South Island holiday homes

We found 1,162 holiday rentals — enter your dates for availability
Select from 47 houses, 232 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:8 Jan - 15 Jan

Private kitchen
Property grounds
Interior
Pool
Exceptional
(61 reviews)

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

Fort Myers Beach

8% off
NZ$4,671
for 7 nights, 1 apartment
NZ$667 per night
includes taxes & fees
Estero Beach & Tennis Club, 404C, Pet Friendly- Beach Front- Internet
Bathroom
Pool
Living area
Property grounds
Exceptional
(5 reviews)

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

Fort Myers Beach

7% off
NZ$4,648
for 7 nights, 1 apartment
NZ$664 per night
includes taxes & fees
Bright 2BR/2BA • Walk to Beach & Shopping • Canal View • Large Pool & Beach Gear
Master bedroom
Room
Interior
Kitchen
Exceptional
(11 reviews)

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

Fort Myers Beach

8% off
NZ$9,064
for 7 nights, 1 apartment
NZ$1,295 per night
includes taxes & fees
Bella Vie on Ft Myers Beach with 4 min walk to beach, lanai, pool, & gym
Exterior
Interior
Living area
Pool
Exceptional
(72 reviews)

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

Fort Myers Beach

8% off
NZ$4,424
for 7 nights, 1 apartment
NZ$632 per night
includes taxes & fees
Beach front with 2 bedrooms, 2 baths and views of the Gulf!
Beach
Property grounds
Living area
Exterior
Exceptional
(7 reviews)

Not available due to hurricane Ian damage

Fort Myers Beach

8% off
NZ$4,315
for 7 nights, 1 apartment
NZ$616 per night
includes taxes & fees
Not available due to hurricane Ian damage
View of the building
Ariel shot of the Bac Bay at the northern end of the island.
Living Room
Living Room
Exceptional
(52 reviews)

Sleeps 8 - Perfect condo for the Family!

Fort Myers Beach

8% off
NZ$4,478
for 7 nights, 1 apartment
NZ$640 per night
includes taxes & fees
Sleeps 8 - Perfect condo for the Family!

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Why visit South Island

  • Stunning beaches: Enjoy the pristine sands and clear waters, perfect for sunbathing and swimming.
  • Family-friendly activities: Engage in various outdoor adventures suitable for all ages, from fishing to park explorations.
  • Charming accommodation: Stay in lovely holiday homes that cater to families and budget-conscious travellers.
  • Scenic Island Bay: Discover the picturesque views and serene atmosphere ideal for relaxation.
  • Welcoming community: Experience the friendly vibe of South Island, making your holiday enjoyable and memorable.

Top attractions near South Island

South Island, Fort Myers Beach, is perfect for a beach holiday or family getaway, offering stunning beaches and outdoor activities. Explore local attractions such as urban parks and modern universities, along with fishing spots and family-friendly experiences. Don't miss the lovely South Island holiday homes and scenic Island Bay. This destination promises a delightful mix of relaxation and adventure for everyone.

  • Barefoot Beach: A stunning stretch of sand, this beach offers laid-back vibes perfect for sunbathing, swimming, and leisurely walks along the shore, just 12.9km from South Island.
  • Lynn Hall Memorial Park: Located 8.0km away, this family-friendly jetty pier is ideal for excursions, with friendly locals and activities for all ages, making it a great spot to relax and enjoy the waterfront.
  • Sanibel Harbour: This picturesque harbour, situated 14.5km from South Island, boasts beautiful beach scenery, perfect for stunning sunsets and tranquil moments by the water.

Things to do recommended for couples

For a romantic getaway on South Island, explore Jungle Golf Ft. Myers and Smugglers Cove Adventure Golf for some fun mini-golf action, both just 9.7km away. Dive into adventure at the Sanibel Sea School, located 12.9km away, for an unforgettable underwater experience together.

Things to do recommended for families

While staying on South Island, families can enjoy the active atmosphere at Lee Health Sports Complex, only 14.5km away. For relaxation, Mound Key Archaeological State Park and Bay Oaks Recreation Center are nearby, providing wellness vibes just 2 and 4.8km from your location.

Things to do recommended for groups

Groups visiting South Island can enjoy a round of golf at Eagle Ridge Golf Club, indulge in shopping at Coconut Point Mall, and experience a show at Barbara B Mann Hall, all while soaking in the vibrant local culture and community atmosphere.

*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

If you're planning a trip with a group, family, or even your pets, or if you're considering longer stays, it's essential to filter your options based on what matters most to you. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to South Island with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor area for group get-togethers. Luckily, you can easily refine your search for all these options and more on Vrbo.
  • Traveling to South Island with young kids: Taking a trip with young kids can be a bit tricky. It's important to prioritise their comfort and safety, along with suitable facilities like a private swimming pool. Additionally, think about how close you are to family-friendly activities.
  • Taking your pets with you to South Island: For many, a family holiday wouldn't feel complete without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that all family members feel comfortable and at home.
  • Planning for a long term stay visiting South Island: If you're in search of holiday 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 rentals. Don't forget to include features like a car park, a well-equipped kitchen, or even a private pool in your search.

