Holiday Cottages 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 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 228$

There are a number of great resorts to choose from when travelling to Islamorada, but for those looking for a more intimate and charming experience, Cottage is the best option. With only six rooms, Cottage offers guests a personal and relaxed atmosphere, perfect for enjoying all that the Keys have to offer. Plus, the inn’s location on a quiet canal puts guests just minutes from both the ocean and downtown Islamorada. Whether you’re looking for a romantic getaway or a fun-filled family vacation, Cottage is the perfect place to stay.

Islamorada Accommodation lists:

Table of contents

Anglers Reef Paradise Anglers Reef Getaway Villa Turtle Nest Estate By Florida Keys Luxury Rentals Paradise Beach Holiday Cottages in Islamorada Pineapple Beach By Florida Keys Luxury Rentals Midnight Runner By Florida Keys Luxury Rentals Executive Bay Club Condos Holiday Cottages in Islamorada with Private Pool Casa Koto Villa Waterfront Wonder Villa Bayfront Islamorada Villa With Secluded Beach!

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9.3
Excellent
25 Reviews

Anglers Reef Paradise

📍 110 Anglers Way 110

From 425$

Within 49 km from this 2-bedroom Anglers Reef Paradise Villa takes guests to Upper Matecumbe Key Island, while Michelle Nicole Lowe Art Gallery is around 10 minutes' ride away. The villa also has a fully-fitted kitchen with refrigerator, an oven and kitchenware.

The property is located in a residential area of Islamorada, not far from Windley Key Fossil Reef Geological State Park. It is 5 km from the centre of Islamorada. You can get to Lobster Trap Art Gift Shop and Gallery approximately a 10-minute drive away.

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8.9
Excellent
20 Reviews

Anglers Reef Getaway Villa

📍 135 Anglers Way

From 500$

This 2-bedroom Anglers Reef Getaway Villa is a 15-minute drive from Anne s Beach, and at 2.8 km distance from the 45-acre Founders Park. The property is a beachfront accommodation featuring a golf course, live performances and a swimming pool.

The villa is located in a residential area of Islamorada, not far from Windley Key Fossil Reef Geological State Park. The 2-bathroom villa is 5 km from the heart of Islamorada. This Islamorada accommodation is set in 10 minutes' ride from Rain Barrel Sculpture Gallery.

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Turtle Nest Estate By Florida Keys Luxury Rentals

From 2360$

The 4-bedroom Turtle Nest Estate By Florida Keys Luxury Rentals is set in Islamorada, approximately a 5-minute walk to Lower Matecumbe Key Island and at 3.2 km distance from Indian Key Historic State Park. The accommodation also features an equipped kitchen and amenities such as a microwave oven, a dishwasher and fridges.

This Islamorada villa provides swift access to private beaches. The Islamorada property is set about a 10-minute ride from San Pedro Underwater Archaeological Preserve State Park.

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Holiday Cottages in Islamorada

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Paradise Beach

From 439$

Located in Islamorada, the 3-bedroom Paradise Beach Villa measures 107 m² and can accommodate 8 guests. It takes in a 10-minute ride away from the Islamorada villa to Lower Matecumbe Key Island.

Craig Key Island lies within 2.7 km to the property. The beach is a few steps from the Islamorada accommodation. It is 650 metres from the beach.

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Pineapple Beach By Florida Keys Luxury Rentals

From 2950$

At the 5-bedroom Pineapple Beach By Florida Keys Luxury Rentals you'll be 2.4 km from Windley Key. Guests of the Islamorada villa can use a free car park and a private swimming pool.

The accommodation is situated in Islamorada, around 25 minutes' walk of Islamorada. The Islamorada property is set about a 25-minute stroll from Rain Barrel Village.

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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
Top Service Hotel 🛁 Anglers Reef Paradise
Best mid-range Hotel 🌴 Anglers Reef Getaway Villa
Hotel with a view 🔍 Turtle Nest Estate By Florida Keys Luxury Rentals

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Midnight Runner By Florida Keys Luxury Rentals

From 1686$

Situated 3.2 km to Windley Key in Islamorada, the 5-bedroom Midnight Runner By Florida Keys Luxury Rentals stands close to Our Place In Paradise. Guests, staying at this Islamorada villa, can use an equipped kitchenette area with a microwave oven, dishwasher and a fridge to prepare home-cooked meals.

