Cottage vacation rentals in Islamorada
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Islamorada
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Islamorada cottage rentals
Cottage rentals with a hot tub
Cottage in Cudjoe Key
4.84 out of 5 average rating, 32 reviewsTidewater Views @ Venture Out - Waterfront
Sep. 29 – Oct. 6
Cottage in Cudjoe Key
4.57 out of 5 average rating, 7 reviewsWalk to the Pool - Venture Out Unit 333
Aug. 19 – 26
Cottage in Cudjoe Key
4.71 out of 5 average rating, 119 reviewsCalypso Cottage
Sep. 6 – 13
Cottage in Cudjoe Key
4.6 out of 5 average rating, 93 reviewsVO Community 501 Midrise 2Bd/1.5Ba Large Open Deck
Jul. 27 – Aug. 3
Cottage in Key Colony Beach
4.5 out of 5 average rating, 6 reviews2BR dog-friendly water view stay, resort amenities
Sep. 19 – 26
Cottage in Cudjoe Key
4.91 out of 5 average rating, 54 reviewsTurtle Cove Views @ Venture Out - Waterfront
Jun. 15 – 22
Cottage in Cudjoe Key
4.93 out of 5 average rating, 45 reviewsNAUTILUS...ocean front cottage retreat ~
Jun. 6 – 13
Pet-friendly cottage rentals
Cottage in Islamorada
4.83 out of 5 average rating, 6 reviewsOcean Front Cottage
Dec. 6 – 13
Cottage in Key Largo
4.89 out of 5 average rating, 28 reviewsKayaking, sailing, snorkeling Free w/ Cottage
Sep. 25 – Oct. 2
Cottage in Marathon
5.0 out of 5 average rating, 3 reviewsPrime Location 1B/1B Home
Nov. 30 – Dec. 7
Cottage in Marathon
4.6 out of 5 average rating, 228 reviewsTropical Cottages - Cottage # 8
Nov. 13 – 20
Cottage in Key Largo
4.75 out of 5 average rating, 12 reviewsCottage w/ Private Yard, Free Kayaks, Boats, Etc
Sep. 19 – 26
Cottage in Marathon
4.61 out of 5 average rating, 109 reviewsTropical Cottages - Cottage # 10
Oct. 12 – 19
Cottage in Key Largo
4.0 out of 5 average rating, 7 reviewsCottage w/ FREE Sailboat, Kayak, Bikes & More
Nov. 11 – 18
Cottage in Marathon
Waterview 1B/1B Tiny Home
Jul. 29 – Aug. 5
Private cottage rentals
Cottage in Key Largo
5.0 out of 5 average rating, 6 reviewsOcean Shores Cottage: Heated private Pool-OS canal
Jan. 25 – Feb. 1
Cottage in Islamorada
5.0 out of 5 average rating, 11 reviewsAnglers Reef Islamorada
Oct. 12 – 19
Cottage in Islamorada
4.76 out of 5 average rating, 70 reviewsSerene Cozy Cottage in Islamorada with Heated Pool
Nov. 6 – 13
Cottage in Key Largo
5.0 out of 5 average rating, 26 reviewsCottage home in the heart of Key Largo
Jan. 1 – 8
Cottage in Tavernier
4.86 out of 5 average rating, 7 reviewsCozy 2-bedroom in Tavernier - Islamorada, FL Keys
Mar. 1 – 8
Cottage in Key Largo
4.67 out of 5 average rating, 3 reviewsVacation spot
Mar. 9 – 16
Cottage in Marathon
4.27 out of 5 average rating, 11 reviewsOcean Cottage on Unique Private Island
Mar. 22 – 29
Cottage in Islamorada
4.84 out of 5 average rating, 128 reviewsFLOATING WATERFRONT 2 BD, 1 BATH COTTAGE MANATEE
Sep. 27 – Oct. 4
Quick stats about cottage rentals in Islamorada
Total rentals
10 properties
Popular amenities
Kitchen, Wifi, and Pool
Wifi availability
10 properties include access to wifi
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
620 reviews
Nightly prices starting at
$273 CAD before taxes and fees
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