Discover Your Perfect Islamorada Villa

Islamorada Villa

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Why Choose Rent By Owner for your Islamorada Villa?

What makes our Villa special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Popular Areas for Islamorada Villa

Where are the best neighborhoods to stay in Islamorada?

When visiting Islamorada, Florida, you’ll find that the neighborhoods along the waterfront offer a peaceful retreat with stunning views and easy access to outdoor activities. For a more lively atmosphere, consider staying in areas near local dining and entertainment options, where you can enjoy the vibrant coastal vibe. No matter which neighborhood you choose, you'll experience the laid-back charm and natural beauty that make Islamorada a perfect destination for your next getaway.

Coral Cove

This beachfront neighborhood offers serene surroundings and easy access to the water, making it an ideal spot for those seeking tranquility and scenic views. Here, you can enjoy a peaceful retreat while being close to popular attractions.

View 636+ Rentals in Coral Cove

Lower Matecumbe Beach

Known for its beautiful shoreline and relaxed atmosphere, this area is perfect for sunbathing and beach walks. Visitors often choose here for a laid-back getaway with convenient access to local amenities.

View 26+ Rentals in Lower Matecumbe Beach

White Marlin Beach

This charming neighborhood features pristine beaches and superb fishing opportunities, attracting enthusiasts and vacationers alike. It provides a quiet setting with close proximity to the region’s vibrant marine life.

View 338+ Rentals in White Marlin Beach

Venetian Shores

Offering waterfront properties and stunning sunset views, Venetian Shores is favored by those who appreciate boating and water sports. The area combines natural beauty with easy access to local dining and entertainment.

View 48+ Rentals in Venetian Shores

Plantation by the Sea

This gated community provides a luxurious and secure environment, perfect for families and travelers seeking comfort. Its proximity to the water enhances the overall relaxing experience.

View 717+ Rentals in Plantation by the Sea

Bonefish Bay

Famous for excellent fishing and tranquil waters, Bonefish Bay attracts anglers and nature lovers alike. Staying here means enjoying both outdoor pursuits and serene coastal scenery.

View 340+ Rentals in Bonefish Bay

Plantation Lake Estates

This upscale neighborhood features spacious villas amid lush landscapes and lakes, ideal for those seeking privacy and a touch of elegance. It offers quick access to water activities and outdoor recreation.

View 709+ Rentals in Plantation Lake Estates

Seabreeze Trailer Park

Providing budget-friendly options, this area caters to travelers looking for a casual stay near the water. Its convenient location makes exploring the surrounding region simple and enjoyable.

View 805+ Rentals in Seabreeze Trailer Park

Best Times to Visit Islamorada

When should you plan your Villa stay?

To make the most of your stay in this destination, consider visiting during the shoulder seasons when the region experiences fewer crowds and more pleasant weather, ensuring a relaxing and enjoyable vacation in Islamorada that aligns perfectly with your ideal getaway plans.

Peak Season Highlights

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Winter (December to February)

During the winter months, you'll experience warm days perfect for enjoying outdoor activities and relaxing by the water in Islamorada. This peak season offers ideal weather conditions for exploring the area's natural beauty.

Average Temperature Daytime: 75-80°F - Nighttime: 65-70°F
spring
Spring (March to May)

Spring is when this destination truly comes alive with pleasant temperatures and vibrant surroundings, making it a popular time for visitors seeking outdoor adventures and boating excursions.

Average Temperature Daytime: 78-85°F - Nighttime: 68-73°F

Off-Season Highlights

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Summer (June to August)

While summer in this region can be hot, it remains a quieter period where you can find secluded villas and enjoy lower rates before the peak fall season begins.

Average Temperature Daytime: 88-92°F - Nighttime: 75-80°F
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Fall (September to November)

Early fall offers a tranquil escape with fewer crowds, allowing you to indulge in peaceful leisure and scenic views while benefiting from more flexible booking options.

Average Temperature Daytime: 82-86°F - Nighttime: 70-75°F

Weekly Weather Forecast for Islamorada

How to Book Your Islamorada Villa

What's our booking process?

Our platform allows you to browse a curated selection of villa. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Islamorada

More Top-Rated Villa in Islamorada Area

Common Villa Amenities

What amenities can you expect?

Our Villa are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy private outdoor pools to relax under the sun in this tropical destination.
  • Take advantage of outdoor grilling areas for convenient and delicious meals al fresco.
  • Relax on spacious patios or decks with comfortable outdoor furniture, perfect for soaking up the coastal atmosphere.
  • Benefit from direct access to waterfronts or docks for boating, fishing, and other water activities.
  • Make the most of lush landscaped gardens or yards that provide privacy and serenity.
  • Utilize shaded outdoor dining spaces to enjoy meals while taking in local scenery.
  • Explore nearby outdoor sports facilities such as tennis courts or basketball courts available on some properties.

Top Attractions Around Islamorada

What attractions are nearby?

Here, you can enjoy a variety of outdoor activities such as fishing, snorkeling, and kayaking, all just moments from your villa’s doorstep, offering the perfect opportunity to explore the natural beauty and vibrant marine life of Islamorada, Florida.

