Islamorada Vacation Homes

Compare Islamorada vacation homes and Airbnbs, including beachfront villas with pools and full kitchens. Check prices and ratings before you book your stay

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Sat, 07 Nov
Check-out
Sun, 08 Nov
Rooms and Guests2 Guests, 1 room
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Check-out
Sun, 08 Nov
Rooms and Guests2 Guests, 1 room
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Check-in
Sat, 07 Nov
-
Check-out
Sun, 08 Nov
Rooms and Guests2 Guests, 1 room
1Filter & Sort
View map
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1-5 out of 5
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9.7
Perfect
Map
2.7 mi from City Center278 yd from Windley Key
Private BeachSaltwater PoolWater Sports
  • Private beach area on site
  • On-site water sports facilities
  • Heated saltwater private pool
FromUS$ 365 /nightSelect
Palms 309Holiday home
Map
2.5 mi from City Center1.8 mi from Anne s Beach
Water ParkSpa CentreBowling Alley
  • On-site waterpark
  • Spa and wellness centre
  • Bowling alley on premises
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Palms 404Holiday home
Map
2.5 mi from City Center1.8 mi from Anne s Beach
WaterparkSpaHeated Pool
  • Direct beachfront with ocean views
  • On-site waterpark for all ages
  • Spa and wellness centre on site
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Beacon Reef 406Holiday home
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1372 yd from City Center292 yd from History of Diving Museum
Fitness CentreHot TubSpa Centre
  • 4-min walk to Diving Museum
  • Bowling and diving on site
  • Beachfront with sea-view balcony
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Map
2.3 mi from City Center216 yd from Theater of the Sea on Islamorada
BeachfrontHeated PoolWater Sports
  • Beachfront holiday home with full kitchen
  • On-site water sports facilities
  • Heated pool with ocean views
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Islamorada's vacation rentals line the coast with beachfront access, outdoor pools, and full kitchens. Most properties include free WiFi, parking, and non-smoking rooms, with many offering spa and fitness facilities. These holiday homes suit families or groups seeking self-catering stays near the water, with attractions like the History of Diving Museum and fishing charters within walking distance.

Anglers Reef Vacation Rental stands out with an exceptional 98/100 guest score, private beach area, and water sports gear. Palms 309 and Palms 404 feature spa and wellness centres plus hot tubs, while Beacon Reef 406 adds a waterpark. Paradise Palms Islamorada offers three bedrooms and direct sea views. Compare these five properties to find your ideal Islamorada base.