Entire home

SeaOatsCaptivaIsland: Private Waterfront Estate, Beach, Pool, Dock & Pickleball

Family-friendly fun on the beach, with outdoor pool

Photo gallery for SeaOatsCaptivaIsland: Private Waterfront Estate, Beach, Pool, Dock & Pickleball

Sea Oats Luxury Estate with Large Pool-Heated in Winter and Chilled in Summer
Private beach directly opposite our Estate. Beach Chairs and Umbrellas included!
Read a book and read in the Living Room
Sunrise over the Bay
Leave Cooking to a Private Chef

Reviews

10 out of 10
Exceptional
11 bedrooms11+ bathroomsSleeps 309999.7 sq ft

Popular amenities

  • Pet-friendly
  • Breakfast available
  • Parking available
  • Dryer
  • Pool
  • Hot tub

Explore the area

View in a map
Captiva, FL
  • Place, Captiva Beach
    ‪17 min walk‬
  • Place, Turner Beach
    ‪2 min drive‬
  • Place, Blind Pass Beach
    ‪3 min drive‬
  • Airport, Fort Myers, FL (RSW-Southwest Florida Intl.)
    ‪69 min drive‬

Rooms & beds

11 bedrooms (sleeps 30)

Corfu Bedroom

1 Queen Bed

Crete Bedroom

2 Queen Beds

Hydra Bedroom

1 King Bed

Ios Bedroom-Guest House

1 Queen Bed

Kos Bedroom-Bunk Room

2 Single Bunk Beds

Milos Bedroom

2 Queen Beds and 2 Single Beds

Mykonos Bedroom

1 King Bed and 2 Single Beds

Naxos Bedroom-Guest House

1 King Bed and 2 Single Beds

Paros Bedroom-Guest House

1 King Bed

Santorini Bedroom

1 King Bed

Sifnos Bedroom

2 Queen Beds

11 bathrooms, 1 half bathroom

Corfu Bathroom

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Crete Bathroom

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shower only · Shampoo · Hair dryer

Hydra Bathroom

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shower only · Shampoo · Hair dryer

Ios Bathroom

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Kos Bathroom

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Milos Bathroom

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Mykonos Bathroom

Soap · Towels provided · Bathtub · Toilet · Shower only · Shampoo · Hair dryer

Naxos Bathroom

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Paros Bathroom

Soap · Towels provided · Bathtub or shower · Shampoo · Hair dryer

Pool Bath

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Santorini Bathroom

Soap · Towels provided · Bathtub · Toilet · Shower only · Shampoo · Hair dryer

Sifnos Bathroom

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Separate dining area
Outdoor play area
Garden
Dining area

About this property

SeaOatsCaptivaIsland: Private Waterfront Estate, Beach, Pool, Dock & Pickleball

BOOK NOW WINTER 2026! CHRISTMAS WEEK STILL AVAILABLE DECEMBER 20-27, 2025!

Discover the Unparalleled Elegance of Sea Oats Luxury Estate on Captiva Island – Your Ultimate Luxury Vacation Rental for Large Groups

Escape to the serene shores of Captiva Island and experience the height of luxury vacation living at Sea Oats Luxury Estate, the largest private waterfront rental on Captiva and Sanibel Islands. Recognized as the "#1 Best Beach House Rental in Florida" by Coastal Living Magazine, this expansive exclusive waterfront estate is the perfect setting for family reunions, corporate retreats, weddings, and group getaways.

As part of the prestigious Drip Castle Estate Collection, the nation’s leader in large luxury vacation rentals, Sea Oats represents the finest in private estate accommodations. The collection is renowned for curating the most exclusive high-end vacation homes for discerning travelers, ensuring unparalleled service, amenities, and privacy.

A Legacy of Luxury
Spanning nearly four gated waterfront acres, Sea Oats offers 11 bedrooms and 12 bathrooms, comfortably accommodating up to 30 guests. The estate's design seamlessly blends upscale elegance with the natural beauty of Captiva Island, providing an exclusive retreat for those seeking privacy, tranquility, and sophistication.

Designed for multi-generational travel, executive retreats, and destination events, the estate boasts resort-style amenities, world-class service, and the utmost exclusivity. Whether you're celebrating a milestone, planning a corporate gathering, or simply looking for a luxury vacation home for large groups, Sea Oats offers an unparalleled experience.

