Vacation rentals in Islamorada
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Vacation rentals in Islamorada

Treasure Harbor
200 Treasure Harbor Dr Islamorada FL
6.7 km from city centre
The price is CA $171 per night
CA $171
CA $385 total
Apr 27 - Apr 28
includes taxes & fees
Stay at this houseboat in Islamorada. Enjoy free WiFi, free parking, and premium bedding. Our guests praise the helpful staff in our reviews. Popular attractions Rain Barrel Village and Islamorada County Park are located nearby.
Pool
Parking included

Breezy Palms Resort
80015 Overseas Highway Islamorada FL
Free cancellation
Reserve now, pay when you stay
3.79 km from city centre
The price is CA $137 per night
CA $137
CA $225 total
Apr 27 - Apr 28
includes taxes & fees
Book a stay at this beach aparthotel in Islamorada. Enjoy free WiFi, a beach locale, and a marina. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Bud n' Mary's Dive Center and Hurricane Monument are located nearby.
Pool
Kitchen

The Islands of Islamorada
82779 Old Hwy Islamorada FL
Free cancellation
Reserve now, pay when you stay
0.66 km from city centre
The price is CA $846 per night
CA $846
CA $1,027 total
Apr 27 - Apr 28
includes taxes & fees
Book a stay at this beach villa in Islamorada. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions History of Diving Museum and Islamorada Brewery & Distillery are located nearby.
Pool
Hot tub

Caloosa Cove Resort by CoolVacay
73801 Overseas Hwy Islamorada FL
13.78 km from city centre
Stay at this condo in Islamorada. Enjoy free WiFi, free parking, and a marina. Popular attractions Anne's Beach and Sunset Drive Beach are located nearby.
Pool
Kitchen

Bungalow #4 - 2 Bed/1 Bath & Pool in Islamorada
Islamorada FL
9.12 km from city centre
Stay at this vacation home in Islamorada. Enjoy free WiFi, private pools, and laundry facilities. Popular attractions Robbie’s of Islamorada and Indian Key Historic State Park are located nearby.
Pool
Kitchen

Next available - August 2026 - Oceanfront - Heated Pool - Dock
Islamorada FL
9.41 km from city centre
Book a stay at this beach vacation home in Islamorada. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Robbie’s of Islamorada and Indian Key Historic State Park are located nearby.
Pool
Kitchen

Beautiful Island Home in Anglers Reef! Ocean front community. Pool & boat slip.
Islamorada FL
4.39 km from city centre
Stay at this vacation home in Islamorada. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Windley Key Fossil Reef Geological State Park and Rain Barrel Village are located nearby.
Pool
Kitchen

Flip-Flops & Sunshine: Islamorada Studio Escape
Islamorada FL
13.78 km from city centre
Stay at this condo in Islamorada. Enjoy free WiFi, laundry facilities, and balconies. Popular attractions Anne's Beach and Sunset Drive Beach are located nearby.
Pool
Kitchen

5 bedroom - Deep Dockage & Heated Pool in Islamorada.
Islamorada FL
0.44 km from city centre
Stay at this vacation home in Islamorada. Enjoy free WiFi, private pools, and laundry facilities. Popular attractions Keys History & Discovery Center and Islamorada Brewery & Distillery are located nearby.
Pool
Kitchen

Islamorada Anglers Reef! “Sandbar Bungalow Villa" AMAZING! Middle row location!
Islamorada FL
4.42 km from city centre
Book a stay at this beach vacation home in Islamorada. Enjoy a beach locale, a garden, and laundry facilities. Popular attractions Windley Key Fossil Reef Geological State Park and Rain Barrel Village are located nearby.
Pool
Kitchen

Peacock Shores Islamorada - Vacation On The Beach!
Islamorada FL
9.35 km from city centre
Book a stay at this beach vacation home in Islamorada. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Old Road Gallery and Founders Park are located nearby.
Pool
Kitchen

Private Oceanfront: Heated Pool, Paddleboards & Kayaks - 180 degree ocean views
Islamorada FL
8.42 km from city centre
Book a stay at this beach vacation home in Islamorada. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Robbie’s of Islamorada and Indian Key Historic State Park are located nearby.
Pool
Kitchen

Oceanfront Private Cottage!
Islamorada FL
0.61 km from city centre
Stay at this cottage in Islamorada. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attractions History of Diving Museum and Islamorada Brewery & Distillery are located nearby.

Beautiful Islamorada Home In Angler's Reef. Amazing Views. Boatslip Included.
Islamorada FL
4.38 km from city centre
Book a stay at this beach vacation home in Islamorada. Enjoy free WiFi, a beach locale, and laundry facilities. Popular attractions Windley Key Fossil Reef Geological State Park and Rain Barrel Village are located nearby.
Pool
Kitchen
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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