Bayside Villas Homes with Boating Community Type

Welcome to Bayside Villas, a hidden gem nestled in the heart of Captiva, Florida, within the picturesque Lee County. This charming subdivision offers a unique blend of coastal living and a vibrant boating community, making it an ideal haven for water enthusiasts and nature lovers alike.

Bayside Villas is a serene enclave that boasts beautifully designed homes, each crafted with a keen eye for detail and comfort. The architecture reflects the quintessential Floridian style, featuring open floor plans, spacious patios, and lush landscaping that invites the gentle sea breeze. Residents enjoy the luxury of private access to the shimmering waters of the Gulf of Mexico, with many homes equipped with boat docks, allowing for easy exploration of the stunning coastline.

This community is perfect for those who appreciate the thrill of boating, fishing, and exploring the pristine waters of the region. Imagine waking up to the sound of waves lapping against your boat, or spending your afternoons cruising through the tranquil waters, discovering hidden coves and unspoiled beaches. Bayside Villas not only offers a lifestyle steeped in adventure but also a sense of community, where neighbors become friends and memories are made.

With its prime location in Captiva, residents are just a stone's throw away from charming boutiques, delectable dining options, and the breathtaking natural beauty of the area. Whether you're seeking a peaceful retreat or an active lifestyle, Bayside Villas is the perfect place to call home. Discover the beauty of coastal living and make your dreams a reality in this idyllic boating community!

Newest Bayside Villas Homes with Boating Community Type

$875,000

3 Beds ⋅ 3 Baths ⋅ 2026017261 MLS ⋅ Bayside Villas BLDG.

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

$549,000

1 Beds ⋅ 2 Baths ⋅ 2026002394 MLS ⋅ Bayside Villas BLDG.

Just renovated Bayside Villa located in the gated private South Seas Resort. New kitchen and bathrooms to include granite countertops, shaker cabinets, new flooring, gorgeous walk-in shower all set in a soothing sea salt palette. Wake up to sunrise over Pine Island Sound. The Bayside amenities include an oversized sun-drenched pool and spa, under building parking, on site laundry, pool baths, marina side grills and picnic areas. No rental commitments so all options open. Move in and enjoy or place your property in a rental program. Just footsteps to the beach for a dip in the Gulf of Mexico. Easy access to village of Captiva's shops, restaurants, boating and water sports. Enjoy South Seas world class amenities with membership. Immerse yourself in the luxury of this stunning property. This exclusive opportunity enhances your living experience, offering a range of premium amenities and services tailored for members and guests. With this exceptional membership, enjoy unparalleled access to facilities that elevate your lifestyle.

5122 Bayside Villas, Captiva

$494,900

1 Beds ⋅ 2 Baths ⋅ 2025017415 MLS ⋅ Bayside Villas BLDG.

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 ⋅ Bayside Villas BLDG.

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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