South Island vacation rentals

We found 1,043 vacation rentals — enter your dates for availability

Select from 128 houses, 933 condos, and other vacation rentals to find the perfect place for your stay in South Island. Whether you're staying in a vacation rental with your kids and pets or just with friends, you'll find the amenities you need and want, such as WiFi and cable TV. You'll be sure to find a rental to meet everyone's needs, including places that are non-smoking or accessible.

Vacation rentals with weekly discounts - South Island

Showing deals for:Feb 27 - Mar 6

Image gallery for Fort Myers Beach front Condo with amazing view of Gulf

Outdoor dining
9.4 out of 10, Exceptional, (23 reviews)
Exceptional
(23 reviews)

Fort Myers Beach front Condo with amazing view of Gulf

Fort Myers Beach, FL

5% off
Price is CA $335
CA $3,218 total
includes taxes & fees
Fort Myers Beach front Condo with amazing view of Gulf

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Find out more about South Island

Why visit South Island

  1. Stunning Beaches: South Island boasts beautiful public beaches perfect for sunbathing and swimming, making it an ideal spot for relaxation.
  2. Family-Friendly Activities: Enjoy a variety of outdoor activities suitable for all ages, ensuring a memorable family vacation.
  3. Charming Excursions: Explore the nearby Fort Myers area, known for its friendly locals and delightful attractions.
  4. Diverse Accommodation Options: From cozy condos to luxurious villas, find the perfect vacation rental that suits your needs.
  5. Budget-Friendly Paradise: Experience a fantastic beach getaway without breaking the bank, perfect for families and groups.

Popular types of accommodation around South Island

Planning a getaway to South Island? Discover the ideal vacation rental that suits your needs! From houses to luxurious villas and cozy condos, you'll find a variety of options. Enjoy beach access, stunning beachfront views, refreshing outdoor showers, and inviting outdoor seating. Whether you prefer a charming waterfront resort or a secluded retreat, South Island has the perfect accommodation for a memorable stay.

  • Houses: These are the top choice for visitors seeking a spacious and comfortable stay, ideal for families or groups enjoying a getaway together in South Island.
  • Condos: A popular option for those desiring a blend of convenience and luxury, offering stunning views and amenities in the heart of South Island.
  • Villas: For a touch of elegance, villas provide upscale accommodations with ample space and beautiful surroundings.
  • Apartments: A practical choice for solo travellers or couples, apartments offer a home-like atmosphere and essential amenities.
  • Cottages: These charming retreats provide a cozy, rustic vibe, perfect for a peaceful escape in South Island.**

Top attractions around South Island

South Island, Fort Myers Beach, is perfect for a family vacation filled with beach and outdoor activities. Visitors can enjoy a variety of attractions, including public beaches, urban parks, and modern universities. Exploring Fort Myers and choosing from a selection of beachfront rentals will enhance your beach vacation experience, making it ideal for those seeking relaxation and adventure in a beautiful setting.

  1. Bonita Springs Public Beach: A stunning beach located 8.0km from South Island, Bonita Springs Public Beach offers a relaxing atmosphere with soft sands and picturesque views, perfect for soaking up the sun and enjoying beach vibes.
  2. Florida Gulf Coast University: Situated 14.5km from South Island, this modern university features vibrant city vibes, featuring beautiful architecture and a lively campus, ideal for a leisurely stroll.
  3. Hertz Arena: Located 12.9km from South Island, Hertz Arena is a family-friendly entertainment venue, hosting a variety of events, from concerts to sports, creating an exciting atmosphere for all ages.

Things to do recommended for couples

For a romantic getaway on South Island, try Jungle Golf Ft. Myers or Smugglers Cove Adventure Golf for fun mini-golf experiences, both 9.7km away. Alternatively, explore underwater adventures at Sanibel Sea School, located 12.9km from your base. Enjoy the thrill together!

Things to do recommended for families

Families visiting South Island can enjoy a day at the Lee Health Sports Complex for some energetic fun, explore the tranquil Mound Key Archaeological State Park for wellness, and relax at the Bay Oaks Recreation Center, perfect for kids and parents alike.

Things to do recommended for groups

During your group vacation at South Island, explore the vibrant Coconut Point Mall for shopping, enjoy a captivating performance at Barbara B Mann Hall, and unwind with a round of golf at Raptor Bay Golf Club, all within a short drive from your accommodation.

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

If you're planning a trip with a group, family, or pets, or if you're seeking longer accommodations, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips for you.

  • Traveling to South Island with a group: Think about how many bedrooms you'll require, as well as amenities like a complete kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and many more on Vrbo.
  • Traveling to South Island with young kids: Traveling with young children can present its challenges. It’s important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, considering your closeness to family-friendly attractions is a wise choice.
  • Taking your pets with you to South Island: For many families, a vacation isn’t truly fulfilling without their furry companion by their side. If you can relate, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer 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 vacation rentals offering discounts 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 rental options. Don't forget to include amenities like a parking space, a well-equipped kitchen, or even a private pool in your search criteria.

