ∙ 4 guests ∙ 2 bedrooms

House with Terrace & BBQ | Nature View

Islamorada, Monroe County, Florida, United States
from £175
per night
Very good(3 ratings)
Vrbo
from £175
per night
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Vrbo
House Islamorada
House ∙ 4 guests ∙ 2 bedrooms

Fully Equipped Ample Holiday Home with BBQ & Garden

Islamorada, Monroe County, Florida, United States
from £162
per night
Outstanding(2 ratings)
Vrbo
from £162
per night
View deal
Vrbo
House Islamorada
House ∙ 8 guests ∙ 3 bedrooms

House with Heated Pool, Barbeque & Terrace

Islamorada, Monroe County, Florida, United States
from £159
per night
Outstanding(2 ratings)
Vrbo
from £159
per night
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Vrbo
Condo Islamorada
Condo ∙ 6 guests ∙ 4 bedrooms

Flat with Terrace, Barbecue & Garden | Nature View

Islamorada, Monroe County, Florida, United States
from £172
per night
Outstanding(58 ratings)
Vrbo
from £172
per night
View deal
Vrbo
House Islamorada
House ∙ 6 guests ∙ 3 bedrooms

Fully Equipped Beautiful Holiday Home with Terrace

Islamorada, Monroe County, Florida, United States
from £271
per night
Excellent(11 ratings)
Vrbo
from £271
per night
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Vrbo
Resort Islamorada
-63%
15 Dec - 22 Dec
Resort ∙ 127 guests ∙ 2 bedrooms

Resort with Terrace, Jacuzzi & Pool

Islamorada, Monroe County, Florida, United States
£1,028£385
per night
Very good
Agoda
£1,028£385
per night
View deal
Agoda
House Islamorada
14 Dec - 21 Dec
House ∙ 12 guests ∙ 4 bedrooms

Family-Oriented Wonderful House with BBQ | Water View | Next to the Beach | Dogs Allowed

Islamorada, Monroe County, Florida, United States
£852
per night
Outstanding(1 rating)
HomeToGo
£852
per night
View deal
HomeToGo
Condo Islamorada
7 Dec - 14 Dec
Condo ∙ 12 guests ∙ 5 bedrooms

Condo | Water View

Islamorada, Monroe County, Florida, United States
£719
per night
Outstanding(1 rating)
HomeToGo
£719
per night
View deal
HomeToGo
House Islamorada
2 Aug - 9 Aug
Free cancellation
House ∙ 3 guests ∙ 1 bedroom

Child-Friendly Holiday Home with BBQ | Beach View | Pets Allowed

Islamorada, Monroe County, Florida, United States
£307
per night
Outstanding(2 ratings)
HomeToGo
£307
per night
View deal
HomeToGo

Holiday lettings and apartments with air conditioning

House  Islamorada
from £185 per night
House ∙ 9 guests ∙ 4 bedrooms

House with Terrace & BBQ | Nature View

4.8
Outstanding(16 ratings)
Islamorada, Monroe County, Florida, United States
Air conditioning
Vrbo
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House  Islamorada
from £335 per night
House ∙ 10 guests ∙ 4 bedrooms

Child-Friendly House with Heated Pool, BBQ & Terrace

5.0
Outstanding(14 ratings)
Islamorada, Monroe County, Florida, United States
Air conditioning
Vrbo
View deal
House  Islamorada
from £249 per night
House ∙ 10 guests ∙ 6 bedrooms

Holiday Home with Barbecue, Terrace & Garden | Nature View

4.9
Outstanding(16 ratings)
Islamorada, Monroe County, Florida, United States
Air conditioning
Vrbo
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Best holiday homes with a patio or terrace

House  Islamorada
3 May - 10 May
£315 per night
House ∙ 6 guests ∙ 2 bedrooms

Holiday Home with Private Pool, Barbecue & Terrace | Water View

5.0
Outstanding(2 ratings)
Islamorada, Monroe County, Florida, United States
Balcony/Patio
HomeToGo
View deal
Villa  Islamorada
19 Apr - 26 Apr
£237 per night
Villa ∙ 6 guests ∙ 2 bedrooms

