South Island vacation rentals

We found 1,172 vacation rentals — enter your dates for availability

Welcome to the breathtaking South Island, where stunning sandy beaches meet a vibrant local culture, creating the perfect backdrop for an unforgettable getaway. With a myriad of outdoor activities, from thrilling water sports to serene nature walks, this destination invites families and friends to bond and explore together. Stay in our diverse accommodations—luxurious villas, comfortable condos, and charming houses—offering all the amenities you need for a home-like experience while enjoying the beauty and adventure of South Island.

Holiday rentals with weekly discounts - South Island

Showing deals for:Dec 11 - Dec 18

Terrace/patio
Interior
Living area
Living area
Exceptional
(40 reviews)

🐾 Pet Friendly, Heated Pool, Gorgeous Renovation, Walk to the sugar sand of FMB!

Fort Myers Beach

8% off
$827
$5,786 for 7 nights
All fees included
🐾 Pet Friendly, Heated Pool, Gorgeous Renovation, Walk to the sugar sand of FMB!
Living area
Pool
Living area
Interior
Exceptional
(5 reviews)

Spacious 5-bedroom house w/ Elevator, Canal, and heated pool Fort Myers Beach

Fort Myers Beach

9% off
$1,051
$7,356 for 7 nights
All fees included
Spacious 5-bedroom house w/ Elevator, Canal, and heated pool Fort Myers Beach
Living area
Private kitchen
Property grounds
Private kitchen
Exceptional
(13 reviews)

Sleeps 16--New Pool!--7 min walk to beach, Bay views!

Fort Myers Beach

8% off
$869
$6,082 for 7 nights
All fees included
Sleeps 16--New Pool!--7 min walk to beach, Bay views!
Living area
Living area
Private kitchen
Exterior
Exceptional
(20 reviews)

Oceanview 3-bdrm home steps from beach! Heated pool & hot tub. Sleeps 6.

Fort Myers Beach

8% off
$417
$2,917 for 7 nights
All fees included
Oceanview 3-bdrm home steps from beach! Heated pool & hot tub. Sleeps 6.
Beach
Exterior
Comfy seating with sleeper sofa
Foosball anyone?
Exceptional
(20 reviews)

🐾 Dog Friendly, Large Heated Pool, Short Walk to the sugar sand Beach!

Fort Myers Beach

8% off
$574
$4,016 for 7 nights
All fees included
🐾 Dog Friendly, Large Heated Pool, Short Walk to the sugar sand Beach!
Room
Property grounds
Interior
Pool
Exceptional
(61 reviews)

Estero Beach & Tennis Club, 404C, Pet Friendly- Beach Front- Internet

Fort Myers Beach

8% off
$262
$1,834 for 7 nights
All fees included
Estero Beach & Tennis Club, 404C, Pet Friendly- Beach Front- Internet
Private kitchen
Living area
Room
Exterior
Wonderful
(35 reviews)

Gorgeous Beach Front Condo with Amazing Gulf and Beach Views, Master Ensuite too!

Fort Myers Beach

8% off
$365
$2,552 for 7 nights
All fees included
Gorgeous Beach Front Condo with Amazing Gulf and Beach Views, Master Ensuite too!
Pool
Living area
Private kitchen
Dining
Wonderful
(7 reviews)

Gorgeous Beach Front Condo with Amazing Gulf and Beach Views, Master Ensuite too!

Fort Myers Beach

8% off
$387
$2,710 for 7 nights
All fees included
Gorgeous Beach Front Condo with Amazing Gulf and Beach Views, Master Ensuite too!
Beach
Interior
Private kitchen
Living area
Exceptional
(9 reviews)

Booking for winter 2025-2026.

Fort Myers Beach

8% off
$221
$1,546 for 7 nights
All fees included
Booking for winter 2025-2026.
Living area
Pool
Property grounds
Bathroom
Exceptional
(5 reviews)

Bright 2BR/2BA • Walk to Beach & Shopping • Canal View • Large Pool & Beach Gear

Fort Myers Beach

8% off
$296
$2,075 for 7 nights
All fees included
Bright 2BR/2BA • Walk to Beach & Shopping • Canal View • Large Pool & Beach Gear
Pool
Interior
Exterior
Living area
Exceptional
(72 reviews)

Beach front with 2 bedrooms, 2 baths and views of the Gulf!

