Discover Your Perfect South Island Vacation Homes

South Island Pet Friendly Vacation Rentals

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South Island Large Vacation Homes

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Why Choose Rent By Owner for your South Island Vacation Rental Homes?

What makes our Vacation Rentals 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 South Island Vacation Rentals

Where are the best neighborhoods to stay in South Island?

When planning your stay in South Island, Fort Myers Beach, Florida, choosing the right neighborhood can enhance your vacation experience. This area offers a variety of neighborhoods that cater to different preferences, whether you're seeking a lively atmosphere or a peaceful retreat. Exploring these distinct communities allows you to find the perfect setting for your next getaway. With reliable and seamless booking options, you can easily secure vacation rentals in South Island that match your desired style and vibe, ensuring a memorable stay in this beautiful Floridian locale.

Mid Island

This area offers a tranquil setting where you can enjoy close proximity to the Gulf of Mexico, making it ideal for relaxing by the water. Here, you’ll find comfortable vacation rentals that provide easy access to the area's serene beaches and local amenities.

View 537+ Rentals in Mid Island

Laguna Shores

Situated along the scenic shoreline, this neighborhood is perfect for those seeking a peaceful retreat with picturesque views. The region features a variety of vacation rentals that blend comfort and convenience, allowing you to fully enjoy the natural beauty of the area.

View 2053+ Rentals in Laguna Shores

Best Times to Visit South Island

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit this destination ensures you enjoy its beautiful weather and lively atmosphere, making your stay in South Island, Fort Myers Beach, Florida, USA, truly memorable.

Peak Season Highlights

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Winter (December to February)

During the winter months, this destination experiences its peak season when travelers flock here for sunny weather and warm temperatures, making it ideal for enjoying outdoor activities and beach days.

Average Temperature Daytime: 75-80°F - Nighttime: 55-65°F
spring
Spring Break (March to April)

Spring break marks a bustling period with visitors seeking a lively atmosphere and perfect beach conditions, ensuring your stay coincides with the area's most vibrant time of year.

Average Temperature Daytime: 78-85°F - Nighttime: 58-68°F

Off-Season Highlights

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Summer (June to August)

The summer months see a slight dip in visitor numbers, providing a more relaxed experience while still enjoying warm weather and water activities that define this region.

Average Temperature Daytime: 85-90°F - Nighttime: 70-75°F
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Fall (September to November)

Autumn offers quieter beaches and less crowded accommodations, making it an ideal time to explore the area in a more peaceful setting with mild temperatures.

Average Temperature Daytime: 78-82°F - Nighttime: 60-68°F

Weekly Weather Forecast for South Island

How to Book Your South Island Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. 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 South Island

More Top-Rated Vacation Rentals in South Island Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals 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 a private outdoor swimming pool perfect for relaxing under the sun.
  • Take advantage of spacious patios or decks ideal for outdoor dining and entertaining.
  • Experience direct access to scenic beaches, just steps from your rental.
  • Make use of well-maintained barbecue grills for outdoor cooking with family and friends.
  • Relax in lush, tropical landscaping that offers privacy and a tranquil atmosphere.
  • Utilize outdoor showers to rinse off after a day at the beach or pool.
  • Benefit from shaded lounge areas designed for unwinding while enjoying the coastal breezes.

Top Attractions Around South Island

What attractions are nearby?

Here, you can explore a variety of outdoor activities, water sports, and local attractions just moments from your vacation rental, making the most of your visit to this vibrant destination on the Gulf Coast.

