Islamorada Vacation Rentals

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, $
Anglers Reef Paradise

9.6 / 10

(19 Reviews)

From 382$
Anglers Reef Getaway Villa

9.0 / 10

(14 Reviews)

From 450$
Beachfront Villa At Islamorada By The Glamhomes

1.0 / 10

(1 Reviews)

From 2840$
Executive Bay Islamorada By Sofla Vacations

7.7 / 10

(3 Reviews)

From 150$

If you're planning a trip to Islamorada in the United States, you might be considering where to stay during your visit. While hotels are a traditional choice, vacation rentals offer a unique and unforgettable experience. In this blog post, we will explore the reasons why you should choose vacation rentals when traveling to Islamorada.

Firstly, vacation rentals provide a sense of privacy and home-away-from-home comfort that hotels often lack. Instead of sharing a building with other guests, you can have an entire house or apartment all to yourself. This gives you the opportunity to fully relax and unwind, creating a more intimate and personalized experience.

Secondly, vacation rentals offer a greater range of amenities compared to hotels. Many rentals include fully-equipped kitchens, allowing you to cook your own meals and save money on dining out. Some rentals also provide extras such as private swimming pools, gardens, or access to breathtaking waterfront views. With these added features, vacation rentals allow you to make the most of your stay in Islamorada.

Additionally, vacation rentals are often situated in residential neighborhoods, providing a more authentic feel of the destination. By staying in a rental, you can truly immerse yourself in the local culture and lifestyle. This gives you the opportunity to explore the hidden gems of Islamorada that may not be as well-known to tourists, providing a more unique and memorable experience.

Lastly, vacation rentals are often more cost-effective than hotels, especially for larger groups or families. Rather than booking multiple rooms in a hotel, you can all stay together in one rental property. This not only reduces accommodation costs but also allows for more quality time spent together. Additionally, with the option to cook your own meals, you can save money on dining out for every meal, making vacation rentals an affordable choice.

In conclusion, vacation rentals offer a range of benefits that make them a fantastic choice when traveling to Islamorada. From the privacy and comfort to the added amenities and unique local experience, vacation rentals provide an unbeatable experience. Not only that, but they are often more cost-effective, making them a practical choice for any traveler. So, if you're planning a trip to Islamorada, consider the charm and convenience of a vacation rental for an unforgettable stay.

Best Islamorada Vacation Rentals

Table of contents

Anglers Reef Paradise Anglers Reef Getaway Villa Islamorada Modern Penthouse With Private Beach Beachfront Villa At Islamorada By The Glamhomes Vacation Rentals in Islamorada The Salty B Villa Executive Bay Islamorada By Sofla Vacations Casa Koto Villa Vacation Rentals in Islamorada, Florida with Pool Plaza Del Sol Villa Midnight Runner Villa Two White Turtles Villa

View all photos

9.6
Excellent
19 Reviews

Anglers Reef Paradise

📍 110 Anglers Way 110

From 382$

The 2-bedroom Anglers Reef Paradise Villa is located in a residential area, within a 6-minute stroll of Windley Key. Set close to Windley Key Fossil Reef Geological State Park, this Islamorada villa is within 7 km of Indian Key State Historic Site.

Check Availability

View all photos

9
Excellent
14 Reviews

Anglers Reef Getaway Villa

📍 135 Anglers Way

From 450$

The 2-bedroom Anglers Reef Getaway Villa is within a few steps of Windley Key Fossil Reef Geological State Park and Windley Key. The beachfront villa features a swimming pool on a patio.

Check Availability
Popular Vacation rentals destinations

View all photos

9
Excellent
1 Reviews

Islamorada Modern Penthouse With Private Beach

📍 80639 Old Highway

Upper Matecumbe Key Island is 1.8 km from Islamorada Modern Penthouse With Private Beach Villa, while FNX Club by Islamorada Fitness is within a 5-minute stroll of here. At the 3-bedroom villa complimentary private parking is available on site.

Check Availability

Vacation Rentals in Islamorada

View all photos

1
Good
1 Reviews

Beachfront Villa At Islamorada By The Glamhomes

📍 75761 Overseas Highway

From 2840$

About a 5-minute walk from Beachfront Villa At Islamorada By The Glamhomes takes guests to Lower Matecumbe Key Island, while San Pedro Underwater Archaeological Preserve State Park is 10 minutes away by car. This villa comes with 4 bedrooms and an equipped kitchen with a microwave, a refrigerator and a washing machine.

Check Availability

View all photos

The Salty B Villa

📍 147 Palermo

From 422$

The 2-bedroom Salty B Villa is only 1.2 km from Windley Key Fossil Reef Geological State Park, while History of Diving Museum is approximately a 10-minute drive away.

Check Availability

Hotels in Islamorada

Best Price Hotel 🤑 Anglers Reef Paradise
Most comfortable Hotel 🛏️ Anglers Reef Getaway Villa
Best reviews Hotel ❤️ Islamorada Modern Penthouse With Private Beach

View all photos

7.7
Very good
3 Reviews

Executive Bay Islamorada By Sofla Vacations

📍 87200 Overseas Highway

From 150$

The 8-room Executive Bay Islamorada By Sofla Vacations Villa is placed 500 metres from Windley Key and only a few minutes' walk away from Islamorada. This Islamorada villa features sea views and is provided with a fully equipped kitchen.

