Southside
North Captiva, Florida
3 bedrooms ● 3 beds ● 3.5 baths ● 6 guests
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.
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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
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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
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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
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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
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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
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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.
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.
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.
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Nestled off the coast of southwest Florida, North Captiva Island, a boat access only private island locally known as a hidden gem, offers a tranquil escape from the bustling world. With its pristine beaches, crystal-clear turquoise waters, and lush tropical landscapes, North Captiva Island is a paradise for nature lovers and those seeking a peaceful retreat. Explore miles of pristine shoreline, witness stunning sunsets over the gulf, and immerse yourself in the island's laid-back atmosphere. Whether you're strolling along the sandy beaches, engaging in water activities, or simply unwinding in the embrace of nature, North Captiva Island promises an idyllic and unforgettable experience!
Preview a full walkthrough of the home