Architectural Grandeur
Every space within this luxury group rental has been thoughtfully designed to foster togetherness while offering serene privacy. The estate’s open-concept living areas feature plush furnishings, stunning artwork, and panoramic bayfront views, creating an inviting and sophisticated atmosphere for relaxation and entertainment.

Vaulted ceilings, floor-to-ceiling windows, and elegant coastal décor bring in natural light and spectacular water views. Multiple indoor and outdoor lounge spaces provide ample opportunities for intimate conversations, group activities, or moments of quiet reflection.

Gourmet Chef’s Kitchen
The private chef’s kitchen is a culinary dream, equipped with high-end appliances, expansive countertops, and a spacious island perfect for catering events, large family dinners, or cooking classes. Guests can choose to cook themselves or arrange for a private chef through our concierge service.

The kitchen flows seamlessly into a bright and airy dining area, where a long dining table seats large groups comfortably. Imagine enjoying gourmet meals with family and friends while soaking in breathtaking views of the estate’s tropical grounds.
Luxurious Bedroom Suites
Each of the 11 bedrooms serves as a private retreat, offering a perfect blend of comfort and refinement. From bayfront king bed master suites to spacious bedrooms ideal for your most discerning guests and a bunk room for children, everyone will find a space tailored for rest and rejuvenation.

1. Spacious king and queen suites with plush bedding and elegant décor
2. Private balconies with panoramic views
3. Luxury linens and spa-quality Molton Brown bath products
4. Custom-designed ensuite bathrooms with soaking tubs and rain showers

The spa-inspired ensuite bathrooms provide an added level of indulgence, featuring designer fixtures, dual vanities, and oversized walk-in showers. Every detail has been carefully curated to provide a high-end resort experience within the privacy of your own estate.

Outdoor Oasis
Step outside to lush, tropical grounds, where private resort-style amenities await. The oversized heated and chilled pool is a stunning focal point, providing a refreshing escape from the Florida sun. Relax in the bayfront hot tub or take advantage of the exclusive beach path just steps away.
Sea Oats is surrounded by pristine landscaping, including swaying palms, vibrant tropical flowers, and natural pathways leading to tranquil waterfront seating areas. Enjoy morning coffee on the sunrise deck, host an elegant evening cocktail hour, or unwind in one of the cozy outdoor lounges.

Exclusive Private Beach
Sea Oats offers private Gulf-front beach access, allowing guests to enjoy the soft sands and warm waters. The estate provides beach chairs, umbrellas, and water toys, ensuring a perfect day by the sea for guests of all ages.
1. Private pathway to the beach
2. Umbrellas and lounge chairs--beach set up available
3. Secluded setting with breathtaking sunset views
4. Beach Volleyball setup and equipment

Endless Activities & Recreation
For those seeking adventure, this luxury estate rental features an array of private resort amenities, including:

1. Lighted tennis and pickleball court
2. Half basketball court
3. Kayaks and paddleboards for bay exploration
4. Fishing dock with stunning views
5. Private boat charter options through our concierge
6. Ping Pong table under the pergola

Sea Oats offers the best of both worlds—a peaceful retreat with access to thrilling outdoor activities. Explore the Gulf waters on a private boat charter, book a deep-sea fishing excursion, or enjoy a sunset and dolphin cruise.

Fitness & Wellness
Stay active in the private home gym, featuring top-tier fitness equipment, including a Peloton bike, free weights, and cardio machines. The gym’s large windows provide inspiring views of the lush estate grounds, making workouts a pleasure.
For those seeking relaxation, guests can book on-site spa treatments, including private yoga sessions, guided meditation, and in-home massages, all arranged through our concierge service. Whether you’re maintaining your fitness routine or indulging in self-care, Sea Oats offers everything needed for a wellness retreat experience.

Entertainment for All
Sea Oats is designed for luxury group vacations with entertainment in mind. Guests can enjoy:

1. Private media room for movie nights
2. Foosball, board games, and more
3. Great Room with a cozy reading nook

Families, friends, and colleagues will find plenty of indoor and outdoor entertainment options to keep everyone engaged throughout their stay.

Customized Experiences
As part of the Drip Castle Estate Collection, Sea Oats offers a dedicated concierge service to curate your perfect stay. We provide:

1. Private chef services and in-home catering
2. Sunset cruises and deep-sea fishing excursions
3. Luxury transportation and fishing or eco-tour charters
4. Curated island experiences, including wildlife tours

Our expert concierge team ensures that every detail is handled with care, creating a seamless and unforgettable experience.

