Family Reunions

Every generation under one roof

Finally, a vacation home large enough for the whole family. Our estates comfortably sleep up to 40 guests, with room for everyone to celebrate, reconnect, and create memories that last a lifetime. For even larger gatherings, combine both Captiva estates to accommodate up to 60 guests.

From the first toast to the final farewell, every estate is designed to inspire connection through expansive gathering spaces, resort-level amenities, and concierge teams dedicated to personalizing every detail. Whether it’s a weeklong celebration or a simple weekend escape to unwind, our premium estates transform family time into an unforgettable tradition you’ll want to return to year after year.

A Quick Look At Our Signature Estates...

Sea Palms Estate

This 9,000 sq. ft., 9-bedroom beachfront haven on Captiva Island effortlessly captures the essence of laid-back coastal refinement. Designed for families and groups seeking both togetherness and seclusion, the estate features sweeping Gulf views, direct beach access, and a seamless flow between indoor and outdoor spaces, all enhanced by personalized concierge services.

Heated pool with integrated spa and fire pit
Al fresco dining beneath covered patios
Media room and fitness suite with Peloton bike
Private balconies with sunset views

Sea Oats Luxury Estate

Sea Oats Luxury Estate is Captiva's largest luxury vacation rental, a 10,000 sq. ft., 11-bedroom waterfront sanctuary where effortless tranquility meets elevated design. With private Gulf access, expansive outdoor living spaces, and fully equipped interiors, this tropical retreat offers complete privacy paired with intuitive, personalized service.

Heated pool, hot tub, terrace seating, bar, and BBQ
Lighted tennis court with pickleball and half-basketball court
Chef’s kitchen equipped for entertaining up to thirty guests
Complimentary kayaks, paddleboards, and fishing gear

Meadowstone Manor

Nestled on 30 wooded acres in Stowe, Vermont, this 14-bedroom estate reinvents the classic New England escape with upscale design and resort-caliber experiences. With a heated pool, spring-fed pond, and private wellness studio, Meadowstone Manor offers a refined take on mountain living where fresh alpine air, modern comfort, and timeless design converge.

Heated pool, spring-fed swimming pond, two clay tennis courts, pickleball court, and basketball court
Private wellness studio, spa room, media room, and game room with billiards
Luxury bedding and mountain views throughout
Minutes from Stowe Mountain Resort, charming village shops, and year-round outdoor adventures

Gem Hacienda

This exquisite 9-bedroom Taos estate blends adobe-inspired design with modern comforts across eight secluded acres, offering a soulful Southwest retreat framed by mountain views and desert shades. With outdoor and indoor fireplaces and curated concierge services, it's a private haven for guests who value art, nature, and authenticity in equal measure.

Bedrooms with en-suite bath, luxury bedding, and gas-operated kiva fireplaces
Outdoor hot tub beneath the stars
Personalized experiences from private chef dinners and cooking classes to guided outdoor adventures, yoga, and spa treatments
Close to world-class ski slopes, charming galleries, and museums

Relax & Reconnect

From the newest member of the family to the family matriarch and patriarch, every Drip Castle stay is designed & equipped to help each member of the family find their own place in comfort & luxury. With magnificent common areas, private suites, sweeping grounds and personalized services that cater to needs young and old, our unforgettable portfolio of stunning estates offers the ideal setting for families of all sizes to gather in style.

At a glance...

Sea Oats Luxury Estate
- 11 Bedrooms | 5 King suites,
  8 Queens, 2 Fulls + 9 Twins
- Waterfront, tennis, pickleball, pool, hot tub
- Ideal for active large families and groups of friends
Sea Palms Estate
- 9 Bedrooms | 4 King suites,
  6 Queens, 1 Full & 10 Twins
- Beachfront luxury with pool + Spa
- Perfect for couples or families and friend groups who want to stay directly on the beach
Meadowstone Manor
- 14 Bedrooms | 8 King Suites,
  8 Queens, 11 Twins
- High Privacy, Pool + hot tubs on 30 acres
- Great family layout with separate wings
Gem Hacienda
- 9 Bedrooms | 5 King suites,
  5 Queens, 4 Fulls & 6 Twins
- Many bedrooms with private work/breakout spaces
- Spacious Family suites for privacy
Combine Sea Oats Luxury Estate + Sea Palms Estate on Captiva Island
- 9 Kings, 14 Queens, 3 Fulls & 19 Twins
- The ultimate retreat with amazing amenities
- For retreats that require up to 20 bedrooms for the full island experience.

From Sunrise to Fireside...

Begin the day with a chef-prepared breakfast in a state-of-the-art kitchen, or just tell us your preferences and we’ll have your favorites waiting upon arrival. Then, spend the afternoon your way—a refreshing break by the pool, a spirited match on the court, or an afternoon among the slopes or the waves. End the day with a gourmet dinner al fresco or cocktails by the fire before settling into a night of rest and rejuvenation on ultra-soft bedding.

Add-on experiences

Private chef, bartender, and catering
Daily housekeeping
Onsite yoga, massage and wellness treatments
Local Activities: skiing, snowboarding, standup paddleboardings, kayaking, hiking
Excursions: sunset + dolphin tours, eco + fishing charters, brewery + distillery tours

FAQ

How many guests can each estate accommodate?

Depending on the property, our estates can host 2-40 overnight guests, with expansive indoor and outdoor spaces for larger family gatherings, dinners, or events. Combining both Captiva estates offers the ability to host up to 60 family members.

Can we hire a private chef or cater special meals?

Absolutely. Our complimentary concierge will assist in coordinating private chefs, family-style dinners, or customized menus for any dietary needs, including kosher. We can also assist with restaurant reservations and recommendations as well as event planning for a special meal.

What types of activities are available for families?

From private pools, tennis and pickleball courts, guided cultural + nature excursions, skiing, hiking, golf, water sports, or wellness sessions, every estate offers curated and location-specific experiences for both active and leisurely days, for guests of all ages.

How private are the properties?

Each estate is secluded, with a discreet and dedicated team. Privacy and peace aren’t just a feature, they’re a reality.

Estates include expansive living rooms, terraces, firepits, media rooms, and outdoor entertainment areas — perfect for shared meals, storytelling, or quiet restoration.

Can the concierge team assist with planning our reunion itinerary?

Absolutely. Our concierge team handles everything from activity scheduling and workout sessions to in-home wellness treatments and local excursions, ensuring the reunion runs smoothly.

We can coordinate airport transfers, private drivers, and any other logistics needed to make arrival and departure effortless for your family.

How far in advance should we reserve an estate?

We recommend booking as soon as you have confirmed your dates with your family. While 6–12 months is preferred, our team will always accommodate shorter timelines. Select holiday weeks can sell very far in advance so please reach out as soon as possible.

How do we get started planning our reunion?

Reach out to our guest experience team at 800.787.5829 to explore available estates, discuss your family’s needs, and begin curating a personalized, unforgettable gathering.

Is the property pet-friendly?

Generally, yes. Small and medium dogs are allowed with prior approval. Please contact our concierge for more details.

How do I find out about pricing and availability?

Please call us at 800.787.5829 or complete this form for a personalized quote.

Lifetime memories Start Here...

A Drip Castle stay is more than a simple reunion. Here, privacy and purpose come together in a seamless experience founded on tailored service and inspiring surroundings. Whether you’re celebrating milestones, rekindling connections, or simply taking time to unwind together, our stunning estates provide the perfect setting for your family’s next chapter.

From arrival logistics to meals, custom itineraries and off-site excursions, our concierge team will handle every detail so you can focus on making memories.

All you have to do is arrive and let the experience unfold.