Islamorada Vacation Rentals

Larisa Christos
5 months ago

Are you in a hurry?

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

Name of hotel Accommodation Rating Price, $
Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable

10.0 / 10

(1 Reviews)

From 484$
Anglers Reef Getaway Villa

0.9 / 10

(14 Reviews)

From 450$
Anglers Reef Vacation Rental

9.7 / 10

(3 Reviews)

From 365$

**Why Choose Vacation Rentals When Traveling to Islamorada in the United States**

When planning a business trip to the picturesque island of Islamorada, nestled in the heart of the Florida Keys, the accommodation choice can significantly impact your overall experience. While hotels certainly provide a range of services, vacation rentals offer unique advantages that cater specifically to the needs of business travelers. With more space, private amenities, and a homey atmosphere, opting for a vacation rental can enhance both productivity and relaxation during your stay.

One of the most enticing aspects of vacation rentals is the flexibility and freedom they offer. Business travelers often find themselves juggling hectic schedules filled with meetings and networking events. Instead of being confined to a traditional hotel room, vacation rentals provide options such as full kitchens, living areas, and even outdoor spaces. Imagine winding down after a day of meetings in a comfortable living room, enjoying a home-cooked meal, and catching up on emails in a peaceful environment. Such comforts can help maintain a work-life balance, allowing you to recharge effectively between commitments.

Additionally, vacation rentals often come equipped with amenities that cater specifically to the needs of business travelers. High-speed internet, dedicated workspaces, and a variety of spaces that can be used for impromptu meetings make these rentals practical choices. Furthermore, many rental properties are strategically located near key business venues or offer easy access to transportation, further streamlining your travel experience. Working from a serene location away from the hustle and bustle of a hotel can also promote creativity and focus, fostering a conducive environment for business discussions or strategic planning.

Lastly, choosing a vacation rental can provide an authentic local experience that a standard hotel may lack. In Islamorada, you can immerse yourself in the local culture, exploring nearby cafes, restaurants, and attractions that reflect the island's unique charm. This enriched experience can be invaluable during business trips, offering networking opportunities and genuine connections with locals. So, as you plan your next visit to Islamorada, consider the myriad advantages of vacation rentals—they might just be the perfect fit for your business travel needs.

Islamorada Luxury Vacation Rentals

Table of contents

Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location Off The Charts-Waterfront Tiki Bar & Private Dock Villa Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Anglers Reef Getaway Villa Cheap Vacation Rentals in Islamorada Florida Anglers Reef Vacation Rental Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location Castaway Island Vacation Bungalow Pet Friendly Vacation Rentals Islamorada Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location Turtle Nest Estate Villa

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Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location

📍 84 Johnston Ave Unit #2

From 249$

The 3-bedroom Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa is located only 6 minutes' walk from Florida Keys History and Discovery Center and provides guests with a spa centre, a play area, and a garden to ensure a memorable stay. Offering a swimming pool, this Islamorada villa invites guests to visit Hurricane Monument, located merely 1.2 km away.

The accommodation is in proximity to Elena Madden Studio Gallery and gives easy access to Lobster Trap Art Gift Shop and Gallery, which is just 9 minutes' walk away. Michelle Nicole Lowe Art Gallery is situated merely 1 km away.

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Off The Charts-Waterfront Tiki Bar & Private Dock Villa

📍 110 Madeira Road

Nestled a 17-minute walk from Gallery Morada, Off The Charts-Waterfront Tiki Bar & Private Dock Villa Islamorada entices guests to explore various tourist destinations nearby.

Florida Keys History and Discovery Center is in proximity to the 2-bedroom villa, while Hurricane Monument is 1.1 km away. Lobster Trap Art Gift Shop and Gallery is also situated 5 minutes' walk away.

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Cheap Vacation Rentals in Islamorada Florida

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10
Excellent
1 Reviews

Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable

📍 84 Johnston Ave Unit #3

From 484$

Staying at the 3-bedroom Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada villa, guests can visit History of Diving Museum, which is only 1.5 km away.

The Islamorada villa is situated merely 6 minutes on foot from Florida Keys History and Discovery Center and 750 m from Lobster Trap Art Gift Shop and Gallery. Lignumvitae Key Botanical State Park can be found not far from the accommodation, and Hurricane Monument is only 1.2 km away.

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0.9
Good
14 Reviews

Anglers Reef Getaway Villa

📍 135 Anglers Way

From 450$

The 2-bedroom Anglers Reef Getaway Villa Islamorada is located approximately 500 metres from Windley Key Island and features a swimming pool and a terrace for a relaxing stay. Located within a 6-km distance of Florida Keys History and Discovery Center, the beachfront villa features snorkelling and squash.

This accommodation is nestled in a residential area of Islamorada, fairly close to Windley Key Fossil Reef Geological State Park. Anglers Reef Getaway Villa is within 25 minutes' walk of Rain Barrel Sculpture Gallery, and Lobster Trap Art Gift Shop and Gallery is about a 15-minute ride away.

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Pet Friendly Vacation Rentals Islamorada

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9.7
Excellent
3 Reviews

Anglers Reef Vacation Rental

📍 109 Anglers Way

From 365$

Situated only 5 minutes' walk from Windley Key Fossil Reef Geological State Park, the 3-bedroom Anglers Reef Vacation Rental Islamorada villa offers guests to relax by a private pool. This accommodation features opportunities for canoeing, cycling, and fishing in the area, about 6 km from Michelle Nicole Lowe Art Gallery.

The villa is just a few steps from Rain Barrel Sculpture Gallery, while Windley Key is a mere 6 minutes' walk away. Islamorada is 2.6 km away.

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Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location

📍 84 Johnston Ave Unit #5

From 660$

The 3-bedroom Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa offers swift access to various city sites, such as Florida Keys History and Discovery Center, situated merely a 6-minute walk away.

Island Community Church is just 1.9 km from this Islamorada villa, and Cheeca Rocks is 2.2 km away. The accommodation is also not far from Lobster Trap Art Gift Shop and Gallery. Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location villa is approximately 15 minutes' walk from Hurricane Monument.

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Islamorada Vacation Rentals Oceanfront

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Castaway Island Vacation Bungalow

📍 76777 Overseas Highway

From 683$

Featuring a swimming pool for guests' relaxation, the 1-bedroom Castaway Island Vacation Bungalow Islamorada is located within easy reach of Lower Matecumbe Key Island. Featuring garden views, the Islamorada villa invites guests to visit Indian Key Historic State Park, located approximately a 5-minute drive away.

The accommodation is situated 2.3 km from Lignumvitae Key Botanical State Park.

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Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location

📍 84 Johnston Avenue Unit #4

From 1360$

Situated around 20 minutes' walk from History of Diving Museum, the 3-bedroom Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa offers guests to enjoy a spa centre, a play area, and a garden.

The accommodation is located 750 m from Lobster Trap Art Gift Shop and Gallery, as well as a short way from Portside Studio & Gallery. This Islamorada villa is merely 1.2 km from Hurricane Monument, and merely a 6-minute stroll from Florida Keys History and Discovery Center.

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Islamorada Vacation Rentals with Private Pool

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Turtle Nest Estate Villa

📍 75971 Overseas Highway

From 1941$

Located approximately a 10-minute walk from Lower Matecumbe Key Island, Turtle Nest Estate Villa Islamorada offers quick access to various city attractions in the vicinity. Featuring a Jacuzzi, the 4-bedroom beachfront villa is 3.5 km from Indian Key Historic State Park.

Anne's Beach is situated about 15 minutes' drive away.

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Location