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$950,000
3 Beds ⋅ 3 Baths ⋅ 2026032780 MLS ⋅ South Seas Island Resort BLDG.
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
$595,000
2 Beds ⋅ 2 Baths ⋅ 2026015776 MLS ⋅ South Seas Island Resort BLDG.
Tucked within the gated setting of South Seas Resort, 3233 Tennis Villas presents an inviting island escape in the intimate Captiva Resort Villascommunity. Residents enjoy access to a private pool, expansive sun deck, gazebo with outdoor dining space, and grilling area, all just moments from the Gulfshoreline. Positioned in the desirable southern enclave and only a short stroll to the beach, this top-floor, two-level villa overlooks a tranquil courtyard framed bymature tropical landscaping. The interior has been thoughtfully updated with quartzite surfaces, crisp shaker-style cabinetry, and tile flooring throughout the mainliving areas. The open living and dining space is filled with natural light from impact-rated sliding glass doors and an oversized picture window, while the screenedlanai offers a peaceful setting to capture coastal breezes. The floor plan is designed for comfort and privacy, featuring a guest suite on the main level and agenerous primary suite upstairs. Ideal for personal enjoyment or investment, this well-appointed residence blends refined finishes with effortless island living withinone of Captiva’s most sought-after resort communities.

3233 Tennis Villas, Captiva
$875,000
3 Beds ⋅ 3 Baths ⋅ 2026017261 MLS ⋅ South Seas Island Resort 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
$1,900,000
2 Beds ⋅ 2 Baths ⋅ 2026006103 MLS ⋅ South Seas Island Resort BLDG.
Experience refined Gulf-front living in this exquisite 2-bedroom plus loft, 2-bath, two-story residence at South Seas Resort. Set along the pristine shoreline, this beautifully reconfigured condo blends modern elegance with the relaxed charm of beachfront living. Thoughtful enhancements include plank porcelain flooring, a tankless hot water heater, and a whole-home water filtration system, adding both durability and everyday comfort. The kitchen is a standout, featuring quartz countertops, high-end stainless steel appliances, under-counter lighting, and custom cabinetry accented with premium hardware. The Gulf-front living and dining areas flow seamlessly together, complemented by coastal décor and contemporary recessed lighting that elevate the atmosphere. Impact-rated sliding doors lead to a screened patio with sweeping panoramic views of the Gulf. Upstairs, the loft offers flexible living space, while the upper-level primary retreat showcases high ceilings, abundant natural light, coastal furnishings, and a vanity with a backlit mirror. Both bathrooms feature floor-to-ceiling tiled showers and quartz vanities with illuminated mirrors, creating a spa-like feel. Every detail of this residence has been thoughtfully curated for sophistication, comfort, and effortless Gulf-front living. Located in one of Captiva’s most desirable resort settings, this home also offers a strong rental history within South Seas.

2122 Gulf Beach Villas, Captiva
$549,000
1 Beds ⋅ 2 Baths ⋅ 2026002394 MLS ⋅ South Seas Island Resort 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
$1,049,000
3 Beds ⋅ 3 Baths ⋅ 2026000907 MLS ⋅ South Seas Island Resort BLDG.
This two-story, three-bedroom, three-bath Beach Villa offers direct Gulf views and a desirable corner location that enhances privacy and natural light—an ideal combination for both personal enjoyment and rental appeal. The open-concept living, dining, and kitchen areas create a comfortable coastal setting well-suited for entertaining or unwinding after a day on the beach. Enjoy the sound of the waves and memorable Captiva sunsets from the living room or private patio. The main level includes the primary suite with en-suite bath, a guest bedroom with adjacent bath, and a stack washer and dryer for added convenience. Upstairs, a third bedroom with en-suite bath provides additional privacy, making the layout well-suited for accommodating family, guests, or renters. Located within Gulf Beach Villas, residents and guests enjoy access to a community pool, tennis and pickleball courts, grilling areas, and direct beach access. Just a short walk to the Village of Captiva, dining, shopping, and Starbucks, this villa offers an excellent blend of island lifestyle, walkability, and income potential.

2121 Gulf Beach Villas, Captiva
$1,790,000
3 Beds ⋅ 3 Baths ⋅ 2025024676 MLS ⋅ Not Applicable BLDG.
The popularity of this 3/3 Key West-style home, the Sun & Moon, may place it in the top tier of Captiva rental houses, with over 100 VRBO guests rating it exceptional. It is easy to maintain and prepare for incoming guests. Early 2026 advance reservations already total over $80,000. The house is very well furnished and equipped for guest or owner's use. The metal roof was replaced in 2020. StormSmart installed new impact windows in 2021, and the heated pool has been resurfaced. To avoid disturbing guests, showing requests can only be approved on Saturdays between departing and incoming guests, with 12 to 2 pm suggested. Closing date request is not before August 1, 2026. Future guest reservations must be honored. Any advance or final rental payments for reservations shall be credited to the buyer at closing.