Family-Oriented Charming Villa with BBQ, Terrace & Heated Pool

5.0
Outstanding(2 ratings)
Islamorada, Monroe County, Florida, United States
Balcony/Patio
HomeToGo
View deal
House  Islamorada
26 Apr - 3 May
£701 per night
House ∙ 6 guests ∙ 3 bedrooms

Fully Equipped Wonderful House with Private Pool & Barbeque | Pet-Friendly

Islamorada, Monroe County, Florida, United States
Free cancellation
Balcony/Patio
HomeToGo
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Holiday homes and cottages with a garden

Condo  Islamorada
from £352 per night
Condo ∙ 10 guests ∙ 4 bedrooms

Child-Friendly Spacious Flat with Heated Pool, BBQ & Garden

5.0
Outstanding(50 ratings)
Islamorada, Monroe County, Florida, United States
Garden
Vrbo
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House  Islamorada
from £198 per night
House ∙ 6 guests ∙ 2 bedrooms

Fully Equipped Holiday Home with Garden & BBQ

5.0
Outstanding(108 ratings)
Islamorada, Monroe County, Florida, United States
Garden
Vrbo
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House  Islamorada
from £373 per night
House ∙ 8 guests ∙ 3 bedrooms

House with Garden, Terrace & Private Pool

5.0
Outstanding(89 ratings)
Islamorada, Monroe County, Florida, United States
Garden
Vrbo
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Best holiday rental deals in Islamorada

Save up to 44%

Studio flat Islamorada
14 Dec - 21 Dec
-44%
£244
£136 per night
Studio flat ∙ 4 guests ∙ 1 bedroom

Studio with Barbecue & Terrace

3.9
Good(14 ratings)
Islamorada, Monroe County, Florida, United States
Vacasa
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Maisonette Islamorada
14 Dec - 21 Dec
-42%
£236
£136 per night
Maisonette ∙ 4 guests ∙ 1 bedroom

Child-Friendly Duplex with Terrace & BBQ

4.3
Very good(18 ratings)
Islamorada, Monroe County, Florida, United States
Vacasa
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House Islamorada
22 Feb - 1 Mar
-8%
£239
£220 per night
House ∙ 6 guests ∙ 2 bedrooms

Child-Friendly Lovely Holiday Home with Terrace, BBQ & Pool

5.0
Outstanding(10 ratings)
Islamorada, Monroe County, Florida, United States
Vrbo
View deal

Find a top quality holiday rental for as little as £104 per night by exploring the 2,522 options featured in Islamorada. HomeToGo allows you to easily compare the prices for each rental from numerous partner websites to discover the best price and save up to 21%.

Budget-friendly Holiday Homes in Islamorada

Find Fantastic yet Cheap Lettings

House Islamorada
from £667 per night
House ∙ 8 guests ∙ 3 bedrooms

House with Heated Pool & Barbeque

4.9
Outstanding(20 ratings)
Islamorada, Monroe County, Florida, United States
Vrbo
View deal
House Islamorada
from £262 per night
House ∙ 8 guests ∙ 4 bedrooms

Holiday Home with Private Pool

5.0
Outstanding(2 ratings)
Islamorada, Monroe County, Florida, United States
Vrbo
View deal
House Islamorada
from £168 per night
House ∙ 6 guests ∙ 2 bedrooms

Family-Friendly Beautiful House with Terrace | Dogs Allowed

5.0
Outstanding(14 ratings)
Islamorada, Monroe County, Florida, United States
Vacasa
View deal

Top-Rated Lettings and Properties in Islamorada

Book Holiday Letting Offers with the Highest User Rating

House Islamorada
from £342 per night
House ∙ 8 guests ∙ 4 bedrooms

Children-Friendly Holiday Home with Terrace, Garden & Barbeque | Nature View | Good for Workation | Pet-Friendly

5.0
Outstanding(67 ratings)
Islamorada, Monroe County, Florida, United States
Vrbo
View deal
House Islamorada
from £172 per night
House ∙ 6 guests ∙ 2 bedrooms

House with Terrace | Nature View

5.0
Outstanding(14 ratings)
Islamorada, Monroe County, Florida, United States
Vrbo
View deal
House Islamorada
from £165 per night
House ∙ 4 guests ∙ 2 bedrooms

Family-Friendly Wonderful Holiday Home with Terrace & Barbeque | Next to the Beach

5.0
Outstanding(8 ratings)
Islamorada, Monroe County, Florida, United States
Vrbo
View deal

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Spend your budget exactly as planned by comparing thousands of providers.

