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The 10 Best Vacation Rentals in Islamorada, USA

Check out our selection of great short-term rentals in Islamorada

Matecumbe Resort

Islamorada

Situated in Islamorada, 1.9 km from Sea Oats Beach and 9 km from Upper Matecumbe Key, Matecumbe Resort features accommodation with free WiFi, air conditioning, free bikes and an outdoor swimming pool.

The units have tiled floors and include a seating area with cable flat-screen TV, a fully equipped kitchen with a dining area and a private bathroom. It is a resort near the beach. Dining is very close, also shops. The pool is also good place to be. Parking is next to your apartment.

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9
Awesome
101 reviews

Dream Escape at Anglers Reef Islamorada

Islamorada

Boasting a Blu-ray player, the villa has a kitchen with a dishwasher, a microwave and a fridge, a living room with a seating area and a dining area, 2 bedrooms, and 2 bathrooms with a shower and a bath. A flat-screen TV with cable channels and a DVD player are offered. Location was excellent, nice gated area. The premises were very tidy and well kept. Suitable for families with kids. Kayaks available from the owner to use freely.

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9.4
Awesome
10 reviews

Anglers Reef Getaway

Islamorada

The villa features 2 bedrooms, a flat-screen TV with cable channels, an equipped kitchen with a dishwasher and a microwave, a washing machine, and 2 bathrooms with a shower.

The villa offers a barbecue. Snorkelling and cycling can be enjoyed nearby, while a bicycle rental service and a private beach area are also available on site. Gina was so wonderful to rent from, we enjoyed the house and would definitely stay again. The pool was very relaxing and the morning sunrises were beautiful.

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9.5
Exceptional
25 reviews

Anglers Reef Paradise

Islamorada

This air-conditioned holiday home has 2 bedrooms and 2.5 bathrooms, a cable flat-screen TV, and a fully equipped kitchen. The holiday home also provides a bathroom with a shower.

The holiday home includes a barbecue. There is a a terrace at this property and guests can go snorkelling, fishing and diving nearby. Two kayaks and 2 bicycles are offered. A boat hire is available for a surcharge. Everything! Beautifully appointed, spacious, comfortable, close to pool and within walking distance of Hog Heaven!

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9.8
Exceptional
24 reviews

Sea Breeze Villa at Anglers Reef Islamorada

Islamorada

Located in Islamorada, Sea Breeze Villa at Anglers Reef Islamorada provides accommodation with free WiFi, air conditioning, free bikes and access to a garden with an outdoor pool. This property offers access to a patio and free private parking. The location is perfect. The house and the grounds have everything for a great keys vacation.

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8.8
Excellent
11 reviews

Executive Bay Club Condo

Islamorada

The holiday home has 3 bedrooms, a TV with cable channels, an equipped kitchen with a dishwasher and a microwave, a washing machine, and 2 bathrooms with a bath or shower.

Theater of the Sea on Islamorada is 4.3 km from the holiday home, while Upper Matecumbe Key is 9 km from the property.

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Treasure Harbor Resort & Marina

Islamorada

Offering barbecue facilities and sea view, Treasure Harbor Resort & Marina is located in Islamorada, 2.8 km from Windley Key and 3.5 km from Theater of the Sea on Islamorada. This property offers access to a balcony, free private parking and free WiFi.

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Cypress House 3bed/2bath with 40ft of dockage

Islamorada

Boasting air-conditioned accommodation with a patio, Cypress House 3bed/2bath with 40ft of dockage is set in Islamorada. Featuring a balcony, the holiday home is in an area where guests can engage in activities such as diving, cycling and mini-golf.

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Nautilus Getaway 3bed/3bath with private pool, outdoor kitchen, tiki hut, dockage & community beach

Islamorada

Boasting air-conditioned accommodation with a private pool, pool view and a patio, Nautilus Getaway 3bed/3bath with private pool, outdoor kitchen, tiki hut, dockage & community beach is set in Islamorada. Featuring free private parking, the holiday home is in an area where guests can engage in activities such as hiking, snorkelling and diving.

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Coral Harbour Condo

Islamorada

The holiday home features 2 bedrooms, a TV with cable channels, an equipped kitchen with a dishwasher and a microwave, a washing machine, and 2 bathrooms with a bath or shower.

Upper Matecumbe Key is 11 km from the holiday home, while Windley Key Fossil Reef Geological State Park is 7 km away.

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