Vacation rentals in Islamorada
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Top-rated vacation rentals in Islamorada
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Islamorada vacation rentals
Other great vacation rentals in Islamorada
Guest favourite
Home in Marathon
4.97 out of 5 average rating, 35 reviewsThe Gulf Cottage at Marathon Key
Jul. 25 – Aug. 1
$232 CAD per night
Guest favourite
Home in Key Colony Beach
4.92 out of 5 average rating, 88 reviewsParadise in Key Colony Beach + Cabana Club
Nov. 9 – 16
$272 CAD per night
Guest favourite
Home in Islamorada
5.0 out of 5 average rating, 12 reviewsAngler's Reef Gem in Islamorada!
Nov. 23 – 30
$769 CAD per night
Guest favourite
Home in Marathon
5.0 out of 5 average rating, 17 reviewsHorizon
Apr. 5 – 12
$1,674 CAD per night
Guest favourite
Home in Key Largo
5.0 out of 5 average rating, 15 reviewsPrivate 1 Acre House~Private Beach~Tiki Hut~Dock
Sep. 15 – 22
$1,563 CAD per night
Guest favourite
Home in Marathon
4.97 out of 5 average rating, 33 reviewsBeach House, Private Pool & Dock, Gulf Sunset view
Mar. 29 – Apr. 5
$983 CAD per night
Guest favourite
Home in Islamorada
5.0 out of 5 average rating, 10 reviewsHeart of Islamorada ~ Private Boat Slip
Aug. 10 – 17
$1,618 CAD per night
Guest favourite
Home in Islamorada
5.0 out of 5 average rating, 6 reviewsAnglers Reef Home with Peek-a-Boo Ocean Views
Feb. 15 – 22
$937 CAD per night
Quick stats about vacation rentals in Islamorada
Total rentals
830 properties
Rentals with a pool
640 properties have a pool
Pet-friendly rentals
400 properties allow pets
Family-friendly rentals
590 properties are a good fit for families
Total number of reviews
6.1K reviews
Nightly prices starting at
$55 CAD before taxes and fees
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- Rentals with a hot tub Islamorada
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