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Search results; Over 1,000 homes in Islamorada

Top guest favourite
Boat in Islamorada
360 DEGREE WATERVIEW HOUSEBOAT
1 bedroom, 1 bed, 1 private bathroom
9–14 Aug
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4.93 out of 5 average rating, 387 reviews
Superhost
Villa in Islamorada
Private Beach & Dock / Heated Pool / Dolphin Key
New place to stay, 4 bedrooms, 4 beds, 4 bathrooms
24–29 Jul
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
Guest favourite
Home in Key Largo
Ocean view, seaside paradise with golf cart.
4.94 out of 5 average rating, 65 reviews, 3 bedrooms, 4 beds, 1 bathroom
9–14 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
Villa in Islamorada
Islamorada | Maison Residences
4.92 out of 5 average rating, 12 reviews, 4 bedrooms, 5 beds, 6 bathrooms
20–27 Jul
Guest favourite
Home in Key Largo
3BR Oceanview Oasis: Pool, Spa & Elevator
4.86 out of 5 average rating, 43 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
30 Aug – 4 Sept
Luxe
Home in Marathon
Ocean Palms Luxury Oceanfront SeaGlass Cove FLKeys
5 bedrooms, 5 bathrooms
25 Jul – 1 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
Home in Marathon
Beach House in Marathon with Amazing Backyard!
5.0 out of 5 average rating, 9 reviews, 2 bedrooms, 4 beds, 2 bathrooms
9–16 Aug
Villa in Key Largo
Waterfront Luxe Pool, Hot Tub, Theater, Games&more
5 bedrooms, 9 beds, 5 bathrooms
16–21 Aug
Guest favourite
Home in Marathon
Paradise Villa: a luxury retreat
4.89 out of 5 average rating, 35 reviews, 7 bedrooms, 8 beds, 7.5 bathrooms
8–15 Sept
Top guest favourite
Home in Islamorada
Waterfront private home, pool, dock, sunsets, tiki
5.0 out of 5 average rating, 52 reviews, 4 bedrooms, 4 beds, 3 bathrooms
15–22 Sept
Guest favourite
Villa in Islamorada
Isla Honeydew-3 EnSuite Bedrooms,Pool, Dock
4.94 out of 5 average rating, 18 reviews, 3 bedrooms, 3 beds, 3.5 bathrooms
23–30 Aug
Top guest favourite
Home in Islamorada
Off The Charts-Waterfront Tiki Bar & Private Dock
5.0 out of 5 average rating, 14 reviews, 3 bedrooms, 3 beds, 2 bathrooms
13–20 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
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
18–23 Aug
Featured hotel
Hotel in Islamorada
Studio suite garden view two queen accessible
1 bedroom, 1 bathroom
16–21 Aug
Guest favourite
Home in Islamorada
Summer-Fall Super Discounts- Check Availability!
5.0 out of 5 average rating, 7 reviews, 4 bedrooms, 5 beds, 4.5 bathrooms
24–31 Aug