South Island holiday lettings

We found 852 holiday rentals — enter your dates for availability

Select from 121 houses, 802 flats and other holiday rentals to find the perfect place for your stay in South Island. Whether you're staying in a holiday rental with your children and pets or just with friends, you'll find the amenities that you need and want, such as parking and air conditioning. You'll be able to choose a property to rent for everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - South Island

Showing deals for:3 Oct - 10 Oct
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Why visit South Island

  • Stunning beaches: South Island boasts beautiful sandy shores, perfect for sunbathing and beach activities.
  • Family-friendly atmosphere: The island offers a welcoming environment with numerous outdoor activities suitable for families.
  • Outdoor adventures: Engage in a variety of pursuits, from water sports to exploring local parks and attractions.
  • Charming accommodation: A range of holiday rentals is available, catering to diverse preferences and budgets.
  • Warm local hospitality: Experience the friendly nature of the locals, enhancing your holiday experience.

Popular types of accommodation around South Island

Vrbo offers a fantastic selection of holiday rentals on the South Island, perfect for any type of traveller. Whether you're seeking a private vacation home, a stylish condo, or a luxurious villa, we have the ideal holiday accommodation to suit your needs. Explore our range of holiday apartments and discover the perfect base for your adventures on this stunning island.

  • Houses: The top choice for visitors seeking a home-away-from-home experience, ideal for families and groups wanting privacy and space during their stay in South Island.
  • Condos: A popular option offering a blend of comfort and convenience, these self-contained units provide amenities like pools and beachfront access.
  • Villas: Elegant and spacious, villas are perfect for those looking for a touch of luxury and relaxation in a tranquil setting.
  • Apartments: A practical choice for solo travellers or couples, offering essential amenities in a compact and convenient layout.
  • Cottages: Quaint and charming, cottages provide a cosy retreat, perfect for a romantic getaway or a peaceful break.**

Top attractions near South Island

South Island in Fort Myers Beach is perfect for a beach holiday or outdoor family getaway. Visitors can enjoy a variety of attractions, including stunning beaches, urban parks, and modern universities, all catering to those seeking outdoor activities and family-friendly experiences. With plenty to explore, South Island promises a memorable vacation filled with sun and adventure.

  • Bonita Springs Public Beach: A stunning stretch of sandy beach offering a quintessential coastal experience with vibrant beach vibes, perfect for sunbathing, swimming, and enjoying water sports.
  • Florida Gulf Coast University: A contemporary university set in a vibrant city atmosphere, featuring beautiful grounds and a variety of cultural and educational events.
  • Hertz Arena: A lively entertainment venue that hosts concerts, sporting events, and family-friendly shows, ensuring a fun-filled outing for all ages.

Things to do recommended for couples

For a romantic getaway in South Island, consider a fun round of mini-golf at Jungle Golf Ft. Myers or Smugglers Cove Adventure Golf, both a mere 3.7km away. For a unique experience, dive into adventure at Sanibel Sea School, located 5.0km away.

Things to do recommended for families

Families visiting South Island can engage in various fun activities such as sporting events at Lee Health Sports Complex, exploring the wellness vibes at Mound Key Archaeological State Park, and enjoying arcade adventures at Beach Bowl, all within a short drive from your accommodation.

Things to do recommended for groups

Experience the vibrant Coconut Point Mall for shopping and entertainment, explore the cultural offerings at Barbara B Mann Hall, or enjoy a round of golf at Raptor Bay Golf Club, all within a short drive from South Island.

Booking with Vrbo is simple

Looking to save on your next trip? Consider being flexible with your travel dates, as prices can fluctuate. Furthermore, extending your stay can often result in significant savings. To discover the ideal Vrbo property that suits your budget, make use of our filters to search by price, location, and type of holiday rental.

Where to stay near South Island

South Island in Fort Myers Beach offers a delightful escape with its family-friendly atmosphere and stunning beaches. Visitors can enjoy a variety of outdoor activities, from relaxing on the sandy shores to exploring nearby attractions. With numerous holiday rentals and charming homes to choose from, you'll find the perfect base for your adventures. Immerse yourself in the warm hospitality of the locals and discover why this destination is ideal for a budget-friendly getaway.

