Summary:
🌴 Total privacy in a lush garden retreat
🌅 Front-row sunsets with unobstructed gulf views
🌿 Scenic trails through the preserve to the beach
🏊♀️ Screened-in pool & hot tub—(bug-free comfort year-round!)
🎲 Indoor & outdoor games for all ages
🚲 2 bikes + exercise equipment for active guests
🚙 Explore the island with 2 private golf carts
🎾 Access to nearby tennis & pickleball courts
The Space:
Welcome to Southside — a private island retreat tucked within lush tropical gardens and bordered by pristine preserve. It’s the perfect escape for those seeking peace, natural beauty, and meaningful connection. From the moment you arrive, quiet pathways, swaying palms, and sweeping Gulf views set the tone for a truly calming stay.
Inside, Southside blends breezy coastal design with natural textures and soft tones, creating an elevated yet relaxed atmosphere that brings the outdoors in. Spend your days strolling the scenic path to the beach, lounging by the screened-in pool and hot tub, or playing games with the family. Two golf carts make exploring the island effortless—grab lunch by the water, spot dolphins and manatees, or play a round of pickleball. Whether you're reading in the garden, enjoying a slow morning on the lanai, or toasting the sunset, every moment at Southside is designed to be simple, restorative, and unforgettable.
ENTERTAINMENT
-Boat dock access — perfect if you're arriving by boat or plan to rent one during your stay
-Screened-in pool, hot tub, and spacious bar & lounge areas — enjoy the outdoors without the bugs
-Indoor board games for all ages & outdoor games including ping pong, ring toss, cornhole, and more
-Exercise equipment provided: TRX bands, yoga mats, and kettlebells
-Pickleball paddles & balls included, plus access to Safety Harbor Club courts
-Full beach setup with chairs, umbrellas, and a beach wagon-
-Catch the island’s most unforgettable sunsets — right from your back porch
-Peaceful walking trails through the preserve leading to untouched beaches
-Expansive private gardens with serene walking paths
-Two fat tire bikes for island adventures
-Screened-in hammock — perfect for shaded afternoon naps
CONVENIENCE & COMFORT
-Explore the island with ease — two four-seater golf carts are included with your stay
-Full-size, high-efficiency washer & dryer with detergent provided-
-Whole-house reverse osmosis system provides fresh, clean drinking water from every tap — no bottled water needed
-Kitchen stocked with essentials: olive oil, coffee, tea, half & half, sweeteners, and more
-Reliable Starlink Wi-Fi — perfect for streaming, working remotely, or staying connected
-Dog-friendly — your furry companions are welcome too!
-Convenient half bath located on the pool level so you can enjoy the outdoors all day without needing to head upstairs
-Whole-house generator keeps everything running smoothly, even during power outages
MAIN LIVING AREA
-Gourmet kitchen with premium appliances — fully equipped for cooking and entertaining
-Fresh reverse osmosis water from the tap — no bottled water needed
-Open-concept living room with a large, comfy sectional — perfect for movie nights or post-beach lounging
-Flexible dining options: indoor table for 6 or alfresco dining for 4 under the stars
BEDROOMS
Bedroom 1 – Primary Suite
Spacious king suite with en-suite bathroom and direct access to a screened-in porch featuring a cozy couch and hammock — the perfect private retreat for relaxation.
Bedroom 2 – Guest Room
Queen bed with large sliding glass doors opening to the shared screened-in porch, offering seamless indoor-outdoor living.
Bedroom 3 – Guest Room
Comfortable and serene, this room features a cozy queen bed — perfect for guests of all ages.
-TVs in each bedroom for personalized entertainment
-All beds feature hotel-quality, luxury white linens for a restful night’s sleep
BATHROOMS
-Enjoy three full bathrooms and one half bath, all thoughtfully stocked to ensure a comfortable and convenient stay.
-Public Goods toiletries provided — including shampoo, conditioner, body wash, and lotion — all clean, plant-based, vegan, and lightly scented with calming essential oils
-Primary bathroom is en suite and features a spacious walk-in shower
-Guest bathroom includes double sinks and a generously a large walk-in shower.
-Third full bathroom offers a walk-in shower and is conveniently located on the main level for easy access
-Ground-level half bath is located just off the pool — no need to go upstairs while enjoying the outdoors
Here are the Top 3 Reasons to Book Southside—crafted to highlight the lifestyle, experience, and unique appeal of the home:
🌅 1. Unmatched Privacy with Stunning Gulf Views
Southside is surrounded by lush gardens and untouched preserve, offering total seclusion and front-row sunset views over the Gulf. Whether you're relaxing in a hammock or sipping wine on the porch, the peace and beauty here are simply unforgettable.
🏝️ 2. Effortless Island Living with Luxury Touches
From two golf carts and a screened-in pool to reverse osmosis water and a fully stocked kitchen, every detail is designed for comfort. Add in high-end finishes, luxury linens, and thoughtful extras, and you'll feel at home the moment you arrive.
🎉 3. Entertainment for Everyone
Whether you're paddling out, playing pickleball, lounging by the pool, or watching the stars from the garden hammock, there's something for every guest. Games, bikes, beach gear, and even a dock for boaters—Southside brings the fun to you.
Guest Access:
You’ll enjoy private access to the entire home and property. Check-in is seamless with a personalized code provided prior to arrival, allowing for easy self check-in at your convenience.
The Neighborhood:
Welcome to North Captiva Island – A One-of-a-Kind, Boat-Access Paradise
North Captiva is a truly special destination—an exclusive, car-free island accessible only by boat or private plane. With just over 350 homes and no cars on the island, guests get around by golf cart on sandy roads, setting the tone for a relaxed, off-the-grid experience. 🛥️🌴
Though only four miles long and a half-mile wide, the island feels expansive thanks to its unspoiled natural beauty. Nearly half of North Captiva is protected land, owned by the State of Florida and managed as a nature preserve. Guests have access to miles of quiet trails and secluded white-sand beaches—perfect for shelling, birdwatching, or simply soaking up the peace and quiet.
This is more than just a vacation—it’s a rare opportunity to disconnect, recharge, and create memories in a place unlike any other!
Getting Around:
Two public ferries operate throughout the day, offering reliable transport between Pine Island and North Captiva. Once you arrive, your island adventure begins—hop into one of your included golf carts and explore at your own pace!!
No need to worry about logistics —we’ll send everything you need before your trip, including ferry options, check-in details, and travel tips. We’re here to make sure your arrival is smooth and your stay is stress-free.
Interaction with Guests:
When you arrive, we’ll make sure your luggage and belongings are delivered to the home so you can start enjoying the island right away. From the moment you step off the boat, you’ll be surrounded by natural beauty, privacy, and calm.
While we aim to give you uninterrupted relaxation, we’re always available should you have any questions or need assistance. Our goal is to ensure every detail of your stay is just right.
