South Island vacation rentals

We found 925 vacation rentals — enter your dates for availability

Select from 129 houses, 843 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:Dec 19 - Dec 26

Image gallery for 2 Separate Units! 200Ft From The Beach! 16 Guests!

Exterior
10 out of 10 rating
Exceptional
(20 reviews)

2 Separate Units! 200Ft From The Beach! 16 Guests!

Fort Myers Beach, FL

8% off
Price is $871
$6,096 for 7 nights
All fees included
2 Separate Units! 200Ft From The Beach! 16 Guests!

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Find out more about South Island

Find out more about South Island

Why visit South Island

  • Beautiful Beaches: South Island boasts stunning sandy beaches perfect for sunbathing, swimming, and beachcombing.
  • Outdoor Adventures: Enjoy various outdoor activities such as kayaking, fishing, and hiking in picturesque parks.
  • Family-Friendly Atmosphere: The area offers numerous attractions and activities suitable for visitors of all ages, making it ideal for family vacations.
  • Charming Local Community: Experience the warm hospitality of friendly locals who enhance your visit with their welcoming spirit.
  • Diverse Accommodation Options: Choose from a range of vacation rentals, including cozy beach homes and spacious condos.

Popular types of accommodation around South Island

Planning a getaway to South Island? You're in for a treat. Discover the most sought-after vacation rentals, including houses, condos, and villas. Whether you’re looking for a cozy beach access retreat or a spacious family-friendly home, South Island has something for everyone. Explore your options and enjoy a memorable stay in South Island, where relaxation and adventure await.

  • Houses: The top choice for visitors to South Island, these homes offer spacious and comfortable accommodations perfect for families or groups.
  • Condos: A popular option, condos provide amenities and proximity to the beach, making them ideal for a laid-back vacation.
  • Villas: These luxurious properties offer upscale living spaces and often include private pools and stunning views.
  • Apartments: A practical choice, apartments are great for couples or solo travelers seeking convenience and comfort.
  • Cottages: Charming and cozy, cottages provide an inviting atmosphere for a peaceful getaway.**

Top attractions near South Island

South Island, located in Fort Myers Beach, Florida, is perfect for beach and outdoor family vacations. Visitors can explore a variety of attractions, including beautiful beaches, urban parks, and modern colleges. With its focus on outdoor activities and family-friendly experiences, South Island offers a delightful getaway for travelers seeking relaxation and adventure amidst stunning natural surroundings.

  • Bonita Springs Public Beach: A picturesque beach with soft sand and vibrant beach vibes, perfect for sunbathing, swimming, and enjoying stunning sunsets. Located 5 miles from South Island, it’s an ideal spot for relaxation and beach activities.
  • Florida Gulf Coast University: A modern campus that exudes city vibes, just 9 miles away from South Island. Explore its beautiful grounds, engage with students, or attend various events held throughout the year.
  • Hertz Arena: An entertainment hub located 8 miles from South Island, offering family-friendly events, concerts, and sports. Experience the lively atmosphere and enjoy a variety of entertainment options.

Things to do recommended for couples

For a romantic getaway in South Island, explore Jungle Golf Ft. Myers and Smugglers Cove Adventure Golf for some fun mini-golfing, both just 6 miles away. Don't miss the Sanibel Sea School, located 8 miles away, for an adventurous underwater experience together.

Things to do recommended for families

Your family will have a blast at the Lee Health Sports Complex, just 9 miles away, perfect for sports enthusiasts. Explore wellness at Mound Key Archaeological State Park, only 2 miles away, or unwind at Bay Oaks Recreation Center, located 3 miles from South Island. Enjoy your adventure.

Things to do recommended for groups

Groups visiting South Island can enjoy shopping and entertainment at Coconut Point Mall, just 6 miles away. Experience culture and romance at Barbara B Mann Hall, 9 miles from South Island, or hit the greens at Raptor Bay Golf Club, located 4 miles away for a fun day outdoors.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

When planning your trip—whether you're traveling with friends, family, bringing pets, or seeking extended stays—be sure to prioritize your preferences while filtering your options. 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 any amenities that might be important, like a full kitchen or outdoor space for group gatherings. Luckily, you can easily filter for these features and more on Vrbo.
  • Traveling to South Island with young kids: Traveling with little ones can be quite a task. It's important to prioritize their comfort and safety, along with suitable amenities like 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 families, a vacation isn't truly fulfilling without their furry companions. If this resonates with you, explore Vrbo listings that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of your family feels at home.
  • Planning for a long term stay visiting South Island: If you're in search of vacation rentals that offer special rates 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 rentals. Don’t forget to consider adding options like a parking space, a well-equipped kitchen, or a private pool to enhance your search.

