House vacation rentals in Islamorada
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Top-rated house rentals in Islamorada
Guests agree: these houses 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 house rentals
House rentals with a pool
Home in Key Largo
4.88 out of 5 average rating, 163 reviewsOutdoor Paradise - Beach, Boats, Snorkeling & Sun!
Aug 3 – 10
Home in Key Colony Beach
4.81 out of 5 average rating, 132 reviewsWaterview from three sides, Cabana Club, 30' Docks
Feb 17 – 24
Home in Key Largo
4.97 out of 5 average rating, 107 reviewsTiny Home on Waterfront | Bay Views | Deck | Pool
Feb 13 – 20
Home in Key Largo
4.9 out of 5 average rating, 126 reviewsBlue House Marine in Key Largo
Apr 14 – 21
Home in Marathon
5.0 out of 5 average rating, 16 reviewsHorizon
Aug 31 – Sep 7
Home in Islamorada
5.0 out of 5 average rating, 12 reviewsAngler's Reef Gem in Islamorada!
Jan 25 – Feb 1
Home in Islamorada
5.0 out of 5 average rating, 15 reviewsPristine pool front home w/ocean views Anglers 148
May 10 – 17
Home in Islamorada
4.96 out of 5 average rating, 57 reviewsTropical Getaway 3/3 with 100’ boat dock and pool
Oct 27 – Nov 3
House rentals with a hot tub
Home in Key Largo
4.95 out of 5 average rating, 105 reviewsMariners Club Resort, Best in the Upper Keys
Aug 11 – 18
Home in Marathon
4.92 out of 5 average rating, 119 reviewsMarathon Star - home with hot tub
Aug 13 – 20
Home in Marathon
4.95 out of 5 average rating, 21 reviewsParadise in the Keys
Jun 5 – 12
Home in Marathon
5.0 out of 5 average rating, 13 reviewsP87 - New Construction house. 4 bedrooms, open wat
May 25 – Jun 1
Home in Tavernier
4.96 out of 5 average rating, 55 reviewsSunset Beach Hideaway *Private Beach* *Jacuzzi*
Nov 20 – 27
Home in Marathon
4.96 out of 5 average rating, 27 reviews🏝BEAUTIFUL🏖WATER VIEW🌅POOL🏊♀️GYM🏋️Room Private⛵️Dock⚓️
Nov 1 – 8
Home in Key Largo
4.93 out of 5 average rating, 15 reviewsKeys Paradise 3/3 Waterfront, Jacuzzi, Kayaks+More
Jan 10 – 17
Home in Marathon
5.0 out of 5 average rating, 17 reviewsCoco Plum Paradise - Marathon 4 BR 3BA Waterfront
Dec 14 – 21
House rentals with free parking
Home in Key Colony Beach
5.0 out of 5 average rating, 96 reviewsABeachBungalow-60’dock w/ access to pool and beach
Feb 22 – Mar 1
Home in Marathon
4.97 out of 5 average rating, 34 reviewsThe Gulf Cottage at Marathon Key
May 16 – 23
Home in Marathon
5.0 out of 5 average rating, 9 reviewsOceanfront *PARADiSE* Amazing views, pool, dock
Feb 1 – 8
Home in Marathon
4.94 out of 5 average rating, 35 reviewsGorgeous Ocean View Home!
Feb 10 – 17
Home in Key Largo
4.97 out of 5 average rating, 32 reviewsTreetops
Sep 5 – 12
Home in Marathon
5.0 out of 5 average rating, 31 reviews100' Dockage, Pool, Kayaks, Paddle Board, Bikes!
Aug 19 – 26
Home in Key Largo
4.95 out of 5 average rating, 63 reviewsTropical Waterfront, Boat Dock, Sunset View, Kayak
Sep 21 – 28
Home in Key Colony Beach
4.98 out of 5 average rating, 51 reviewsCaptain’s Quarters Ahoy Mateys! Florida, Keys
Apr 15 – 22
Quick stats about house rentals in Islamorada
Total rentals
290 properties
Rentals with a pool
170 properties have a pool
Pet-friendly rentals
130 properties allow pets
Family-friendly rentals
270 properties are a good fit for families
Total number of reviews
1.8K reviews
Nightly prices starting at
$110 before taxes and fees
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