Vacation Rentals in Islamorada - HomeToGo base64Hash Vacation Rentals in Islamorada - HomeToGo

Vacation Rentals in Islamorada

Find 995 available offers from 19 partners
Islamorada
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Price per night
Up to $100
$100 - $199
From $200
Accommodation types
House
Apartment
Other
Distance to center
Max. 1 mi
Max. 2 mi
Max. 3 mi
Rating
Outstanding: 4.5+
Very Good: 4+
Good: 3.5+
Save up to 53%

Best Vacation Home Deals in Islamorada

Apartment Islamorada
May 23 - May 30
-30%
$258
$181 per night
Apartment ∙ 6 guests ∙ 3 bedrooms
4.7
"Outstanding" (18 ratings)
Islamorada, Monroe County, Florida, United States
Free cancellation
Details
TripAdvisor
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Resort Islamorada
Jan 21 - Jan 28
-40%
$684
$412 per night
Resort ∙ 4 guests ∙ 1 bedroom
5.0
"Excellent" (1 rating)
Islamorada, Monroe County, Florida, United States
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Aparthotel Islamorada
Aug 22 - Aug 29
-53%
$419
$197 per night
Aparthotel ∙ 2 guests ∙ 1 bedroom
Islamorada, Monroe County, Florida, United States
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Discover a vacation home meeting your expectations among the 995 welcoming options from 17 providers in Islamorada. Using HomeToGo you can instantly search and compare the prices of each available property to discover the best deal and save up to 53%.

Recommended Vacation Rentals in Islamorada

Find your perfect vacation rental in Islamorada: from $127 per night

Apartment Islamorada
$143 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
5.0
"Excellent" (1 rating)
Islamorada, Monroe County, Florida, United States
Details
Vacasa
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Apartment Islamorada
$230 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
4.0
"Very good" (2 ratings)
Islamorada, Monroe County, Florida, United States
Details
Vacasa
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House Islamorada
$290 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
"Excellent" (6 ratings)
Islamorada, Monroe County, Florida, United States
Details
Vacasa
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House Islamorada
$3,224 per night
House ∙ 6 guests ∙ 3 bedrooms
4.9
"Excellent" (8 ratings)
Islamorada, Monroe County, Florida, United States
Details
Star Properties Destinations
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House Islamorada
$189 per night
House ∙ 6 guests ∙ 2 bedrooms
5.0
"Excellent" (6 ratings)
Islamorada, Monroe County, Florida, United States
Details
Vacasa
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Aparthotel Islamorada
$219 per night
Aparthotel ∙ 4 guests ∙ 1 bedroom
Islamorada, Monroe County, Florida, United States
Details
HomeToGo
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Aparthotel Islamorada
$182 per night
Aparthotel ∙ 2 guests ∙ 1 bedroom
Islamorada, Monroe County, Florida, United States
Details
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Resort Islamorada
$291 per night
Resort ∙ 6 guests ∙ 1 bedroom
Islamorada, Monroe County, Florida, United States
Details
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Aparthotel Islamorada
$224 per night
Aparthotel ∙ 4 guests ∙ 1 bedroom
Islamorada, Monroe County, Florida, United States
Details
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Vacation rentals with Wi-Fi

House Internet Islamorada
Apr 23 - Apr 30
$350 per night
House ∙ 4 guests ∙ 3 bedrooms
5.0
"Excellent" (1 rating)
Islamorada, Monroe County, Florida, United States
Free cancellation
Internet
Details
TripAdvisor
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House Internet Islamorada
Apr 23 - Apr 30
$347 per night
House ∙ 6 guests ∙ 2 bedrooms
Islamorada, Monroe County, Florida, United States
Free cancellation
Internet
Details
TripAdvisor
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Aparthotel Internet Islamorada
Aug 21 - Aug 28
-53%
$419
$197 per night
Aparthotel ∙ 2 guests ∙ 1 bedroom
Islamorada, Monroe County, Florida, United States
Internet
Details
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Vacation rentals and apartments with air conditioning

Aparthotel Aircondition Islamorada
Aug 21 - Aug 28
-51%
$445
$217 per night
Aparthotel ∙ 2 guests ∙ 1 bedroom
Islamorada, Monroe County, Florida, United States
Aircondition
Details
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Resort Aircondition Islamorada
Jan 21 - Jan 28
-40%
$684
$412 per night
Resort ∙ 4 guests ∙ 1 bedroom
5.0
"Excellent" (1 rating)
Islamorada, Monroe County, Florida, United States
Aircondition
Details
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Resort Aircondition Islamorada
Sep 10 - Sep 17
-52%
$517
$246 per night
Resort ∙ 6 guests ∙ 1 bedroom
Islamorada, Monroe County, Florida, United States
Aircondition
Details
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Apartments and vacation rentals with a kitchen

