Chalets in Islamorada, United States

Search among 60 available chalets in Islamorada from 50+ providers

Check-in
Thu, 30 Apr
Check-out
Fri, 01 May
Rooms and Guests2 Guests, 1 room
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Check-in
Thu, 30 Apr
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Check-out
Fri, 01 May
Rooms and Guests2 Guests, 1 room
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Check-in
Thu, 30 Apr
-
Check-out
Fri, 01 May
Rooms and Guests2 Guests, 1 room
1Filter & Sort
View map
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1-20 out of 60
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  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
Executive Bay Islamorada By Sofla VacationsHoliday home
8.0
Great3 total reviews
our site & Booking.com
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7.6 km from City Centre
Windley Key is 5 minutes on foot from the Executive Bay Islamorada By Sofla Vacations Villa and Crossland Gallery is a 10-minute stroll away.
FromC$ 204 /nightSelect
Beacon Reef 406Holiday home
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1.3 km from City Centre300 m from History of Diving Museum
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Anglers Reef Vacation RentalVilla
9.8
Perfect4 total reviews
our site & Booking.com
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4.4 km from City Centre300 m from Windley Key
FromC$ 496 /nightSelect
Key Lime Cottage In The Heart Of IslamoradaHoliday home
9.6
Perfect5 total reviews
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9.1 km from City Centre1.3 km from Robbie s
FromC$ 519 /nightSelect
Bayberry Key - Waterfront Boutique Resort, Dock, Direct Water Views!Holiday home
10.0
Perfect3 total reviews
our site & Booking.com
Map
50 m from City Centre900 m from Upper Matecumbe Key
FromC$ 1 486 /nightSelect
MargaritavilleHoliday home
9.1
Perfect19 total reviews
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7.9 km from City Centre
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Oceanfront Islamorada Townhome With Dock And PoolHoliday home
9.5
Perfect2 total reviews
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3.7 km from City Centre300 m from Theater of the Sea on Islamorada
FromC$ 848 /nightSelect
Islamorada Beach - Beachfront, Fire Pit & PoolHoliday home
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1.8 km from City Centre200 m from Islamorada
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Fl Keys Venetian Shores Waterfront With Ocean Access, PoolHoliday home
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5.5 km from City Centre1.3 km from Windley Key
FromC$ 1 374 /nightSelect
Oceans Fourteen - Ocean View- Balconies-Dock-Htd PoolHoliday home
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3.7 km from City Centre300 m from Theater of the Sea on Islamorada
FromC$ 825 /nightSelect
Casa MarHoliday home
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12.3 km from City Centre
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Bungalow HouseHoliday home
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1.8 km from City Centre500 m from Islamorada
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BellaHoliday home
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5.7 km from City Centre1.4 km from Windley Key
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Waterfront Private Home, Pool, Dock, Sunsets, TikiHoliday home
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800 m from City Centre200 m from Upper Matecumbe Key
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Island Time - Oceanview Balconies- Dock- Htd PoolVilla
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3.7 km from City Centre300 m from Theater of the Sea on Islamorada
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Ocean Views With Secret Speakeasy Bbq Patio Dock Pool 3Br With Private BathroomsHoliday home
10.0
Perfect1 total review
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3.7 km from City Centre200 m from Theater of the Sea on Islamorada
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Comfortable, Spacious 3-Br, 2-Ba-1 Level Home- Deep Dock On Canal, IslamoradaHoliday home
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5.6 km from City Centre1.5 km from Windley Key
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Off The Charts-Waterfront Tiki Bar & Private DockVilla
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500 m from City Centre500 m from Upper Matecumbe Key
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Waterfront Ocean Access Canal Kamp Key HomesHoliday home
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9.5 km from City Centre1.6 km from Robbie s
FromC$ 612 /nightSelect
Peninsula Villa Boat Dock Heated Pool Sunset PointHoliday home
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9.5 km from City Centre1.6 km from Robbie s
FromC$ 3 597 /nightSelect
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