Smart search made simple

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Transform holiday planning into a joy with advanced, AI-powered search tools.

Find your dream stay

Find your dream stay

Explore 15 million+ rentals, the world’s biggest selection of holiday homes.

Popular holiday rental amenities in Islamorada

  • Pool (1,832)
  • Air conditioning (2,421)
  • WiFi (2,443)
  • Kitchen (2,024)
  • Fishing (1,583)
  • Grill (1,313)
  • Balcony/patio (1,067)
  • TV (2,216)
  • Washing machine (1,155)
  • Microwave (1,905)
  • Pet-friendly (868)
  • No smoking (2,441)

Many holidaymakers would like to find a holiday home with a pool. Two-thirds of the accommodation options in Islamorada have this feature. Hotel room with pools in Islamorada are a fantastic option for groups of 7 and usually cost around £573 a night. In Islamorada, nearly half of the rentals with a pool are situated close to the water.

Price and Availability Index for Islamorada

Click on any bar to see price and availability information

Holiday Letting Price Information in Islamorada

This graph displays average prices of the holiday cottages and holiday apartments located in Islamorada. The most expensive week during the next 12 months is in May (03/05 – 10/05), when nightly prices hit an average of £792. Conversely, the cheapest average prices are in one week of December (07/12 – 14/12).

Rental availability information in Islamorada

Have a look at the graph above to see the availability of rentals in Islamorada. The week with the highest booking rate is in September (06/09 – 13/09). Only 7 of the rentals are still available. Conversely, it is in March (29/03 – 05/04) that the highest percentage of rentals are available.

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.

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.

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 2,522 rentals
💳 Discounts available up to 21%
🌙 Nightly prices from £104
⭐ Popular amenities Pool, Air conditioning and Internet
🐾 Pet friendly rentals 868 properties
🏊 Holiday rentals with pools 1,823 properties
6 reviews
Islamorada holiday rentals have an average rating of 3.7/5 across 6 reviews left by travellers.

Frequently Asked Questions

What is the nightly rate for a holiday rental in Islamorada?

The nightly price in Islamorada is £104 on average. The average cost of condo is £336 per night. House rentals costs around £645 per night.

How many accommodation are available to rent in Islamorada?

There are currently 2,522 holiday apartments from 17 different providers on offer in Islamorada.

What is the most searched holiday apartment amenity in Islamorada?

Travellers planning trips to Islamorada most often look for Pool, Air conditioning, and Internet when it comes to holiday home amenities.

How many holiday rentals in Islamorada have a pool?

Holiday apartments with pools are 72 of all offers in Islamorada for an average cost of £573 per night.

Can i bring my pet during my stay in aholiday apartment in Islamorada?

Looking for accommodation in Islamorada for you and your dog is definitely possible with 868 pet-friendly holiday homes available.

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

February and April are the driest months in Islamorada.

Where can I see discounts on holiday homes in Islamorada?

You can get great value holiday accommodation in Islamorada with the nightly price of a letting beginning at £104 - and HomeToGo has created a range of filters that make it a piece of cake to uncover some awesome deals. If you're still selecting dates for a trip, try a search using HomeToGo's flexible dates technology to quickly locate low-price timings and get discounts of as much as 21%. Additionally, HomeToGo's 'distance from' filter lets you uncover hidden treasure holiday rentals in lower-price, under-the-radar spots with good proximity to your desired destination, whether that's a beach, lake, ski region or city centre. Start your search as soon as possible to get the best of a wide range of offers and low prices - and do so without worries by utilising HomeToGo's 'free cancellation' filter when using the website or app.

What are the advantages of choosing a holiday letting in Islamorada with HomeToGo?

From serenity away from the crowds to plenty of room for relaxing with your travel companions, holiday homes in Islamorada bring many benefits. HomeToGo lets you read real reviews from verified visitors, and searching is safe, easy, and hassle-free - so with 2,522 offers from 17 providers in the area, you're sure to discover the ideal holiday home with all of the amenities that are important to you in Islamorada.

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