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Family Activities

  • Snorkeling and Marine Tours: Explore vibrant coral reefs and observe marine life on guided snorkeling excursions suitable for all ages in this coastal destination.
  • Fishing Charters: Enjoy a family-friendly fishing trip where you can try your hand at casting and learn about the region’s renowned sportfishing opportunities.
  • Visit to the History of Diving Museum: Discover fascinating exhibits about underwater exploration, perfect for engaging young minds and history buffs alike.
  • Pelican Harbor Marina Adventures: Take part in boat rentals and water sports that offer fun-filled experiences tailored for families seeking adventure on the water.
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Adult Activities

  • Deep-sea fishing excursions: Experience the thrill of deep-sea fishing in the region's renowned waters, perfect for adults seeking a memorable adventure.
  • Scenic sunset cruises: Relax aboard a boat and enjoy breathtaking sunset views over the horizon, ideal for unwinding after a day of exploring.
  • Golfing at top courses: Play on some of Florida’s most sought-after golf courses within this destination, offering a blend of challenge and stunning scenery.
  • Art galleries and cultural tours: Discover local art and culture through curated gallery visits and engaging tours that showcase the area's creative spirit.

Other Places to Stay in Islamorada, FL

History of Diving Museum
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Windley Key Fossil Reef Geological State Park
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Seabreeze Trailer Park
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Upper Matecumbe Key
Explore 793 Properties
Theater of the Sea
Explore 791 Properties
Matecumbe United Methodist Church
Explore 778 Properties
Plantation by the Sea
Explore 717 Properties
Coral Cove
Explore 636 Properties
White Marlin Beach
Explore 338 Properties
Toll Gate Shores
Explore 327 Properties
Venetian Shores
Explore 48 Properties
Lower Matecumbe Beach
Explore 26 Properties
More Places to Stay Near Islamorada

Islamorada Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Activities in Advance: Explore the local fishing, boating, and water sports opportunities to fully enjoy your time here while ensuring your schedule complements your villa stay.
  • Choose a Prime Location: Opt for accommodations close to the area's most popular beaches and waterfront attractions to maximize leisure and minimize travel time.
  • Experience Local Cuisine: Savor fresh seafood by dining at renowned restaurants nearby or arrange for personalized in-villa catering to indulge in regional flavors.
  • Connect with Nature: Take advantage of the region's natural beauty by planning outdoor excursions such as kayaking or snorkeling directly from your villa’s doorstep.

Transportation Options

  • Car Rentals: Renting a car here offers the flexibility to explore the area at your own pace and access nearby attractions with ease.
  • Taxi Services: Taxis provide convenient transportation for short trips within this destination without the need for parking or navigation concerns.
  • Ride-Sharing Apps: Popular services like rideshare apps are available for quick, reliable transportation throughout the region, making your stay more comfortable.
  • Public Transportation: Local bus systems serve key points around the destination, providing an affordable way to get around during your visit.

Local Customs Options

  • Respect for Religious Practices: Visitors often observe local customs such as modest attire and respectful behavior during prayers at mosques or Islamic gatherings in the area.
  • Celebration of Islamic Festivals: Significant festivals like Eid al-Fitr and Eid al-Adha are celebrated with community prayers and festive meals, reflecting the region's vibrant cultural traditions.
  • Halal Dietary Guidelines: Many eateries and markets cater to halal dietary standards, ensuring that residents and visitors alike can enjoy cuisine aligned with Islamic principles.
  • Community and Charitable Activities: Acts of charity and community support are emphasized, with local initiatives encouraging the sharing of resources and compassion among neighbors here.

Frequently Asked Questions About Islamorada Rental Villas

1. What are the top Villas in Islamorada?

There are a lot of options in Islamorada. If you plan on staying in the Islamorada area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Villas in Islamorada:

2. How many Villas are available in Islamorada?

Currently, the total number of properties listed by RBO in 2026 is over 102 in the Islamorada area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Villas in Islamorada. 

3. What is the cancellation policy for villas in this area?

The cancellation policy varies depending on the specific villa you select. It is recommended to review the cancellation terms listed on the property’s page or contact the owner directly for detailed information.

4. Are there any specific check-in and check-out times for the villas?

Check-in and check-out times are set by each individual property. Details can be found on the listing, or you can reach out to the owner to confirm your arrival and departure schedule.

5. How do I secure my reservation and what payment methods are accepted?

Reservations are typically secured through the booking process outlined in the listing, with payments made via the platform’s supported methods. For specific payment options or to clarify reservation procedures, contact the property owner.

6. What amenities are included with the villas in this destination?

Amenities vary by property but often include features such as a fully equipped kitchen, Wi-Fi, air conditioning, and private outdoor spaces. To see what’s available at your chosen villa, refer to the listing details or inquire with the owner.

7. Is there a minimum stay requirement for booking a villa here?

Minimum stay requirements depend on the individual property and season. For accurate information, please review the booking policies on the property listing or contact the owner directly.

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More Top-Rated Villa in Islamorada Area