Aparthotel Kitchen Islamorada
Aug 21 - Aug 28
-54%
$475
$217 per night
Aparthotel ∙ 4 guests ∙ 1 bedroom
Islamorada, Monroe County, Florida, United States
Kitchen
Details
HomeToGo
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Aparthotel Kitchen Islamorada
Aug 21 - Aug 28
-57%
$405
$177 per night
Aparthotel ∙ 2 guests ∙ 1 bedroom
Islamorada, Monroe County, Florida, United States
Kitchen
Details
HomeToGo
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Resort Kitchen Islamorada
Sep 24 - Oct 1
-53%
$1,028
$484 per night
Resort ∙ 8 guests ∙ 1 bedroom
Islamorada, Monroe County, Florida, United States
Kitchen
Details
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Popular Rental Amenities in Islamorada

  • Internet (680)
  • Pool (618)
  • TV (545)
  • Air conditioning (534)
  • Microwave (434)
  • Yard (411)
  • Grill (319)
  • Kitchen (312)
  • No smoking (304)
  • Fishing (262)
  • Balcony/Patio (259)
  • No pets (230)

Check above for the most selected filters in Islamorada and the number of vacation rentals that offer them. Many properties in Islamorada offer "internet" or "pools," which makes it a wonderful vacation destination if you can't imagine a vacation without internet or you're dreaming of days spent poolside. You could even look for rentals if you want to sweat it out in a sauna (8 rentals include "saunas" in Islamorada) or if you like to end your days curled up by the fire (7 rentals in Islamorada include "fireplaces").

The Weather in Islamorada

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81°
70°
7 days 7
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79°
68°
6 days 6
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70°
7 days 7
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75°
6 days 6
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77°
9 days 9
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90°
79°
12 days 12
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91°
81°
13 days 13
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81°
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79°
16 days 16
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86°
75°
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81°
72°
9 days 9
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79°
70°
9 days 9
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

Find the Islamorada climate diagram. On average, the warmest month is July. On the contrary, the coolest month is February. The rainiest month is September while the driest month is February.

7-Day Weather Forecast in Islamorada

Fri, 21 Jan
71°
69°

10%

10 h

5 mi/h

Sat, 22 Jan
71°
68°

5%

6 h

9 mi/h

Sun, 23 Jan
68°
64°

0%

5 h

15 mi/h

Mon, 24 Jan
62°
57°

10%

1 h

8 mi/h

Tue, 25 Jan
71°
68°

0%

7 h

5 mi/h

Wed, 26 Jan
71°
69°

5%

10 h

4 mi/h

Thu, 27 Jan
71°
68°

15%

7 h

13 mi/h

Accommodations for your vacation in Islamorada

In Islamorada, nearly half of the 995 vacation properties are hotel rooms, which represent 40.51% of its listed properties. Additionally, the average nightly price of hotel rooms there is $589, and the median size is 700 ft². Furthermore, these accommodations are perfect for medium-sized groups and families, as most can accommodate 6 guests. If you would prefer to compare another accommodation type, you may want to check house rentals, which are the second most frequent accommodation type in Islamorada. The average size of house rentals in Islamorada is 2,270 ft², and the average price is $530 per night.

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.

Show all 995 properties
How to get to Islamorada?

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 vacation rental on Islamorada.. Alternately, travelers also fly into the Ft. Lauderdale-Hollywood International Airport and the Florida Keys Marathon Airport, which is 45-minutes from Islamorada.

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 vacation rental.

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 vacation 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 rentals, 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 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.

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.

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.

Frequently Asked Questions

How much does it cost to rent a vacation rental in Islamorada?

On average, a Hotel rooms or House rentals in Islamorada costs $127 per night.

What amenities are most popular for vacation homes in Islamorada?

Most travelers search for internet, pools, and TVs when booking a vacation rental in Islamorada.

How many vacation rentals are in Islamorada?

Islamorada has 995 Hotel rooms and House rentals on offer to rent.

Are pets allowed in vacation rentals in Islamorada?

If traveling with a dog in Islamorada, 8% of vacation rentals allow pets.

What's the best time of year to travel to Islamorada?

Islamorada has its warmest time of year around July and August, with average nightly prices being around $127.

We list offers from thousands of providers, including:

Booking.com Vacation Rentals in Islamorada TripAdvisor Vacation Rentals in Islamorada Vrbo Vacation Rentals in Islamorada Airbnb Vacation Rentals in Islamorada VacationRentals.com Vacation Rentals in Islamorada HouseTrip Vacation Rentals in Islamorada FlipKey Vacation Rentals in Islamorada 9flats.com Vacation Rentals in Islamorada PerfectPlaces.com Vacation Rentals in Islamorada Homestay.com Vacation Rentals in Islamorada Only-apartments Vacation Rentals in Islamorada Interhome Vacation Rentals in Islamorada Bedycasa Vacation Rentals in Islamorada Novasol Vacation Rentals in Islamorada HomeEscape Vacation Rentals in Islamorada

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