Check Availability

Vacation Rentals in Islamorada, Florida with Pool

View all photos

Casa Koto Villa

From 714$

The 6-bedroom Casa Koto Villa is situated a 10-minute drive from Craig Key Island in Islamorada and offers accommodation with an equipped kitchenette area. The beachfront villa offers 5 bathrooms, which come with a bidet, a bathtub and a walk-in shower.

Check Availability

View all photos

Plaza Del Sol Villa

From 326$

Plaza Del Sol Villa is located approximately 20 minutes' walk from Anne's Beach and at a 3.8 km distance from Craig Key Island. The 4-bedroom villa comprises 3 bathrooms offering a walk-in shower, a separate toilet and a bath.

Check Availability

View all photos

Midnight Runner Villa

📍 50 Schooner Bay Road

From 1807$

B&B Tavernier Cinema 5 is approximately 10 minutes' drive from Midnight Runner Villa, while Windley Key is at a 3 km distance from here.

Check Availability

Luxury Vacation Rentals in Islamorada, Florida

View all photos

Two White Turtles Villa

📍 176 Iroquois Dr.

From 143$

The 2-bedroom Two White Turtles Villa is 3 km from Craig Key Island, and Lower Matecumbe Key Island is 10 minutes away by car. This Islamorada villa offers 2 bathrooms, which come with a walk-in shower, a separate toilet and a bath.

Check Availability

View all photos

Palapa Paradise

Upper Matecumbe Key Island is within 7 km of Palapa Paradise Villa, while Windley Key Fossil Reef Geological State Park is within 15 minutes' walk of here. The 3-bedroom villa comprises 3 bathrooms offering a tub, a walk-in shower and a separate toilet.

Check Availability

View all photos

Island Palm Estate Villa

📍 82539 Old Highway

The 10-bedroom Island Palm Estate Villa is situated at a 2.4 km distance from Indian Key State Historic Site and about 15 minutes on foot from Michelle Nicole Lowe Art Gallery.

Check Availability

Cheap Vacation Rentals in Islamorada

View all photos

Waterfront Wonder Villa

📍 137 Sapodilla Drive

From 1020$

Boasting the location nearly a 15-minute walk from Lower Matecumbe Key Island, the 6-bedroom Waterfront Wonder Villa is also 2.1 km from Anne's Beach. The accommodation offers a Jacuzzi and an outdoor swimming pool.

Check Availability

View all photos

Casa Blanca @ Islamorada. Beach/Heated Pool. Kayak/Paddle To Sandbar. Best Restaurants

📍 115 Anglers Way

From 540$

Islamorada is 3 km from the 2-bedroom villa, while Upper Matecumbe Key Island is approximately 15 minutes by car from here. This beachfront property features garden views and is provided with an equipped kitchenette area.

Check Availability

View all photos

Sun-Kissed Bliss Villa

📍 174 Sunset Dr

From 272$

Boasting the location 3 km from Craig Key Island, the 3-bedroom Sun-Kissed Bliss Villa is also 10 minutes by car from Lower Matecumbe Key Island. The accommodation is fitted with 3 bathrooms with a separate toilet, a bath and a shower.

Check Availability

Pet-Friendly Vacation Rentals in Islamorada, Florida

View all photos

Turtle Nest Estate Villa

📍 75971 Overseas Highway

From 1941$

The 4-bedroom Turtle Nest Estate Villa offers accommodation nearly a 5-minute walk from Lower Matecumbe Key Island, while Indian Key Historic State Park is approximately 3.4 km away. A fully-fitted kitchen with a microwave oven, a refrigerator and a cooktop is included at the villa so that guests can cook for themselves.

Check Availability

View all photos

Islamorada Waterfront Oasis With Boat Dock!

From 231$

The 2-bedroom Islamorada Waterfront Oasis With Boat Dock! Villa is set in Islamorada, 2.9 km from Lower Matecumbe Key Island and 10 minutes by car from Craig Key Island. The villa comprises 2 bathrooms that offer a separate toilet and a shower.

Check Availability

View all photos

Paradise Beach

From 205$

The beachfront Paradise Beach Villa is set in Islamorada, within 2.7 km of Craig Key Island and approximately a 10-minute ride from Lower Matecumbe Key Island. This 3-bedroom villa comprises 3 bathrooms that offer a bathtub, a walk-in shower and a separate toilet.

Check Availability

Family Vacation Rentals in Islamorada

View all photos

Pineapple Beach

📍 130 Aregood Lane

From 3162$

Pineapple Beach Villa is located at a 4.5 km distance from Tavernier Towne II Shopping Center and about a 10-minute ride from the shallow Hen and Chickens Coral Reef. At the 5-bedroom villa a free private carpark is available on site.

Check Availability

Location