Vacation rentals in Islamorada
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Vacation rentals in Islamorada

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 $124 per night
CA $124
CA $213 total
Jul 7 - Jul 8
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

Treasure Harbor
200 Treasure Harbor Dr Islamorada FL
6.7 km from city centre
The price is CA $192 per night
CA $192
CA $416 total
Jul 7 - Jul 8
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

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 $907 per night
CA $907
CA $1,099 total
Jul 7 - Jul 8
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
The price is CA $332 per night
CA $332
CA $421 total
Jul 13 - Jul 14
includes taxes & fees
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.

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 a fitness center. Popular attractions Robbie’s of Islamorada and Indian Key Historic State Park are located nearby.

Now booking heavily for 2027! - 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

Private Beachfront Paradise
Islamorada FL
12.97 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 Sunset Drive Beach and Anne's Beach are located nearby.
Pool
Kitchen

Bungalow #3 - 2 Bed/1 Bath & Pool in Islamorada
Islamorada FL
9.12 km from city centre
Stay at this vacation home in Islamorada. Enjoy a fitness center, a garden, and laundry facilities. Popular attractions Robbie’s of Islamorada and Indian Key Historic State Park are located nearby.

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.

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.

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 Lorelei Restaurant & Cabana Bar and Keys History & Discovery Center are located nearby.
Pool
Kitchen

CHARMING WATERFRONT OCEANSIDE CANAL HOME-LARGE PROTECTED DOCKAGE-WiFi-SMART TVs.
Islamorada FL
9.61 km from city centre
Book a stay at this business-friendly vacation home in Islamorada. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Robbie’s of Islamorada and Indian Key Historic State Park are located nearby.

Exec Bay w/heated Pool, Marina, Beach, Pets ok, Tennis/Pickleball
Islamorada FL
7.65 km from city centre
Stay at this villa in Islamorada. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Founders Park and Islamorada County Park are located nearby.

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.
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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