  • Fort Myers Beach: Located a mere 2.5km from South Island, Fort Myers Beach is a vibrant seaside city renowned for its stunning sandy shores and family-friendly atmosphere. Visitors flock here to soak up the sun, indulge in water sports, and explore the local dining scene. With an array of resorts and recreation centres, there's something for everyone. Major attractions include the picturesque beach, where families can enjoy a day of fun in the sun, and the lively shopping mall centre, perfect for picking up souvenirs and enjoying local cuisine.
  • Sanibel: Situated 5.0km from South Island, Sanibel is famous for its pristine beaches and charming, laid-back vibe. This idyllic island city is a haven for families seeking outdoor adventures, with numerous recreational areas and resort options available. The beaches here are particularly noted for their shelling opportunities, making it a unique experience for visitors. Explore the stunning natural landscapes and enjoy the local shopping mall centre, where boutique shops and delightful eateries await.
  • Bonita Springs: Just 5.6km from South Island, Bonita Springs offers a delightful mix of beach relaxation and outdoor activities. This city is perfect for families looking to enjoy the sun, with excellent recreational centres and resorts available for all ages. You can also indulge in a round of golf at some of the area's top courses. The proximity to beautiful beaches and family-friendly attractions makes Bonita Springs an appealing destination for a memorable vacation.

Best time to go to South Island

If you're planning a trip to South Island, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from January to March, while off-peak times, like August to October tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January64.8°F (18.2°C)No Rain (Dry)Mostly SunnyHighAverage
February67.3°F (19.6°C)No Rain (Dry)SunnyHighAverage
March69.8°F (21.0°C)No Rain (Dry)SunnyHighSlightly High
April74.8°F (23.8°C)Light RainMostly SunnyAverageSlightly High
May78.6°F (25.9°C)Light RainMostly SunnyAverageAverage
June82.0°F (27.8°C)Moderate RainMostly SunnyAverageAverage
July83.5°F (28.6°C)Moderate RainMostly SunnyAverageAverage
August83.7°F (28.7°C)Moderate RainMostly SunnyLowSlightly Low
September82.2°F (27.9°C)Moderate RainMostly SunnyLowSlightly Low
October78.4°F (25.8°C)Light RainMostly SunnyLowSlightly Low
November72.5°F (22.5°C)No Rain (Dry)Mostly SunnyAverageAverage
December68.5°F (20.3°C)No Rain (Dry)Mostly SunnyAverageSlightly High

What do I need to keep in mind when booking a vacation around South Island

When travelling with a group, your family, pets, or if you're considering an extended stay, it’s important to apply the appropriate filters to match your priorities. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to South Island with a group: Think about how many bedrooms you require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily refine your search for all these options and more on Vrbo.
  • Traveling to South Island with young kids: Travelling with young children can present its own set of challenges. It's important to prioritise their comfort and safety, along with ensuring access to age-appropriate facilities, such as a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to South Island: For many, a family holiday wouldn’t be the same without their furry companion. If that resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting South Island: If you're in search of holiday rentals with special offers for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don't forget to include amenities like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a helpful platform for arranging your travel plans, allowing you to create new trips, resume from where you last stopped, or manage your itineraries with ease. You can easily find your saved or booked properties sorted into categories such as Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of holiday rental accommodation in South Island?
The most in-demand types of holiday rentals in South Island are condos. Want something different? Vrbo has a variety of options to match the diverse needs of our guests, so you'll see holiday homes in loads of sizes and shapes. The ideal home away from home is waiting for you --- discover yours today.
How much does it cost to rent a holiday rental in South Island?
The average price for a holiday home in South Island is based on several factors, like time of year, length of stay and property type. Whether you prefer a sprawling house with room for friends and family or a comfy cabin for you and your other half, just add your travel dates to see stays with unbeatable value.
How much does it cost to rent a beach house in South Island?
Prices for beach houses in South Island may vary depending on the style and size of the property and when you plan to travel. Simply enter your travel dates into Vrbo and how many guests to see your rental options and prices. From there you can use the filters to narrow down your search by ratings, nearby activities, amenities and more.
What are popular rental amenities in South Island?
When it comes to rental amenities that people prefer in South Island, nearby museums, a barbecue grill and a fireplace are the most popular. With Vrbo holiday rentals, you'll find options to fit your taste and style, whether you're going on a holiday with your partner, your family or even pets.
Can I find two-bedroom holiday rentals in South Island?
South Island has 285 two-bedroom holiday rentals for you to select from. Experience a holiday home with all the comfort and privacy you want at a fantastic price on Vrbo.
Are there holiday rentals with WiFi in South Island?
You can pick from 259 holiday rentals with WiFi in South Island. If you want to disconnect from the world on your trip, but still want to be connected to the internet, these properties are for you. Narrow your search by applying the WiFi filter on Vrbo.
How old do you have to be to rent a holiday rental in South Island?
The minimum age is usually 16, 18 or 21. It can differ between properties on Vrbo, so check the rules of your preferred South Island holiday rental before booking your trip.
How long can I rent a holiday rental in South Island for?
The amount of time you can stay in a South Island holiday home for is up to each property. Simply enter your preferred travel dates to view options offering extended stays. They feature all you need to make your extended break more comfortable such as kitchens and yards. Some Vrbo holiday properties may also offer discounted weekly or monthly prices, so you can stay even longer for less.

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