11506 Wightman Ln, Captiva
$1,595,000
2 Beds ⋅ 2 Baths ⋅ 2025024577 MLS ⋅ South Seas Island Resort BLDG.
Experience effortless beachfront living at this beautifully renovated, turnkey 2-bedroom, 2-bath residence in the coveted Beach Cottages at South Seas Resort. Perfectly positioned to capture sweeping Gulf views and unforgettable sunsets, this exceptional condominium blends sophisticated coastal design with the relaxed elegance of Captiva Island. Every detail has been thoughtfully updated, from the custom kitchen featuring quartz countertops and GE Profile appliances to the beautifully updated walk-in shower bathrooms, impact-resistant windows and tri-fold lanai door, plantation shutters, recessed LED lighting, and an efficient laundry room with owner’s storage. The screened lanai provides the perfect setting for morning coffee or evening cocktails overlooking the Gulf, while the private ground-level paver patio with outdoor shower makes returning from the beach a pleasure. The condo has recently updated including a new water heater, new electrical panel and wiring, new plumbing, AC and heater. The new lanai includes Trex flooring and new screens. Beach Cottages has recently undergone an impressive community transformation including new concrete Hardie board siding, roofs, stairways and railings, refreshed tropical landscaping, expanded pool deck with new furnishings, renovated pickleball and tennis courts, and beautifully updated lanais. Also, electric charging units right in front of the condo. Plenty of storage inside the unit with under cabinet locked storage and 3 closets. It also has a brand new 12 x 40 storage unit beneath the condo with electric and a new refrigerator and icemaker. The beach is a 1 minute walk from the back door and located just a short stroll to the Resort’s water park and pool and Captiva Village’s charming boutiques, waterfront restaurants, and island attractions. This residence offers the best of island living. With an outstanding rental history and unlimited owner use through the South Seas rental management program, it presents an exceptional opportunity as both a luxury retreat and an income-producing investment. Wake to the sound of the waves, spend your days on Captiva’s world-famous white-sand beach, and end each evening with spectacular Gulf sunsets. At 1403 Beach Cottages, every day feels like a vacation.

1403 Beach Cottages, Captiva
$624,000
2 Beds ⋅ 2 Baths ⋅ 2025020197 MLS ⋅ South Seas Island Resort BLDG.
Imagine slipping away to Captiva and discovering the villa that redefines your idea of an island escape. Welcome to Captiva Resort Villas 3132—freshly renamed for 2025 and tucked behind the gates of South Seas Resort. This two-bedroom, two-bath, dual-level villa blends comfort with coastal charm in all the right ways. Step inside to bright, airy living with granite counters, impact sliders, ceilings tall enough to make your shoulders drop, and an extended lanai that adds extra room to lounge, dine, or simply daydream. Upstairs, a loft-style primary suite feels like an adults-only treehouse—private, calm, and made for slow mornings. The main level offers a sun-filled living area, guest bedroom, and full bath, all opening to peaceful courtyard views with prized northern exposure. Life here comes with easy perks: a sparkling pool, BBQ gathering spots, and elevators for convenience. Stroll to the Village of Captiva for boutiques, a morning Starbucks, or iconic island dining. Wander the other direction and you’re on the beach in minutes—perfect for those legendary Captiva sunsets.

3132 Tennis Villas, Captiva
$1,499,000
2 Beds ⋅ 2 Baths ⋅ 224020201 MLS ⋅ Sunset Captiva Condo BLDG.
Sunset Captiva Harbor Side offers a rare chance to own in one of Captiva’s most unique Gulf-to-Bay communities, perfectly situated in the heart of historic Captiva Village. This coveted location blends exceptional value with sweeping views of Pine Island Sound, Buck Key, and abundant island wildlife. As the only community in the Village offering full amenities, Sunset Captiva delivers an unmatched island lifestyle. This newly remodeled residence features luxury finishes throughout, with two spacious bedrooms and open, airy living areas designed for effortless coastal living. Highlights include deep-water dockage, a community pool, tennis and pickleball, elevator access, and a private boardwalk leading directly to the Gulf. The boutique 10-unit complex also provides a ground-floor storage area large enough for a golf cart—an island essential. Offered fully furnished and turnkey, this property is ideal as a private retreat, income-producing rental, or smart investment. With its prime location, elevated design, and resort-style amenities, Sunset Captiva Harbor Side is your opportunity to claim a true piece of paradise.

15123 Captiva Dr Unit 103, Captiva