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Search results; Over 1,000 homes in Islamorada

Guest favourite
Apartment in Islamorada
Just a Few Friends - Ocean View and Bring your Boa
2 bedrooms, 2 beds, 2.5 private bathrooms
20–27 Aug
,
4.94 out of 5 average rating, 32 reviews
Superhost
Villa in Islamorada
Private Beach & Dock / Heated Pool / Dolphin Key
New place to stay, 4 bedrooms, 4 beds, 4 bathrooms
3–10 Aug
Guest favourite
Home in Islamorada
Pristine Islamorada Pool Home with Ocean View and
5.0 out of 5 average rating, 25 reviews, 2 bedrooms, 4 beds, 2.5 bathrooms
11–18 Aug
Top guest favourite
Home in Islamorada
Waterfront private home, pool, dock, sunsets, tiki
5.0 out of 5 average rating, 53 reviews, 4 bedrooms, 4 beds, 3 bathrooms
15–22 Sept
Guest favourite
Home in Islamorada
The Villa by the Bay Pool/Boat Dock, Islamorada Fl
5.0 out of 5 average rating, 11 reviews, 4 bedrooms, 5 beds, 3.5 bathrooms
2–9 Aug
Superhost
Home in Islamorada
Beachfront Estate - Two Villas / Heated Pools
New place to stay, 8 bathrooms
25–30 Jul
Top guest favourite
Townhouse in Islamorada
Family Keys Escape: Speakeasy·Dock·Pool·BBQ Patio
5.0 out of 5 average rating, 14 reviews, 3 bedrooms, 4 beds, 3 bathrooms
9–15 Aug
Top guest favourite
Home in Marathon
World-Class Oceanfront Pool/Hottub Sunset Escape
5.0 out of 5 average rating, 38 reviews, 5 bedrooms, 7 beds, 3.5 bathrooms
29 Aug – 5 Sept
Home in Marathon
4BR Gulffront Dog Friendly | Pool | Dock | Deck
4.71 out of 5 average rating, 7 reviews, 4 bedrooms, 4 beds, 2.5 bathrooms
16–23 Aug
Guest favourite
Apartment in Tavernier
Toes in the Sand - 2 Bedroom Condo Sleeps 4
4.86 out of 5 average rating, 266 reviews, 2 bedrooms, 2 beds, 2 bathrooms
7–12 Aug
Guest favourite
Townhouse in Key Largo
Sunrise Escape - Ocean Front Villa - Sleeps 10
4.87 out of 5 average rating, 177 reviews, 3 bedrooms, 10 beds, 3 bathrooms
11–16 Sept
Top guest favourite
Home in Key Largo
Las Olas
5.0 out of 5 average rating, 9 reviews, 3 bedrooms, 4 beds, 2 bathrooms
10–15 Aug
Luxe
Villa in Islamorada
4 Bedroom Oceanfront Accessible Villa – Capacity 8
5.0 out of 5 average rating, 5 reviews, 4 bedrooms, 5 beds, 4 bathrooms
2–7 Aug
Guest favourite
Home in Key Largo
Lakefront pool house, jacuzzi Beachfront
4.96 out of 5 average rating, 68 reviews, 3 bedrooms, 6 beds, 3 bathrooms
7–12 May
Guest favourite
Cottage in Islamorada
Charming 2BR cottage in prime keys location w/pool
4.96 out of 5 average rating, 147 reviews, 2 bedrooms, 3 beds, 1 bathroom
22–27 Aug
Top guest favourite
Home in Duck Key
Private Pool Tropical Oasis - Centrally Located
5.0 out of 5 average rating, 112 reviews, 3 bedrooms, 5 beds, 2.5 bathrooms
20–25 Oct
Superhost
Home in Marathon
Keys Marathon Oceanfront, 4BR, 3.5 Bath Pool Home.
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 4 beds, 3.5 bathrooms
5–12 Sept
Guest favourite
Home in Tavernier
Luxury 3/2 Mini-golf, Hot Tub, Kayaks & Pedal boat
4.96 out of 5 average rating, 46 reviews, 3 bedrooms, 5 beds, 2 bathrooms
7–12 Sept
Top guest favourite
Home in Islamorada
Flakey's
4.97 out of 5 average rating, 215 reviews, 2 bedrooms, 3 beds, 1 bathroom
8–15 Aug