Vacation homes in Islamorada

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

Name of hotel Accommodation Rating Price, $
Anglers Reef Getaway Villa

8.9 / 10

(20 Reviews)

From 500$
Anglers Reef Paradise

9.3 / 10

(25 Reviews)

From 425$
Executive Bay Club Condos

9.0 / 10

(1 Reviews)

From 150$
Executive Bay Islamorada By Sofla Vacations

8.0 / 10

(1 Reviews)

From 519$

Welcome to a paradise brimming with exquisite vacation homes in Islamorada, where the azure waters and swaying palms set the backdrop for an unforgettable escape. Whether you're seeking a cozy beachfront bungalow or a luxurious waterfront villa, this tropical haven has a diverse array of accommodations to suit every taste. Immerse yourself in the laid-back ambiance and endless recreational opportunities that await in Islamorada's vacation homes, making your stay a true retreat into serenity.

Islamorada Accommodation lists:

Table of contents

Anglers Reef Getaway Villa Dream Escape At Anglers Reef Islamorada Villa Anglers Reef Paradise Sea Breeze Villa At Anglers Reef Islamorada Seaside Villas in Islamorada Paradise Beach Executive Bay Club Condos Islamorada Oasis Waterfront Cottages in Islamorada Sun-Kissed Bliss Villa Bayfront Islamorada Villa With Secluded Beach! Executive Bay Islamorada By Sofla Vacations

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8.9
Excellent
20 Reviews

Anglers Reef Getaway Villa

📍 135 Anglers Way

From 500$

Anglers Reef Getaway Villa provides a beachfront accommodation within a 10-minute drive from Upper Matecumbe Key Island. The venue includes a flat-screen TV with satellite channels, a balcony and coffee/tea makers in the rooms.

The centre of Islamorada is nearly 5 km from the villa. Windley Key Island is just about 15 minutes’ walk away. This property is located in a residential area close to Windley Key Fossil Reef Geological State Park. You can get to Rain Barrel Village in a few minutes by car.

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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 is a beachfront venue that includes an outdoor swimming pool, a golf course and live performances for a comfortable stay. History of Diving Museum is 3.4 km from this accommodation while Windley Key Island is only 0.6 km away.

The property is situated in a residential neighbourhood, not far from Windley Key Fossil Reef Geological State Park. Islamorada city centre is approximately 5 km away. Dream Escape At Anglers Reef Islamorada Villa is set a few minutes' drive from Rain Barrel Village.

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Seaside Villas in Islamorada

Bask in the sun-kissed splendor of Islamorada by staying in one of its charming seaside villas. These idyllic properties offer stunning ocean views and direct access to the shimmering waters, allowing you to unwind in style. From intimate retreats for couples to spacious residences for families, these villas cater to a range of preferences, ensuring a memorable stay by the sea.

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9.3
Excellent
25 Reviews

Anglers Reef Paradise

📍 110 Anglers Way 110

From 425$

Anglers Reef Paradise Villa is situated approximately 10 minutes’ drive from Upper Matecumbe Key Island and offers accommodation with a free carpark, an outdoor swimming pool and a sun deck. This venue features rooms with climate control, a dressing room and a sofa.

The villa is 5 km from the centre of Islamorada and in vicinity of Windley Key Fossil Reef Geological State Park. A 2.7-km journey will lead you to the 45 - acre Founders Park. You can get to History of Diving Museum in a few minutes by car.

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Seaside Villas in Islamorada

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10 Reviews

Sea Breeze Villa At Anglers Reef Islamorada

📍 115 Anglers Way

From 368$

The 128 m² Sea Breeze Villa At Anglers Reef Islamorada is situated in close proximity to Windley Key Fossil Reef Geological State Park. A flat-screen TV with satellite channels, a dining area and a sitting area are included in the rooms of this accommodation.

Anne s Beach can be visited 6 km from the venue and History of Diving Museum is 3.4 km away. The centre of Islamorada is less than 5 km away. Sea Breeze Villa At Anglers Reef Islamorada is set a few minutes' drive from the 45 - acre Founders Park.

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Waterfront Cottages in Islamorada

Escape to the tranquility of Islamorada by selecting a waterfront cottage as your home away from home. These cozy retreats exude charm and comfort, with serene views of the bay or canal right at your doorstep. Whether you're a fishing enthusiast seeking a convenient location or a nature lover craving a peaceful setting, these cottages provide a delightful blend of relaxation and adventure.

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Paradise Beach

From 439$

Paradise Beach Villa offers accommodation for 8 guests in Islamorada and provides them with a free carpark and a patio. It is a 10-minute drive from Craig Key Island and Lower Matecumbe Key Island is a 15-minute drive away.