Fort Myers Beach

8% off
$239
$1,670 for 7 nights
All fees included
Beach front with 2 bedrooms, 2 baths and views of the Gulf!
Private kitchen
Property grounds
Beach
Living area
Exceptional
(7 reviews)

Not available due to hurricane Ian damage

Fort Myers Beach

9% off
$312
$2,186 for 7 nights
All fees included
Not available due to hurricane Ian damage
Interior
Room
Lake view from lanai
Kitchen
Exceptional
(11 reviews)

Bella Vie on Ft Myers Beach with 4 min walk to beach, lanai, pool, & gym

Fort Myers Beach

8% off
$618
$4,325 for 7 nights
All fees included
Bella Vie on Ft Myers Beach with 4 min walk to beach, lanai, pool, & gym
View of the building
Ariel shot of the Bac Bay at the northern end of the island.
Living room
Living Room
Exceptional
(51 reviews)

Sleeps 8 - Perfect condo for the Family!

Fort Myers Beach

8% off
$248
$1,736 for 7 nights
All fees included
Sleeps 8 - Perfect condo for the Family!
Beach
Exterior
View to the living area
Cozy seating for watching TV or an afternoon nap
Excellent
(14 reviews)

🐾 Pet Friendly, Heated Pool, Gorgeous Renovation, Walk to the sugar sand of FMB!

Fort Myers Beach

8% off
$374
$2,621 for 7 nights
All fees included
🐾 Pet Friendly, Heated Pool, Gorgeous Renovation, Walk to the sugar sand of FMB!
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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.

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 accommodation in South Island?
According to our research, condos are the most in-demand type of vacation property in South Island. But naturally, everyone's idea of an awesome trip can differ. Vrbo has vacation rentals in a variety of sizes and shapes, so you're sure to discover your ideal fit.
How much does it cost to rent a vacation rental in South Island?
A number of factors can determine how much you pay for a vacation rental in South Island, like the season, type of property and length of stay. However, all of our vacation homes have one thing in common — incredible value. Just add your travel dates to find your perfect match.
How much does it cost to rent a beach house in South Island?
When you travel and the size and style of the property will influence the cost of your beachside escape. Enter your South Island travel dates to view your options on Vrbo. Looking for basics like WiFi, or perks like a private pool? Use our filters to pick the features and amenities you want.
What are popular rental amenities in South Island?
Some of the most popular rental amenities people prefer in South Island include a garden, a water view and a chef. Whether you're hitting the road with buddies, family or even pets, Vrbo vacation properties provide the best amenities for fun and relaxation with the people you cherish the most.
Can I find two-bedroom vacation rentals in South Island?
Pick from 503 two-bedroom vacation homes in South Island. Settle the kids into the second room or fill it with a couple of your best friends. There's a comfy spot for whoever's lucky enough to be coming along.
Are there vacation rentals with WiFi in South Island?
Whether you'd like to keep up with the news, write a few emails or surf your social networks, there are 356 vacation homes with WiFi in South Island. Check the "WiFi" box when searching on Vrbo and stay connected on your getaway.
How old do you have to be to rent a vacation rental in South Island?
The minimum age is generally 16, 18 or 21. It can differ from one property to another on Vrbo, so check the rules of your chosen South Island vacation rental before booking your trip.
How long can I rent a vacation rental in South Island for?
The amount of time you can book a South Island vacation home for is down to the property. Just enter your preferred travel dates to see options that offer long-term stays. They feature all you need to make your extended getaway more convenient and enjoyable, like kitchens and laundries. Some Vrbo vacation rentals may also offer weekly or monthly discounted prices, so you can hang around longer for less.
Does Vrbo offer discounts for vacation homes in South Island?
Whether you're eyeing off one of our newly listed homes, or one of our weekly or monthly discounts on vacation rentals, you're sure to score some incredible deals and discounts on Vrbo. From mini stays to extended vacations, we've got the perfect space for your next South Island escape.

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