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Islamorada Vacation Rentals

Islamorada
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Islamorada
Anytime
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Best-rated vacation rentals in Islamorada

Discover vacation rentals with top-notch guest ratings

House Islamorada
from $489 per night
House ∙ 6 guests ∙ 3 bedrooms
4.7
Excellent (32 ratings)
Islamorada, Monroe County, Florida, United States
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House Islamorada
from $495 per night
House ∙ 10 guests ∙ 4 bedrooms
5.0
Outstanding (6 ratings)
Islamorada, Monroe County, Florida, United States
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House Islamorada
from $539 per night
House ∙ 10 guests ∙ 4 bedrooms
5.0
Outstanding (2 ratings)
Islamorada, Monroe County, Florida, United States
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Pet-friendly rentals in Islamorada

Explore best dog-friendly accommodation offers and enjoy vacation with your pet

House Islamorada
from $721 per night
House ∙ 8 guests ∙ 4 bedrooms
4.2
Very good (22 ratings)
Islamorada, Monroe County, Florida, United States
Pet-friendly
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House Islamorada
from $1,078 per night
House ∙ 14 guests ∙ 5 bedrooms
4.6
Excellent (18 ratings)
Islamorada, Monroe County, Florida, United States
Pet-friendly
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House Islamorada
from $211 per night
House ∙ 6 guests ∙ 2 bedrooms
5.0
Outstanding (14 ratings)
Islamorada, Monroe County, Florida, United States
Pet-friendly
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Accommodation with Internet in Islamorada

Choose your ideal rental with Internet and WiFi in Islamorada

House Islamorada
from $724 per night
House ∙ 8 guests ∙ 4 bedrooms
4.6
Excellent (43 ratings)
Islamorada, Monroe County, Florida, United States
Internet
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House Islamorada
from $229 per night
House ∙ 7 guests ∙ 3 bedrooms
5.0
Outstanding (2 ratings)
Islamorada, Monroe County, Florida, United States
Internet
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House Islamorada
from $985 per night
House ∙ 10 guests ∙ 4 bedrooms
4.8
Outstanding (96 ratings)
Islamorada, Monroe County, Florida, United States
Internet
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Vacation rentals with pool in Islamorada

Discover best cabin and house rentals with pool in Islamorada

House Islamorada
from $642 per night
House ∙ 6 guests ∙ 3 bedrooms
4.4
Very good (18 ratings)
Islamorada, Monroe County, Florida, United States
Pool
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House Islamorada
from $334 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
Outstanding (2 ratings)
Islamorada, Monroe County, Florida, United States
Pool
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House Islamorada
from $366 per night
House ∙ 9 guests ∙ 4 bedrooms
4.9
Outstanding (23 ratings)
Islamorada, Monroe County, Florida, United States
Pool
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Best vacation rental offers in Islamorada