Where to stay around South Island

South Island, nestled in Fort Myers Beach, Florida, is a delightful destination for family-friendly vacations. With its stunning beaches and outdoor activities, it offers a relaxing atmosphere perfect for all ages. Explore the nearby Fort Myers area for charming excursions and friendly locals. Enjoy the beautiful beach conditions and make unforgettable memories in this budget-friendly paradise, whether you're lounging on the sand or embarking on adventurous outings.

  • Sanibel: Located 12.9km from South Island, Sanibel is renowned for its stunning beaches and outdoor activities, making it a perfect destination for families and nature lovers. The island's unique geography features a shell-strewn shoreline that attracts beachcombers year-round. Visitors can enjoy a variety of attractions, including the J.N. "Ding" Darling National Wildlife Refuge, where you can observe diverse wildlife and explore scenic trails. The local shopping options, including boutique stores and art galleries, provide a charming experience after a day in the sun.
  • Bonita Springs: Situated 14.5km from South Island, Bonita Springs offers a delightful blend of beach life and outdoor recreation. Known for its beautiful sandy beaches and lush parks, this city is ideal for families seeking fun in the sun. Popular activities include golfing at renowned courses and visiting the local recreation centre for various sports and events. The nearby Barefoot Beach Preserve is a must-visit, where you can immerse yourself in nature and spot wildlife in their natural habitat.
  • Mid Island: Only 1.6km away from South Island, Mid Island is a charming neighbourhood that provides easy access to family-friendly beaches and outdoor experiences. This area is perfect for those looking to relax at resorts or engage in recreational activities. With its tranquil atmosphere, Mid Island allows visitors to unwind while enjoying the picturesque surroundings. The local beaches are ideal for swimming, sunbathing, and beach games, making it a fantastic spot for a family day out.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 SunnyLowAverage
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 SunnyAverageSlightly Low
December68.5°F (20.3°C)No Rain (Dry)Mostly SunnyAverageSlightly High

Booking with Vrbo is simple

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

Vrbo Trips: Planning made easy

Vrbo's Trip Board offers a user-friendly platform for planning your trips, allowing you to start fresh, continue from where you paused, or manage your travel arrangements effortlessly. You'll discover your saved or booked properties organized into categories such as Potential, Upcoming, or Current Trips. To begin using Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in South Island?
In South Island, condos are the most prevalent type of vacation rental, with approximately 592 available throughout the area. These condos are typically situated in vibrant neighbourhoods, providing easy access to local beaches and parks. Most rooms feature modern amenities, including fully equipped kitchens, spacious living areas, and often balconies or terraces that offer stunning views of the surrounding landscape.
Are there any beach house rentals in South Island?
In South Island, Florida, there are approximately 1,935 beach house rentals available, making it a popular destination for those seeking a coastal getaway. These beach houses are predominantly located in vibrant neighbourhoods close to the shoreline, providing easy access to the sandy beaches and warm waters of the Gulf of Mexico. Find your rental near the beach in South Island.
How much does it cost to rent a vacation home in South Island?
Prices for vacation rentals in South Island vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in South Island to more spacious homes.
Are there any discounts for South Island vacation house rentals?
You can find great discounts on house rentals in South Island on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Are there any South Island vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in South Island with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I find long-stay vacation rentals in South Island?
A long-stay vacation rental in South Island is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit South Island for a vacation rental?
March is the most popular month to visit South Island, Florida, as it falls within the vibrant peak season running from February to April. During this time, the region attracts holidaymakers looking to enjoy sunny weather and an abundance of outdoor activities. Expect average temperatures to hover around the mid-20s Celsius, ideal for relaxing on the beach, exploring local parks, or engaging in water sports.

The peak season buzzes with excitement as visitors flock to experience the natural beauty of the area, including picturesque sunsets and scenic walks along the coastline. With various attractions and events happening, including festivals and live music, there's no shortage of entertainment for those looking to make the most of their holiday.

If you're considering a budget-friendly option, October emerges as a fantastic choice. During this month, the tourist crowds thin out, creating a more tranquil atmosphere. It's a wonderful time to experience the local culture at a leisurely pace, with opportunities for nature walks and exploring charming local shops without the hustle and bustle of peak season.
Are there any remote work vacation rentals in South Island?
In South Island, Florida, there are numerous remote work vacation rentals available, with around 633 options to choose from. This vibrant area offers a range of amenities specifically designed for those working remotely. Many properties feature dedicated workspaces, including desks and ergonomic chairs, ensuring a comfortable environment for productivity. Additionally, travellers can expect high-speed Wi-Fi, and some rentals even provide extra amenities like computer monitors and safe storage for important documents. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a South Island vacation rental?
Book your South Island vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my South Island home rental booking on Vrbo?
To find South Island vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the South Island vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right.If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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