Where to stay near South Island

South Island, located in Fort Myers Beach, Florida, offers a delightful vacation experience filled with sunshine, sandy beaches, and family-friendly activities. This charming neighborhood is perfect for relaxing excursions, where friendly locals welcome visitors to explore the beautiful coastline and outdoor adventures. Nearby attractions enhance your Florida vacation, ensuring memorable moments for everyone. Discover the captivating atmosphere and make the most of your visit to this enchanting slice of paradise.

  • Fort Myers Beach: Nestled on the stunning Gulf Coast, Fort Myers Beach is a vibrant city known for its picturesque shoreline and family-friendly atmosphere. South Island is part of this charming locale, where visitors can enjoy a plethora of beach activities, from sunbathing to water sports. The area boasts numerous resorts and recreational centers, making it an ideal destination for those seeking relaxation and adventure. Don’t miss the chance to explore the local shops and indulge in delicious seafood at waterfront restaurants. The pristine beaches are perfect for family outings, ensuring memorable experiences for all ages.
  • Sanibel: Just 8 miles from South Island, Sanibel is a serene island paradise famous for its shell-strewn beaches and laid-back vibe. This city offers a perfect blend of outdoor activities and family entertainment. Visitors can explore the beautiful beaches, visit the J.N. Ding Darling National Wildlife Refuge, or enjoy the quaint shops and eateries in the area. Sanibel is also home to several resorts and recreational areas, making it easy to unwind and soak up the sun. The natural beauty and wildlife make it a must-visit for nature lovers and families alike.
  • Bonita Springs: Located 9 miles from South Island, Bonita Springs is a hidden gem that offers a rich array of outdoor experiences. This city is renowned for its lovely beaches, golf courses, and recreational centers. Perfect for families, Bonita Springs provides ample opportunities for fun, whether it's enjoying a day on the beach or hitting the links at one of the local golf courses. Visitors can also explore the scenic parks and indulge in the vibrant dining scene. With its welcoming atmosphere and numerous attractions, Bonita Springs is a delightful addition to your vacation itinerary.

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

Booking with Vrbo is simple

Looking to save on your next trip? Consider being flexible with your travel dates, as prices can fluctuate. Plus, extending your stay can often lead to 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.

Unlock savings with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your total booking. Being the planner truly pays off. When you join our travel rewards program, One Key, you'll gain access to exclusive member discounts and earn OneKeyCash on applicable reservations. Sign up today and start enjoying your savings.

Vrbo Trips: Effortless planning

Vrbo's unique Trip Board offers you a dedicated area to plan new adventures, pick up right where you left off, or easily view and manage your travel arrangements. You can conveniently find your saved and booked properties in the Potential, Upcoming, or Current Trips sections. To start using Trip Boards, simply visit: https://www.vrbo.com/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 popular type of vacation rental, with around 579 available in this picturesque area. Many of these condos are located near the beach, providing easy access to the stunning coastline and local attractions. Travelers can expect amenities such as fully equipped kitchens, spacious living areas, and often private balconies to enjoy the views. For those seeking more spacious rooms, there are about 87 vacation houses available, which typically feature multiple bedrooms, private yards, and outdoor seating areas, making them ideal for families or groups. Additionally, there are about 44 apartments and several cottages, offering a range of options for various preferences.
Are there any beach house rentals in South Island?
In South Island, Florida, there is a significant selection of beach house rentals, with approximately 2,165 available throughout the area. These beach houses are primarily located near popular spots such as Fort Myers Beach and Sanibel Island, offering easy access to sun-soaked shores and vibrant local attractions. Travelers can expect a range of amenities, including multiple bedrooms, spacious living areas, fully equipped kitchens for home-cooked meals, private pools, and outdoor patios or decks superb for dining al fresco or soaking up the sun. Many properties also feature beach access, making them ideal for families and groups looking to enjoy the coastal lifestyle.
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 traveling 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. To get the best value, book early and take advantage of Vrbo's free rewards program.
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.
What are popular rental amenities in South Island?
In South Island, popular vacation rental amenities include fully equipped kitchens, which allow travelers to prepare their own meals, and access to both shared and private pools, enhancing the relaxation experience. Many rentals also feature heated pools, superb for enjoying comfortable swims year-round. Additionally, balconies are a common amenity, providing guests with outdoor spaces to unwind and take in the beautiful surroundings.
Are there any family house rentals in South Island?
In South Island, Florida, there are numerous family-friendly house rentals available, with around 447 options to choose from. This vibrant locale offers a variety of neighborhoods, each providing unique amenities and proximity to local attractions. Many of these homes feature spacious living areas, fully equipped kitchens ideal for family meals, and outdoor spaces such as patios or gardens where children can play safely.