House Islamorada
from $769 per night
House ∙ 14 guests ∙ 5 bedrooms
4.9
Outstanding (15 ratings)
Islamorada, Monroe County, Florida, United States
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House Islamorada
from $381 per night
House ∙ 6 guests ∙ 3 bedrooms
4.8
Outstanding (90 ratings)
Islamorada, Monroe County, Florida, United States
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House Islamorada
from $998 per night
House ∙ 8 guests ∙ 4 bedrooms
4.8
Outstanding (28 ratings)
Islamorada, Monroe County, Florida, United States
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House Islamorada
from $306 per night
House ∙ 6 guests ∙ 2 bedrooms
5.0
Outstanding (4 ratings)
Islamorada, Monroe County, Florida, United States
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House Islamorada
from $512 per night
House ∙ 8 guests ∙ 4 bedrooms
4.9
Outstanding (110 ratings)
Islamorada, Monroe County, Florida, United States
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House Islamorada
from $189 per night
House ∙ 6 guests ∙ 3 bedrooms
4.7
Excellent (25 ratings)
Islamorada, Monroe County, Florida, United States
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House Islamorada
from $487 per night
House ∙ 8 guests ∙ 4 bedrooms
3.9
Good (13 ratings)
Islamorada, Monroe County, Florida, United States
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House Islamorada
from $372 per night
House ∙ 4 guests ∙ 2 bedrooms
5.0
Outstanding (37 ratings)
Islamorada, Monroe County, Florida, United States
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House Islamorada
from $815 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
Outstanding (53 ratings)
Islamorada, Monroe County, Florida, United States
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House Islamorada
from $105 per night
House ∙ 4 guests ∙ 2 bedrooms
5.0
Outstanding (1 rating)
Islamorada, Monroe County, Florida, United States
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House Islamorada
from $310 per night
House ∙ 6 guests ∙ 3 bedrooms
4.9
Outstanding (30 ratings)
Islamorada, Monroe County, Florida, United States
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House Islamorada
from $414 per night
House ∙ 10 guests ∙ 4 bedrooms
Islamorada, Monroe County, Florida, United States
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House Islamorada
from $383 per night
House ∙ 10 guests ∙ 3 bedrooms
4.8
Outstanding (8 ratings)
Islamorada, Monroe County, Florida, United States
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House Islamorada
from $1,068 per night
House ∙ 10 guests ∙ 6 bedrooms
4.9
Outstanding (77 ratings)
Islamorada, Monroe County, Florida, United States
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House Islamorada
from $1,241 per night
House ∙ 10 guests ∙ 4 bedrooms
5.0
Outstanding (16 ratings)
Islamorada, Monroe County, Florida, United States
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House Islamorada
from $314 per night
House ∙ 5 guests ∙ 2 bedrooms
5.0
Outstanding (38 ratings)
Islamorada, Monroe County, Florida, United States
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House Islamorada
from $1,804 per night
House ∙ 10 guests ∙ 5 bedrooms
5.0
Outstanding (53 ratings)
Islamorada, Monroe County, Florida, United States
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House Islamorada
from $469 per night
House ∙ 8 guests ∙ 3 bedrooms
5.0
Outstanding (2 ratings)
Islamorada, Monroe County, Florida, United States
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House Islamorada
from $2,185 per night
House ∙ 14 guests ∙ 6 bedrooms
5.0
Outstanding (58 ratings)
Islamorada, Monroe County, Florida, United States
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House Islamorada
from $719 per night
House ∙ 10 guests ∙ 5 bedrooms
Islamorada, Monroe County, Florida, United States
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House Islamorada
from $1,323 per night
House ∙ 14 guests ∙ 5 bedrooms
4.8
Outstanding (15 ratings)
Islamorada, Monroe County, Florida, United States
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House Islamorada
from $975 per night
House ∙ 10 guests ∙ 4 bedrooms
4.8
Outstanding (75 ratings)
Islamorada, Monroe County, Florida, United States
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House Islamorada
from $465 per night
House ∙ 10 guests ∙ 4 bedrooms
4.9
Outstanding (28 ratings)
Islamorada, Monroe County, Florida, United States
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House Islamorada
from $520 per night
House ∙ 13 guests ∙ 5 bedrooms
5.0
Outstanding (3 ratings)
Islamorada, Monroe County, Florida, United States
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House Islamorada
from $327 per night
House ∙ 8 guests ∙ 3 bedrooms
5.0
Outstanding (10 ratings)
Islamorada, Monroe County, Florida, United States
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House Islamorada
from $936 per night
House ∙ 8 guests ∙ 4 bedrooms
4.8
Outstanding (70 ratings)
Islamorada, Monroe County, Florida, United States
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Condo Islamorada
from $774 per night
Condo ∙ 12 guests ∙ 5 bedrooms
Islamorada, Monroe County, Florida, United States
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House Islamorada
from $844 per night
House ∙ 8 guests ∙ 3 bedrooms
4.9
Outstanding (18 ratings)
Islamorada, Monroe County, Florida, United States
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House Islamorada
from $224 per night
House ∙ 4 guests ∙ 2 bedrooms
4.9
Outstanding (12 ratings)
Islamorada, Monroe County, Florida, United States
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Condo Islamorada
from $220 per night
Condo ∙ 6 guests ∙ 3 bedrooms
4.9
Outstanding (57 ratings)
Islamorada, Monroe County, Florida, United States
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House Islamorada
from $488 per night
House ∙ 6 guests ∙ 3 bedrooms
4.9
Outstanding (16 ratings)
Islamorada, Monroe County, Florida, United States
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House Islamorada
from $831 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
Outstanding (14 ratings)
Islamorada, Monroe County, Florida, United States
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House Islamorada
from $274 per night
House ∙ 4 guests ∙ 2 bedrooms
5.0
Outstanding (12 ratings)
Islamorada, Monroe County, Florida, United States
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House Islamorada
from $291 per night
House ∙ 6 guests ∙ 2 bedrooms
4.7
Excellent (23 ratings)
Islamorada, Monroe County, Florida, United States
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House Islamorada
from $252 per night
House ∙ 6 guests ∙ 3 bedrooms
Islamorada, Monroe County, Florida, United States
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House Islamorada
from $287 per night
House ∙ 10 guests ∙ 3 bedrooms
5.0
Outstanding (33 ratings)
Islamorada, Monroe County, Florida, United States
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House Islamorada
from $412 per night
House ∙ 6 guests ∙ 3 bedrooms
Islamorada, Monroe County, Florida, United States
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House Islamorada
from $1,285 per night
House ∙ 12 guests ∙ 5 bedrooms
5.0
Outstanding (74 ratings)
Islamorada, Monroe County, Florida, United States
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House Islamorada
from $665 per night
House ∙ 16 guests ∙ 9 bedrooms
Islamorada, Monroe County, Florida, United States
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Price and Availability Index in Islamorada

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Vacation Rental Price Information in Islamorada

Above, you can see a graph which shows changes in the price of vacation rentals in Islamorada. May is the priciest month to book a vacation rental, so make sure to book in advance for this period to get the best offer. In contrast, October and the period of 10/26 – 11/2 are the most affordable in the year, with vacation rental prices at $476 per night.

Rental availability information in Islamorada

This graph shows the availability rate in Islamorada over the next year. The busiest week of the year is in May (5/3 – 5/10). It's easiest to find a vacation rental in Islamorada in October - 75% of the holiday rentals in the area are still available.

6 reviews
6 travelers who stayed in Islamorada rated their vacation home 3.7/5 stars on average.

And we love our apartments

332 m² House
130 m² House
223 m² House
House
House
View all 1915 apartments in Islamorada

Features of Islamorada vacation rentals

💳 Discounts up to 73%
⭐ Popular amenities Pets allowed, Pool and Internet
🏊  Vacation rentals with a pool 1,623 rentals
🌙 Minimum price starting at $104
🐾 Pet friendly vacation homes 487 rentals
🏡 Rentals available 1,997 rentals

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