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
4.9 out of 5 average rating, 127 reviewsBlue House Marine in Key Largo
Sep 17 – 24
Home in Key Largo
4.86 out of 5 average rating, 103 reviewsParadise Palace 3/3 Waterfront Pool Kayak 60' Dock
Jul 9 – 16
Home in Key Largo
4.97 out of 5 average rating, 109 reviewsTiny Home on Waterfront | Bay Views | Deck | Pool
Feb 13 – 20
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
Aug 25 – Sep 1
Home in Islamorada
5.0 out of 5 average rating, 10 reviewsHeart of Islamorada ~ Private Boat Slip
Sep 4 – 11
Home in Marathon
4.97 out of 5 average rating, 36 reviewsWaterfront Private Home w/Pool-Family&Pet Friendly
Oct 6 – 13
Home in Key Colony Beach
5.0 out of 5 average rating, 65 reviews“La casa azul” step 3’ to a private pool
Nov 2 – 9
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
Oct 21 – 28
Home in Marathon
4.92 out of 5 average rating, 119 reviewsMarathon Star - home with hot tub
Apr 23 – 30
Home in Key Largo
4.93 out of 5 average rating, 15 reviewsKeys Paradise 3/3 Waterfront, Jacuzzi, Kayaks+More
Nov 7 – 14
Home in Tavernier
4.96 out of 5 average rating, 55 reviewsSunset Beach Hideaway *Private Beach* *Jacuzzi*
Aug 22 – 29
Home in Key Largo
4.93 out of 5 average rating, 55 reviewsOcean Breeze Home
Oct 15 – 22
Home in Marathon
4.95 out of 5 average rating, 21 reviewsParadise in the Keys
Jun 10 – 17
Home in Key Largo
4.97 out of 5 average rating, 60 reviewsLuxury Heated Pool/Jacuzzi, Games & Nice Backyard.
Aug 16 – 23
Home in Marathon
5.0 out of 5 average rating, 17 reviewsCoco Plum Paradise - Marathon 4 BR 3BA Waterfront
Nov 16 – 23
House rentals with free parking
Home in Marathon
4.97 out of 5 average rating, 35 reviewsThe Gulf Cottage at Marathon Key
Jun 27 – Jul 4
Home in Key Largo
5.0 out of 5 average rating, 14 reviewsPrivate 1 Acre House~Private Beach~Tiki Hut~Dock
Dec 14 – 21
Home in Key Colony Beach
5.0 out of 5 average rating, 96 reviewsABeachBungalow-60’dock w/ access to pool and beach
Apr 19 – 26
Home in Key Largo
4.97 out of 5 average rating, 32 reviewsTreetops
Sep 9 – 14
Home in Islamorada
5.0 out of 5 average rating, 3 reviewsThe Villa by the Bay Unit #2
Dec 18 – 25
Home in Marathon
4.94 out of 5 average rating, 35 reviewsGorgeous Ocean View Home!
Mar 18 – 25
Home in Key Largo
4.95 out of 5 average rating, 63 reviewsTropical Waterfront, Boat Dock, Sunset View, Kayak
Sep 21 – 28
Home in Marathon
5.0 out of 5 average rating, 24 reviewsCoral Lagoon #23- Private Home with Boat Slip
Oct 22 – 29
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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