Visitors can easily access nearby points of interest like beautiful beaches, parks, and recreational facilities, making it a superb destination for family outings. The area also boasts convenient amenities such as Wi-Fi and air conditioning, ensuring a comfortable stay for everyone.
Can I rent a vacation home with a pool or hot tub in South Island?
In South Island, Florida, there are plenty of vacation homes available for rent that come with both pools and hot tubs, with approximately 616 options featuring pools and around 138 with hot tubs. This area offers a variety of neighborhoods, providing a diverse selection of properties for travelers.

Many of these rentals come equipped with amenities such as private pools, relaxing hot tubs, outdoor patios, and fully equipped kitchens, making them ideal for families or groups looking to enjoy a relaxing getaway. Additionally, some properties may offer features like barbecue grills and spacious gardens, enhancing the outdoor experience.
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 travelers 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.
Are there pet-friendly vacation rentals in South Island?
Yes, there are numerous pet-friendly vacation rentals available in South Island, Florida. Visitors can expect a variety of accommodations that cater to pets, including cozy beach cottages, spacious condos, and family homes. Many of these rentals come with amenities such as fenced yards, outdoor patios, and proximity to pet-friendly beaches, allowing travelers to enjoy the sun and surf alongside their furry companions.

The South Island area offers access to beautiful beachfront parks and scenic walking trails, making it an excellent destination for pet owners. Local attractions often include pet-friendly dining options, where you can enjoy a meal while your pet relaxes by your side. With 159 pet-friendly rentals available, travelers will have plenty of choices to find the superb spot for their 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. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
When is the best time to visit South Island for a vacation rental?
March is the most popular time to visit South Island, Florida, drawing travelers who seek sun-soaked beaches and vibrant local culture. The peak season runs from February through April, offering warm temperatures typically ranging from the mid-60s to the low 80s Fahrenheit. During these months, the region buzzes with activity as visitors indulge in outdoor adventures, from leisurely strolls along the shoreline to exhilarating water sports.

For those who appreciate a lively atmosphere, March is ideal, with plenty of festivals, events, and opportunities for sightseeing. The pleasant climate encourages exploration, whether you're lounging on the beach or discovering the unique charm of local shops and restaurants.

If you're looking for a more budget-friendly option, consider visiting in October. This month, while quieter, still offers beautiful weather and a chance to explore without the crowds, allowing for a more relaxed experience. The scenery is still stunning, and you can fully enjoy the beauty of South Island without the hustle and bustle of peak season.

Ultimately, your choice of when to visit South Island will depend on your preference for vibrant activities during peak season or a more tranquil experience in the shoulder months.
Are there any remote work vacation rentals in South Island?
In South Island, Florida, there are numerous remote work vacation rentals available, with around 588 options for travelers seeking a conducive work environment. This area is known for its beautiful beaches and vibrant local culture, providing an ideal backdrop for both work and relaxation. Many of these rentals come equipped with essential remote work amenities, including desks, high-speed Wi-Fi, ergonomic desk chairs, and even dedicated office spaces. Some properties may also offer additional features like computer monitors, safe storage for valuables, and business centers to ensure a productive stay.

The South Island vicinity is close to various points of interest, such as the stunning beaches where you can unwind after work hours, as well as local dining and shopping options that enhance the overall experience. Whether you prefer a cozy apartment or a spacious house, the rentals in this area cater to different needs while ensuring comfort and functionality for remote work. 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.
What are the top attractions in South Island?
In South Island, Florida, visitors can enjoy a variety of attractions spread across its picturesque neighborhoods. The vibrant Fort Myers Beach area is known for its stunning sandy shores, lively pier, and numerous restaurants and shops along Estero Boulevard. Here, vacation rentals often offer easy access to the beach and water activities like kayaking and paddleboarding.

In the nearby Sanibel Island, you'll find beautiful nature preserves, including the J.N. "Ding" Darling National Wildlife Refuge, which is superb for bird watching and hiking. The island's charming boutiques and local eateries provide a laid-back atmosphere for travelers.

Captiva Island, just north of Sanibel, is another gem with its tranquil beaches and stunning sunsets. Vacation homes here typically boast stunning views and direct beach access, making it a superb spot for relaxation.

Additionally, the area is rich in outdoor activities, including fishing, boating, and golfing, with various scenic courses available.
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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
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.

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