Islamorada Vacation Rentals

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Here is a quick list of Vacation Rentals in Islamorada, selected based on their rating

Name of hotel Accommodation Rating Price, $
Anglers Reef Paradise

9.3 / 10

(25 Reviews)

From 425$
Anglers Reef Getaway Villa

8.9 / 10

(20 Reviews)

From 500$
Executive Bay Club Condos

9.0 / 10

(1 Reviews)

From 150$
Executive Bay Islamorada By Sofla Vacations

8.0 / 10

(1 Reviews)

From 519$

If you are searching for a beach villa, Anglers Reef Paradise is a great option to consider.

Islamorada Accommodation lists:

Islamorada Luxury Vacation Rentals

Table of contents

Anglers Reef Paradise Sea Breeze Villa At Anglers Reef Islamorada Anglers Reef Getaway Villa Dream Escape At Anglers Reef Islamorada Villa Vacation Rentals in Islamorada Paradise Beach Executive Bay Club Condos Islamorada Oasis Vacation Rentals in Islamorada, Florida with Pool Sun-Kissed Bliss Villa Bayfront Islamorada Villa With Secluded Beach! Executive Bay Islamorada By Sofla Vacations

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9.3
Excellent
25 Reviews

Anglers Reef Paradise

📍 110 Anglers Way 110

From 425$

Located in Islamorada, 2-bedroom Anglers Reef Paradise Villa measures 144 m² and can accommodate 4 guests. History of Diving Museum is 3.4 km from the venue.

Local attractions include Windley Key Fossil Reef Geological State Park steps away from the accommodation and city centre 5 km away. You can easily get to Michelle Nicole Lowe Art Gallery which is 4.9 km away. You can get to Lobster Trap Art Gift Shop and Gallery in a few minutes by car.

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10 Reviews

Sea Breeze Villa At Anglers Reef Islamorada

📍 115 Anglers Way

From 368$

Sea Breeze Villa At Anglers Reef Islamorada features accommodation with complimentary parking, an outdoor swimming pool and a patio and is nestled 0.6 km from Windley Key Fossil Reef Geological State Park. Local attractions include Windley Key Island steps away from the venue and city centre 5 km away.

Lobster Trap Art Gift Shop and Gallery is approximately 10 minutes' drive away. You can get to History of Diving Museum in a few minutes by car.

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8.9
Excellent
20 Reviews

Anglers Reef Getaway Villa

📍 135 Anglers Way

From 500$

Anglers Reef Getaway Villa is a beachfront venue in a residential area, a mere 550 metres from Windley Key Island. This property comes with 2 bathrooms, as well as a TV, a balcony and a sofa set in the rooms.

Local attractions include Windley Key Fossil Reef Geological State Park steps away from the villa and city centre 5 km away. You can reach Indian Key State Historic Site in 15 minutes' drive. You can get to the 45-acre Founders Park in a few minutes by car.

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Vacation Rentals in Islamorada

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9 Reviews

Dream Escape At Anglers Reef Islamorada Villa

📍 128 Anglers Way

From 320$

Dream Escape At Anglers Reef Islamorada Villa features a heated swimming pool to relax by. Upper Matecumbe Key Island is a 10-minute drive away from the venue.

Located in a residential area of Islamorada, the accommodation is 2.7 km from the 45-acre Founders Park. It is set within 5 km off the city centre. Near this Dream Escape At Anglers Reef Islamorada Villa you'll find Windley Key Fossil Reef Geological State Park.

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Paradise Beach

From 439$

Paradise Beach Villa offers accommodation for 8 guests in Islamorada and provides them with free parking and a patio. Craig Key Island is approximately 10 minutes' drive away from the venue.

At this villa you'll be 3.4 km from Lower Matecumbe Key Island. It is 10 minutes’ walk from the beach. The closest beach is 650 metres away.

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Hotels in Islamorada

Top Hotel for couples 💑 Anglers Reef Paradise
Hotel with balcony 🌤️ Sea Breeze Villa At Anglers Reef Islamorada
Best mid-range Hotel 🌴 Anglers Reef Getaway Villa

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9
Excellent
1 Reviews

Executive Bay Club Condos

From 150$

Executive Bay Club Condos is situated approximately 10 minutes’ drive from Windley Key Fossil Reef Geological State Park and offers accommodation with a tennis court, an outdoor swimming pool and a patio. Air conditioner, a TV set and a sofa are featured in the rooms, while dishwasher, coffee & tea making facilities and kitchenware are provided in a kitchen.

Windley Key lies within a 15-minute walk of the property. Such major Islamorada sights including the 45 - acre Founders Park are also located nearby. You can get to History of Diving Museum in a few minutes by car.

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Vacation Rentals in Islamorada, Florida with Pool

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Islamorada Oasis

📍 121 Sunset Dr

Islamorada Oasis is a beachfront venue, located about 10 minutes' walk of Anne's Beach. Wireless internet, an adjoining terrace and a balcony are featured in the rooms, while coffee/tea making facilities, fridges and kitchenware are provided in a kitchen.

The property is 15 minutes' drive from Lower Matecumbe Key Island. It is a few steps from a beach. You can get to Craig Key Island in a few minutes by car.

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Sun-Kissed Bliss Villa

📍 174 Sunset Dr

From 340$

Sun-Kissed Bliss is situated a 10-minute walk from Anne's Beach in Islamorada and offers accommodation with a kitchen. The property includes air conditioning, high-velocity internet and coffee/tea making machines in the rooms.

Lower Matecumbe Key Island is approximately 15 minutes' drive away. You can get to Craig Key Island in a few minutes by car.

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Bayfront Islamorada Villa With Secluded Beach!

📍 179 Venetian Way

From 220$

Bayfront Islamorada Villa With Secluded Beach! is a beachfront venue, located about 15 minutes' walk of Windley Key. This accommodation offers units with wireless Internet, smoke detectors and a separate toilet.

Windley Key Fossil Reef Geological State Park is approximately 5 minutes' drive away. You can get to Upper Matecumbe Key Island in a few minutes by car.

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Luxury Vacation Rentals in Islamorada, Florida

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8
Very good
1 Reviews

Executive Bay Islamorada By Sofla Vacations

📍 87200 Overseas Highway

From 519$

A 15-minute stroll from Executive Bay Islamorada By Sofla Vacations takes guests to Crossland Gallery, while Windley Key is a 10-minute walk away. This accommodation also comes with a kitchen complete with fridges and glassware, so you can easily make your favourite dishes.

Such major Islamorada sights including Rain Barrel Sculpture Gallery are also located nearby. You can get to History of Diving Museum in a few minutes by car.

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The Perfect Getaway With Pool, Jacuzzi & Boatslip

📍 110 Venetian Way

The Perfect Getaway With Pool, Jacuzzi & Boatslip is located within a 20-minute walk from Windley Key and a 25-minute walk away from Rain Barrel Village. This venue offers units with a flat-screen TV with satellite channels, climate control and a balcony.

Bluewater In The Keys is a few steps away.

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Islamorada Vacation Rentals FAQ
What are the top pet-friendly holiday rentals in Islamorada?
The Oasis is the best pet-friendly weekend home in Islamorada, in which prices start from 1600US$.
What are the best budget holiday rentals to book in Islamorada?
One of the top holiday lettings would be Sea Breeze Villa At Anglers Reef from 368US$/night and Anglers Reef Paradise from 409US$/night.
See more cheap holiday homes here.
How much does a 2-bedroom holiday house cost for a week?
A 2-bedroom holiday home costs about 945US$ per week for instance, check Executive Bay Club Condos.

Location