Upper Keys lies within a 10-minute ride away from the accommodation. The Islamorada property is set approximately a 10-minute drive from Rain Barrel Village.

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Holiday Cottages in Islamorada with Private Pool

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9
Excellent
1 Reviews

Executive Bay Club Condos

From 150$

This 2-bedroom Executive Bay Club Condos is in 15 minutes' drive away from History of Diving Museum, and 3.8 km from Windley Key Fossil Reef Geological State Park. Offering free parking, a tennis court and an outdoor swimming pool, the villa is set in Islamorada.

Such major Islamorada sights including Rain Barrel Sculpture Gallery are also located nearby. Tavernier at Mile Marker 87 bus station can be reached within 10 minutes' walk from this 2-bathroom villa.

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Casa Koto Villa

From 991$

This 6-bedroom Casa Koto offers beachfront accommodation a 20-minute walk of Anne's Beach. The villa has an equipped kitchenette area provided with amenities, such as a microwave, dishwasher and a fridge for self-catering.

Lower Matecumbe Key Island lies 25 minutes by foot from the property. You can get to Craig Key Island 10 minutes by car. Islamorada at Mile Marker 74 bus stop is located 15 minutes away.

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Waterfront Wonder Villa

From 1009$

The 6-bedroom Waterfront Wonder is located in Islamorada, at 4.4 km distance from Craig Key Island as well as 1.6 km from Lower Matecumbe Key Island. Complimentary parking, an outdoor swimming pool and a patio are featured at the Islamorada villa.

The accommodation is set 10 minutes' ride from Indian Key Historic State Park. Islamorada at Mile Marker 74 bus station can be reached within 5 minutes' walk from this property.

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Luxury Holiday Cottages in Islamorada

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Bayfront Islamorada Villa With Secluded Beach!

📍 179 Venetian Way

From 220$

The 1-bedroom Bayfront Islamorada Villa With Secluded Beach! is 1.3 km to Rain Barrel Village and 2.2 km from Windley Key Fossil Reef Geological State Park. This Islamorada villa also features a fully equipped kitchen and amenities such as a microwave oven, fridges and kitchenware.

The accommodation is a property in Islamorada, not far from Crossland Gallery. The villa is set 15 minutes' stroll of Rain Barrel Sculpture Gallery.

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Lazie Hazie Villa

📍 87851 Old Highway M 43

From 265$

Lazie Hazie offers accommodation within 10 minutes' ride from Windley Key Fossil Reef Geological State Park, while Bluewater In The Keys is 25 minutes' walk away. This villa consists of 2 bedrooms and 2 bathrooms.

Serving American specialities, Marker 88 is just 500 metres away. You can get to Windley Key a 15-minute stroll away.

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8
Very good
1 Reviews

Executive Bay Islamorada By Sofla Vacations

📍 87200 Overseas Highway

From 228$

Boasting the location 3.2 km to the shallow Hen and Chickens Coral Reef, Executive Bay Islamorada By Sofla Vacations is also 600 metres from the 45-acre Founders Park. The villa is located in Islamorada and includes a tennis court, an outdoor swimming pool and a picnic area.

Such major Islamorada sights including Rain Barrel Village are also located nearby. You can get to History of Diving Museum within 7 km away. Tavernier at Mile Marker 87 bus station can be reached within 10 minutes' walk from this accommodation.

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Sun-Kissed Bliss Villa

📍 174 Sunset Dr

From 340$

With 3 bedrooms and 3 bathrooms, Sun-Kissed Bliss is set near Anne's Beach. While staying in this villa, guests are welcome to use a kitchen with a dishwasher, refrigerator and an oven for self-catering.

The property lies in a 10-minute drive from Craig Key Island and 3.1 km to Lower Matecumbe Key Island.

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Holiday Cottages in Islamorada FAQ
What are the best cheap villas in Islamorada?
Consider booking Casa Blanca @. Beach/Heated Pool. Kayak/Paddle To Sandbar. Best Restaurants for about 585US$ per night. It's set 2.5 km from Rain Barrel Sculpture Gallery.
What are the best cottages in Islamorada providing a pool?
According to original-cottages.com travel data, there are many deals offering a pool.
What are the best pet-friendly holiday houses in Islamorada?
If you're searching for a pet-friendly holiday homes, original-cottages.com offers 4 deals to consider.

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