Private Waterfront Resort - Complimentary Concierge to Plan Ultimate Vacation

Book Winter and Spring Break 2027 with us!

Inspired by the Greek Islands+celebrating our 10th Anniversary
View the beautifully decorated villa with 11 bedrooms, 12 bathrooms, 4 waterfront acres. New Pickleball Court!!
Family Vacations, Corporate Retreats-please inquire for availability


Welcome to Sea Oats Luxury Estate, your exclusive retreat on the enchanting shores of Captiva Island. As a distinguished member of the esteemed Drip Castle Estate Collection, Sea Oats invites you to savor the heartwarming embrace of family gatherings and the laid-back allure of a waterfront sanctuary.




Experience the essence of Sea Oats Luxury Estate on Captiva Island—a day unfolding in perfect rhythm with the island's charm. Begin with a family breakfast in the chef's kitchen, fostering connections amidst shared laughter. Bask in the sun by the oversized pool or embark on a paddleboarding adventure along Buck’s Key, a wildlife preserve. Wellness enthusiasts can enjoy our full gym with a Peloton. Afternoons invite sandy strolls on the private beach, collecting shells and creating cherished memories. As the sun sets, gather for a bonfire, illuminating the warmth shared among family and friends. With a dedicated concierge, every desire is met, from private chefs to massages, ensuring an intimate multigenerational celebration. Sea Oats crafts each day as a tapestry of relaxation, exploration, and shared moments that linger in the heart.


Island Charms:
Immerse yourself in the unique allure of Captiva Island, where the emerald-green Gulf waters meet soft sandy beaches.
Explore pristine trails, bask in warm sunshine, and discover world-famous shells that define the island's natural beauty.


Unforgettable Family Moments:
Sea Oats boasts eleven meticulously designed bedrooms with ensuite bathrooms, ensuring ample space for up to 30 guests to create lasting memories.
The heartbeat of the home, our chef's kitchen, invites shared meals with ample connection and laughter. With ample seating at the indoor and outdoor tables for 30 and 2 bars for enjoying cocktail hour.


Relaxation and Recreation:
Unwind by the immense heated pool or indulge in the hot tub while the kids play.
Paddleboards and kayaks ready for adventure, offering opportunities to explore the nearby Pine Island Sound and Calusa Blueway Paddle Trail.
Fishing and boating are enjoyed from the private dock, with fishing poles included.
Enjoy wildlife observation, including dolphin, manatee and an eclectic assortment of birds.


Well-Appointed Amenities:
Sea Oats anticipates your every need with provided amenities, including beach chairs, umbrellas, tennis, Pickleball, basketball equipment, and more.
Bedrooms offer a harmonious blend of comfort and privacy, complemented by Molton Brown amenities for an added touch of luxury.


Your Private Resort:
Sea Oats transcends a traditional rental, offering an exclusive resort experience tailored for families and friends.
Whether gathered by the pool, around an evening fire, or exploring nearby trails, Sea Oats beckons you to create enduring memories.


Spectacular Surroundings:
Explore the beauty of Captiva Island's nature trails or bask in the warmth of the Florida sun on the private Gulf of Mexico beach.
Enjoy wildlife observation, including dolphin, manatee and an eclectic assortment of birds.


Concierge Convenience +
Personalized Services:
Our concierge is at your service, ready to elevate your stay with tailored experiences.
From provisioning to private chef services, massages, tennis lessons, and beyond, we're dedicated to fulfilling your every request.


Fitness Retreat:
Sea Oats caters to wellness enthusiasts with a full gym equipped with a Peloton, offering a rejuvenating escape for health-conscious guests.


Event Hosting:
Sea Oats transforms into an ideal event venue for multigenerational trips, family reunions, corporate retreats, and small intimate weddings.
Host events with the backdrop of Gulf views and manicured grounds, accommodating up to 50guests.
Event Planning Details:
Adhere to the 10 PM noise ordinance for serene evenings.
Multi-night stays are required for events, allowing you to savor each moment.
Events align with our commitment to exclusivity, ensuring an intimate and unforgettable experience.


Experience Sea Oats Luxury Estate – a space where family togetherness meets the charm of a beachside retreat. To book your unforgettable escape, please call 866.951.5016. Your journey to an exclusive and relaxed vacation on Captiva Island begins here.

If you see availability on the VRBO calendar but will not let you book, please send a message. There may be a minimum night stay requirement to discuss. Please note that pricing is based on a standard weekly stay. Please inquire about cost for shorter stays if available.