House holiday 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Islamorada
House rentals with a pool
Home in Key Largo
4.88 out of 5 average rating, 163 reviewsOutdoor Paradise - Beach, Boats, Snorkeling & Sun!
3–10 Aug
Home in Key Colony Beach
4.81 out of 5 average rating, 132 reviewsWaterview from three sides, Cabana Club, 30' Docks
13–20 Jan
Home in Key Largo
4.97 out of 5 average rating, 107 reviewsTiny Home on Waterfront | Bay Views | Deck | Pool
13–20 Feb
Home in Key Largo
4.9 out of 5 average rating, 126 reviewsBlue House Marine in Key Largo
15–22 Dec
Home in Marathon
5.0 out of 5 average rating, 16 reviewsHorizon
31 Aug – 7 Sept
Home in Islamorada
5.0 out of 5 average rating, 6 reviewsAnglers Reef Home with Peek-a-Boo Ocean Views
4–11 May
Home in Marathon
5.0 out of 5 average rating, 17 reviewsGrouper Getaway @ Ocean Isles Fishing Village
8–15 May
Home in Islamorada
4.96 out of 5 average rating, 57 reviewsTropical Getaway 3/3 with 100’ boat dock and pool
27 Oct – 3 Nov
Weekly house rentals
Home in Marathon
4.97 out of 5 average rating, 34 reviewsThe Gulf Cottage at Marathon Key
16–23 May
Home in Marathon
5.0 out of 5 average rating, 10 reviewsCanal Front, Boat Dock, Updated!
21–28 Aug
Home in Key Colony Beach
5.0 out of 5 average rating, 96 reviewsABeachBungalow-60’dock w/ access to pool and beach
22 Feb – 1 Mar
Home in Marathon
4.95 out of 5 average rating, 21 reviewsParadise in the Keys
20–27 Nov
Home in Key Largo
4.97 out of 5 average rating, 32 reviewsTreetops
5–12 Sept
Home in Tavernier
4.96 out of 5 average rating, 55 reviewsSunset Beach Hideaway *Private Beach* *Jacuzzi*
20–27 Nov
Home in Marathon
5.0 out of 5 average rating, 24 reviewsCoral Lagoon #23- Private Home with Boat Slip
19–26 Oct
Home in Key Largo
4.95 out of 5 average rating, 63 reviewsTropical Waterfront, Boat Dock, Sunset View, Kayak
21–28 Sept
Private house rentals
Home in Marathon
5.0 out of 5 average rating, 13 reviewsP87 - New Construction house. 4 bedrooms, open wat
25 May – 1 Jun
Home in Marathon
4.95 out of 5 average rating, 21 reviewsComfortable 2/2 With Outdoor Shower~Bikes~Kayak
3–10 May
Home in Marathon
5.0 out of 5 average rating, 17 reviewsCoco Plum Paradise - Marathon 4 BR 3BA Waterfront
16–23 Nov
Home in Islamorada
5.0 out of 5 average rating, 3 reviewsThe Villa by the Bay Unit #2
17–24 Jun
Home in Marathon
5.0 out of 5 average rating, 15 reviewsFlorida Keys Oceanside Utopia
16–23 Aug
Home in Key Colony Beach
5.0 out of 5 average rating, 65 reviews“La casa azul” step 3’ to a private pool
12–19 Apr
Home in Marathon
4.97 out of 5 average rating, 32 reviews2023 New Modern Private Dock+Heated Pool+Jacuzzi
13–20 Sept
Home in Marathon
5.0 out of 5 average rating, 6 reviewsSalty kisses beach house
18–25 Aug
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
£88 before taxes and fees
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