Bayside Villas Homes with Bayfront Waterfront

Bayside Villas Homes with Bayfront Waterfront

Welcome to Bayside Villas, a stunning waterfront development nestled in the heart of Captiva, Florida, in beautiful Lee County. This exclusive community offers a unique blend of luxury living and natural beauty, making it the perfect sanctuary for those seeking a tranquil lifestyle by the bay.

Bayside Villas features an array of exquisite homes, each designed to maximize the breathtaking views of the bayfront. Imagine waking up to the gentle sound of waves lapping against the shore and the soft glow of the morning sun spilling across the water. These thoughtfully crafted residences boast spacious layouts, high-end finishes, and expansive outdoor living spaces, perfect for entertaining or simply enjoying the serene surroundings.

With direct access to the shimmering waters of the bay, residents of Bayside Villas can indulge in a variety of water activities. Whether it’s kayaking, paddleboarding, or fishing, the bayfront lifestyle offers endless opportunities for adventure and relaxation. The community is also just a short stroll away from Captiva’s pristine beaches, where you can sink your toes into the soft sand and soak up the sun.

Beyond the natural beauty, Bayside Villas is conveniently located near charming shops, gourmet dining, and vibrant local culture, ensuring that everything you need is within reach. Experience the perfect blend of luxury, comfort, and coastal charm at Bayside Villas, where your dream home awaits amidst the enchanting backdrop of Captiva's breathtaking bayfront. Discover your slice of paradise today!

Newest Bayside Villas Homes with Bayfront Waterfront

$950,000
3 Beds ⋅ 3 Baths ⋅ 2026032780 MLS
SW FL has it all-- sunshine, culture, and endless recreation! From the Red Sox & Twins stadiums, beaches, boating, tours, and convenient access to an international airport, this is a perfect getaway destination. While you're enjoying everything SW FL has to offer, don't miss the chance to own a top floor, 3-bed/3-bath townhouse retreat in Bayside Villas, located within the gated South Seas Island Resort on Captiva Island. The private lanai showcases breathtaking, direct views of sunrise over the Bay, Pine Island Sound & beyond. Low green mangroves provide natural erosion protection and serve as a thriving habitat for local wildlife--beautiful, serene, and uniquely Florida. Watch boats glide in and out of the canal leading to the marina, adding a touch of coastal charm to your daily view. Take a short walk to the beach, feel the sand between your toes, and enjoy unforgettable sunsets. You're also just steps from the post office, bank, ATM, Captiva shops, and restaurants.

5321 Bayside Villas, Captiva
$875,000
3 Beds ⋅ 3 Baths ⋅ 2026017261 MLS
Highly sought-after, updated 3 bed, 3 bath two-story villa stands apart with rare features not found in other Bayside units, overlooking the tranquil waters of Pine Island Sound, where unchanging estuary views and native wildlife create a peaceful, elevated backdrop—just moments from the best of Captiva Island. Rare features of this top-floor unit include a walk-in pantry—an uncommon luxury in Bayside 3-bedroom villas—all-new hurricane-impact windows and sliders, and a residence that has been gently used as a private second home and never enrolled in a rental program—an added advantage in condition and care. Whether enjoyed as a private island retreat or leveraged as a high-performing investment, this residence offers rare flexibility within a renter-friendly community and stands as one of the least expensive 3-bedroom opportunities on Captiva. The interior is anchored by an updated kitchen with quartz countertops, glass-front upper cabinetry, and matching appliances, flowing seamlessly into the main living area. Three generously sized bedrooms and three full baths include two primary suites—one on the main level and one upstairs—each with its own ensuite, offering ideal separation for guests or extended stays. A third guest bedroom also enjoys a private bath, while an in-unit washer and dryer adds everyday convenience. The screened lanai feels like your own private perch above Pine Island Sound, where it’s just you, the water, and the rhythm of nature. From both the kitchen and lanai, morning sunrises unfold over the Sound, setting the tone for slow mornings, passing wildlife, and uninterrupted calm. Set within South Seas Island Resort in the desirable Bayside Villas enclave, just a stone’s throw from the sugar-white Gulf beaches, the Village of Captiva, and Captiva Landing. Residents and guests enjoy a bayside pool and spa with generous lounging areas, along with under-building parking for added ease. Where time slows, views remain untouched, and every return feels like coming home—this is Captiva at its finest.

5323 Bayside Villas Unit 24, Captiva
$494,900
1 Beds ⋅ 2 Baths ⋅ 2025017415 MLS
Start each day surrounded by the sights and sounds of island life from this second-floor, one-bedroom, two-bath furnished condo overlooking Pine Island Sound. Sunlight pours through wide sliders that open to a private lanai, where gentle breezes carry the scent of salt air and the call of seabirds. Watch dolphins play and boats drift by—a constant reminder you’re living on island time. Located within the southern enclave of South Seas Resort blends comfort and convenience with an easygoing Captiva lifestyle. Tile flooring throughout creates a cool, carefree atmosphere, while the kitchen features stainless-steel appliances and open sightlines to the bay. The guest bath provides added flexibility for visitors, and the bedroom offers a peaceful retreat after a day in the sun. Owners participating in the Resort Rental Program and Club Captiva enjoy access to full resort amenities, including Sunset Beach, pools, lounges, umbrellas, and chairs for relaxed days along the Gulf—all just a short stroll away. A ground-level storage locker in the 5000 building is perfect for keeping beach gear, SUP, or fishing gear! From this ideal location, it’s easy to enjoy all that Captiva has to offer—bike along palm-lined roads, kayaking through mangroves, or watching the sunset over the Gulf. Explore the island by golf cart, or unwind with cocktails as the sun dips below the horizon. The Bayside Villas community also features a waterfront pool, spa, and under-building parking. 5232 Bayside Villas offers a front-row seat to Captiva’s natural beauty and a laid-back rhythm that makes every day feel like vacation.

5232 Bayside Villas, Captiva
$445,000
1 Beds ⋅ 2 Baths ⋅ 2025012075 MLS
At 5132 Bayside Villas, each day is written in light, water, and breeze. Dawn begins on the lanai, where Pine Island Sound awakens with color—sunrise glows across the horizon, pelicans skim the waves, and fishing boats slip toward open water. The bay becomes your backdrop, alive with sails, seabirds, and the shifting palette of the sky. The villa itself balances coastal charm with modern ease. A 1BD/2BA first-floor retreat, it offers granite counters, stainless appliances, crisp cabinetry, wide-plank tile flooring, and crown molding. The living spaces flow naturally to the lanai, where the outdoors remains the centerpiece. The primary suite offers a calm retreat, while a second bath mirrors the same fresh finishes. Yet what makes this villa extraordinary is not just the design—it’s the rhythm of Captiva life outside its doors. Within minutes, you can sink your feet into the Gulf sands, celebrated for their shells and sunlit shallows. Island pathways invite golf cart rides and bike cruises into Captiva Village, where the hum of music, dining, and laughter sets a different tempo. Afternoons bring choices: a swim in the bayside pool, a paddle through calm waters where dolphins are frequent companions, or a wander through palm-lined trails. As the day winds down, the stage shifts once more. Perhaps you’ll gather with neighbors for cocktails while the boats return across the channel or cross the island to witness sunset blaze into the Gulf. And when evening deepens, stars scatter above the mangroves, promising another sunrise to come. With amenities like under-building parking, private storage, and a bayside pool and spa, 5132 Bayside Villas offers not just a home but an island way of life—measured in sunrises, sails, and timeless Captiva moments.

5132 Bayside Villas, Captiva
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