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Family Activities

  • Beach Days at Fort Myers Beach: Enjoy sunbathing, swimming, and building sandcastles along the pristine shores of the area’s famous beach.
  • Snorkeling and Shell Collecting: Explore the calm waters to discover vibrant marine life and collect unique shells, making it a perfect family activity.
  • Visit Gulf Coast Point Park: Spend quality time outdoors by picnicking, playing in the playgrounds, or simply relaxing with scenic views of the water.
  • Take a Dolphin Watching Tour: Embark on a guided boat tour to see playful dolphins and enjoy the scenic beauty that surrounds this popular destination.
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Adult Activities

  • Sunset Dolphin Watching Tours: Embark on a guided boat tour to see playful dolphins and enjoy breathtaking sunsets over the Gulf of Mexico.
  • Beachfront Water Sports: Experience kayaking, paddleboarding, or jet skiing along the pristine sands that make this destination's coast so appealing.
  • Fishing Charters: Join a local fishing charter to try your luck at catching redfish, snook, or tarpon in the abundant waters nearby.
  • Relaxing Beach Days: Spend your days lounging on soft sandy beaches while soaking up the warm Florida sunshine, perfect for unwinding from daily stresses.

Other Places to Stay in South Island, FL

Santini Marina Shopping Plaza
Santini Marina Shopping Plaza Vacation Rentals
Laguna Shores
Laguna Shores Vacation Rentals
More Places to Stay Near South Island

South Island Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local beaches: Make the most of your stay by visiting nearby beaches for sunbathing, swimming, and water sports to fully embrace this coastal destination.
  • Enjoy water-based activities: Take advantage of boat tours, kayaking, or paddleboarding offered in the area to experience the region’s vibrant marine life and scenic views.
  • Visit popular eateries and markets: Savor fresh seafood and local flavors at nearby restaurants or explore farmers' markets to immerse yourself in the regional cuisine.
  • Plan outdoor adventures: Discover parks, nature preserves, or scenic drives around the region to connect with its natural beauty during your getaway.

Transportation Options

  • Rental Cars: You can easily rent a car here to explore the region at your own pace and enjoy the scenic drives along the coast.
  • Public Transit: Buses provide an affordable and convenient way to navigate around the area without the need for a private vehicle.
  • Taxi Services: Taxis offer quick and reliable transportation options for short trips within this popular destination.
  • Bike Rentals: Cycling is a scenic and eco-friendly choice, with bike rentals available for exploring the beautiful surroundings comfortably.

Local Customs Options

  • Beach Etiquette: Respect the local customs by maintaining a polite demeanor and adhering to designated swimming areas along the beachfront.
  • Sunset Celebrations: Join in community gatherings that celebrate the area's vibrant sunset traditions, fostering a sense of connection with locals and fellow visitors.
  • Wildlife Preservation: Follow guidelines for protecting native wildlife, especially when exploring coastal habitats and protected natural areas here.
  • Respect for Local Art and Culture: Support local artisans and cultural expressions by engaging respectfully with public art displays and participating in community events that showcase the region’s vibrant artistic scene.

Frequently Asked Questions About South Island?

1. What are the top vacation rentals in South Island?

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

2. How many vacation rentals have private pools in South Island?

There are 207 vacation rentals with private pools near South Island. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in South Island are best for families?

If you are looking for a family-friendly vacation home in South Island, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in South Island:

4. How many Rentbyowner vacation rentals are available in South Island?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 1358 in the South Island area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in South Island. 

5. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary by property, so it’s best to review the specific listing details and contact the property owner directly to understand your options for cancellations or modifications.

6. Are there any additional fees or charges I should be aware of when booking a vacation rental here?

Additional fees such as cleaning fees, service charges, or security deposits are typically specified within each listing. To get the full fee breakdown, please consult the property's detailed description or reach out to the owner.

7. How do I secure my reservation for a vacation rental on this destination?

Reservations are generally secured through the online booking system provided by the platform. Confirm availability and follow the instructions to complete your booking, or contact the owner directly if you need assistance.

8. What amenities are included with the vacation rentals in this part of Florida?

Most listings specify their available amenities, which may include Wi-Fi, parking, pools, or kitchen facilities. For exact details, review the individual property listing or contact the owner for clarification.

9. Is there a minimum stay requirement for booking a vacation rental in this region?

Minimum stay requirements vary depending on the property and time of year. Check the specific listing details or contact the owner to confirm the length of stay needed for your dates.

South Island Top Rated Vacation Rentals

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