The closest beach is 650 metres away. It is 10 minutes’ walk from the beach.

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Hotels in Islamorada

Average Price 💰 421$
Hotels in Islamorada 🏨 48
Hotel Reviews ⭐ 1126
Landmarks nearby 📍 History of Diving Museum, Indian Key State Historic Site, Rain Barrel Sculpture Gallery, Hurricane Monument, Windley Key Fossil Reef Geological State Park
Family Hotel 👪 Anglers Reef Getaway Villa
Top Service Hotel 🛁 Dream Escape At Anglers Reef Islamorada Villa
Best reviews Hotel ❤️ Anglers Reef Paradise

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9
Excellent
1 Reviews

Executive Bay Club Condos

From 150$

The 125 m² Executive Bay Club Condos is situated in close proximity to Rain Barrel Village. It includes rooms with a multi-channel television, a writing desk and a sofa set along with a mini-kitchen with coffee and tea making facilities, and kitchenware.

Plantation Key is 1.9 km from the accommodation, while Windley Key Fossil Reef Geological State Park is 3.8 km away. You can get to History of Diving Museum in a few minutes by car.

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Beachfront Retreats in Islamorada

Unwind in ultimate luxury at one of Islamorada's lavish beachfront retreats, where the sound of the waves serves as your soundtrack. These exclusive properties boast prime beachfront locations, private pools, and upscale amenities that cater to discerning travelers. Indulge in breathtaking sunsets from your own terrace or take a leisurely stroll along the pristine shores, immersing yourself in the beauty of Islamorada's coastline.

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Islamorada Oasis

📍 121 Sunset Dr

Islamorada Oasis provides a beachfront accommodation within a 10-minute drive from Craig Key Island. There is also an air conditioning, wireless Internet and a balcony in the rooms and a kitchen with coffee and tea making facilities, and kitchenware.

The property is 15 minutes' drive from Lower Matecumbe Key Island. It is a few steps from a beach.

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Sun-Kissed Bliss Villa

📍 174 Sunset Dr

From 340$

The 141 m² Sun-Kissed Bliss provides good lodging in Islamorada. The accommodation has 3 bedrooms as well as a kitchen and 3 bathrooms.

The villa is located nearly 10 minutes' drive away from Lower Matecumbe Key Island and 700 metres from Anne's Beach. You can get to Craig Key Island in a few minutes by car.

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Tropical Bungalows in Islamorada

Experience the charm of island living by staying in a tropical bungalow nestled amidst lush greenery and swaying palms. These quaint yet sophisticated accommodations offer a cozy retreat for those seeking a peaceful oasis in Islamorada. With their intimate settings and natural surroundings, these bungalows provide a harmonious blend of comfort and serenity, making them ideal for a rejuvenating getaway.

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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 25 minutes' walk of Windley Key Fossil Reef Geological State Park. This accommodation offers units with a flat-screen TV with satellite channels, high-velocity internet and a separate toilet.

Bluewater In The Keys lies within a 5-minute walk of the property. You can get to Rain Barrel Sculpture Gallery in a few minutes by car.

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Beachfront Retreats in Islamorada

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8
Very good
1 Reviews

Executive Bay Islamorada By Sofla Vacations

📍 87200 Overseas Highway

From 519$

Executive Bay Islamorada By Sofla Vacations features accommodation with a free car park, a tennis court and a patio and is nestled 0.6 km from Windley Key. Islamorada is located 600 metres away.

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

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Luxury Estates in Islamorada

Indulge in a lavish escape by opting for a luxury estate in Islamorada, where sophistication meets seaside elegance. These grand properties boast expansive living spaces, high-end finishes, and panoramic views of the ocean, creating a truly opulent retreat. Whether you're hosting a special event or simply seeking a lavish getaway, these estates offer an unparalleled level of comfort and luxury in the heart of Islamorada.

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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 Islamorada and a 25-minute walk away from Windley Key. The property includes air conditioning, a balcony and a kitchenette in the rooms.

Crossland Gallery is just around the corner.

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Vacation homes in Islamorada FAQ
What are the cheapest villas in Islamorada?
We recommend Paradise Beach with snorkelling, diving and cycling. It's set 2.7 km from Craig Key and costs 285US$ per night.
What are the best cottages in Islamorada providing a pool?
According to vacation-home.org travel data, there are many deals offering a pool.
What are the most favoured pet-friendly holiday houses in Islamorada?
Enjoy travelling with your furry pal at one of 4 pet-friendly accommodations on vacation-home.org.

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