Perfect for Special Events
Sea Oats Luxury Estate is an ideal event venue for corporate retreats, milestone celebrations, and family reunions. The expansive outdoor spaces and breathtaking waterfront backdrop set the stage for unforgettable moments. Our experienced event planning team ensures a seamless experience tailored to your vision.

Book Your Exclusive Stay
For those seeking the ultimate luxury vacation rental for large groups, Sea Oats Luxury Estate is the perfect choice. Contact us at 800.787.5829 to plan your high-end retreat, corporate event, or multi-family getaway in one of Florida’s most breathtaking destinations.

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Amenities

Pool
Hot tub
Kitchen
Washing machine
Dryer
Pet-friendly

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

Events allowed: family gatherings, birthday parties, weddings
Prior Approval and $5000 Event Fee
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Pets

Pets allowed: dogs less than 23 kg per pet (limit 3 pets total)
Prior Approval and $700 Pet Cleaning fee
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Smoking

Smoking is not permitted
Signed Rentals Agreement Required. Thank you.
Maximum occupancy 30 Strictly enforced. Thank you.
Maximum number of guest on property per party is 75 Strictly enforced. Thank you.

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Parties and events (including family gatherings, birthday parties and weddings) are allowed on site. Maximum attendees: 75
Note from host: Prior Approval and $5000 Event Fee
This property uses eco-friendly cleaning products
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

We should mention

A car is recommended for transport to and from this property

About the area

Captiva

Located in Captiva, this holiday home is on the beach. Castaways Marina and McCarthy's Marina are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Sanibel Island Southern Beach and J. N. Ding Darling National Wildlife Refuge. Travelling with kids? Consider Sanibel Captiva Conservation Foundation and Bailey - Matthews Shell Museum. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Captiva, FL

What's nearby

  • Captiva Beach - 17 min walk - 1.5 km
  • Turner Beach - 2 min drive - 1.4 km
  • Blind Pass Beach - 3 min drive - 1.8 km
  • Bowman's Beach - 12 min drive - 3.1 km
  • Sanibel Island Southern Beach - 15 min drive - 8.8 km

Getting around

  • Fort Myers, FL (RSW-Southwest Florida Intl.) - 58 min drive

Restaurants

  • ‪Rosalita’s Cantina Sanibel - ‬14 min drive
  • ‪The Green Flash Waterfront Restaurant - ‬6 min drive
  • ‪RC Otter's Island Eats - ‬6 min drive
  • ‪The Shipyard - ‬4 min drive
  • ‪Starbucks - ‬7 min drive

Frequently asked questions

Does SeaOatsCaptivaIsland: Private Waterfront Estate, Beach, Pool, Dock & Pickleball have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

Is SeaOatsCaptivaIsland: Private Waterfront Estate, Beach, Pool, Dock & Pickleball pet-friendly?

Yes, this property allows dogs (limit 3 total) with a maximum weight of up to 23 kg per pet. Some restrictions may apply, so please contact the property for more details.

What time is check-in at SeaOatsCaptivaIsland: Private Waterfront Estate, Beach, Pool, Dock & Pickleball?

Check-in begins at 4:00 PM.

What time is check-out at SeaOatsCaptivaIsland: Private Waterfront Estate, Beach, Pool, Dock & Pickleball?

Checkout is at 10:00 AM.

Where is SeaOatsCaptivaIsland: Private Waterfront Estate, Beach, Pool, Dock & Pickleball located?

Nestled on the beach, this Captiva holiday home is within 1 mi (2 km) of J. N. Ding Darling National Wildlife Refuge, Captiva Beach and Turner Beach. Blind Pass Beach and Castaways Marina are also within 1 mile (2 km).

About the host

Hosted by Michelle + Kyle

Host profile image
Drip Castle Estate Collection owns and privately manages 4 Luxury Estates on Captiva Island, Florida, in Stowe, Vermont and now Taos, New Mexico.
Our team personally takes care of every detail for you and your guests to ensure a luxe, relaxing stay in any of our locations. Your personal concierge will handle everything for you. Let us show you how staying in a resort style vacation rental can be everything you want it to be. We look forward to working with you.

Why they chose this property

Private Beach and Bay Access on a tropical island

What makes this property unique

We specialize in Luxurious and large boutique properties so that you can Vacation together privately.

Languages:

English, French, Italian, Spanish, Romanian

Premier Host

They consistently provide great experiences for their guests