Where to stay near South Island

South Island, Fort Myers Beach, offers a delightful escape for families and outdoor enthusiasts alike. With its friendly atmosphere, you can unwind and explore beautiful beaches and remote spots perfect for a relaxing holiday. Nearby, you'll find charming holiday homes and budget-friendly options, making it an ideal destination for unforgettable family adventures. Whether you're seeking excursions or simply some time in the sun, South Island is a kind holiday spot that caters to all your vacation needs.

  • Fort Myers Beach: Nestled on the stunning Gulf Coast, Fort Myers Beach is a vibrant city renowned for its beautiful sandy shores and family-friendly atmosphere. South Island, located within its bounds, offers a plethora of outdoor activities, perfect for beach lovers and adventure seekers alike. Visitors can indulge in local resorts, enjoy the recreation centre, or explore the nearby shopping mall. The inviting beach and family-friendly attractions make it an ideal spot for relaxation and fun in the sun.
  • Sanibel: Just a short drive of 12.9km from South Island, Sanibel is famous for its picturesque beaches and serene natural beauty. This charming city is a haven for those seeking outdoor experiences, such as shell collecting and wildlife viewing. With its excellent resorts and recreational areas, Sanibel offers a laid-back vibe perfect for family getaways. Don't miss the stunning beach, where you can enjoy sun-soaked days and breathtaking sunsets, making it a must-visit destination.
  • Bonita Springs: Located a mere 14.5km from South Island, Bonita Springs is an idyllic coastal city known for its stunning beaches and outdoor recreational opportunities. This family-friendly destination boasts a variety of activities, including golf and access to numerous resorts. Visitors can enjoy the local recreation centre and explore the beautiful beaches nearby, making it a fantastic choice for those who love the sun and sea. Bonita Springs combines relaxation with adventure, ensuring a memorable visit.

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.

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

Booking with Vrbo is a breeze

Looking to score a deal on your next holiday? Consider being flexible with your travel dates, as prices can change quite a bit. Plus, extending your 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 holiday rental.

Vrbo Trips: Effortless planning

The Trip Board on Vrbo is a handy tool for putting together new trips, managing your plans, or sorting through your bookings. You’ll find your saved or booked properties neatly categorised into Potential, Upcoming, or Current Trips. To check out the Trip Boards, head over to: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

When is the best time to visit South Island for a holiday rental?
The best time to visit South Island for a holiday rental is during the peak season from February to April, with March being particularly popular. This vibrant period attracts travellers eager to soak up the sun and enjoy the beautiful coastal scenery. With warm temperatures typically ranging from the low to mid-20s Celsius, March provides ideal conditions for outdoor activities such as swimming, boating, and exploring the stunning local beaches.During these months, South Island buzzes with activity, offering a variety of events and attractions that cater to all interests. Whether you're lounging on the sandy shores or partaking in water sports, you'll find plenty of opportunities to create unforgettable memories.For those looking to enjoy a quieter experience and potentially save on accommodation, consider visiting in October. This month offers a more relaxed atmosphere, making it superb for leisurely strolls along the beach and enjoying the natural beauty of the area without the summer crowds.Ultimately, your choice of when to visit South Island will depend on whether you prefer the lively energy of peak season or the tranquil charm of the shoulder months.
What are the top attractions in South Island, Florida, United States of America?
In South Island, Florida, visitors can enjoy a variety of attractions that highlight the area's natural beauty and outdoor activities. The South Florida Museum, located nearby, offers insights into the region's history and ecology, featuring exhibits on local wildlife and marine life.The charming beaches of Anna Maria Island provide a superb spot for sunbathing, swimming, and enjoying fresh seafood at local beachfront dining options.For those interested in nature, the nearby Robinson Preserve features walking trails, kayaking opportunities, and birdwatching areas, making it a great place to immerse oneself in the local ecosystem.The vibrant arts scene can be explored in the historic district of Bradenton, where visitors can find galleries, boutiques, and cultural events throughout the year.
Are all fees included in the South Island holiday homes prices shown on Bookabach?
Bookabach 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.
Are there any South Island holiday homes with parking?
Bookabach offers a wide selection of holiday homes 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 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 any discounts for South Island holiday homes?
You can find great discounts on holiday homes in South Island on Bookabach, 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.
Can I change or cancel my South Island holiday home booking on Bookabach?
To find South Island holiday rentals with free cancellation, just use Bookabach'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". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in South Island?
A long-stay holiday home 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach'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 favourites, and build the perfect itinerary together.
How early should I book a South Island holiday home?
Book your South Island holiday home 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 Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in South Island?
Prices for holiday homes 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. Bookabach offers something for every taste and budget, from affordable homes in South Island to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach 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.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, 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 as applicable. 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.
Why should I join Bookabach as a host?
Joining Bookabach 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, Bookabach 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 Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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