Luxury Large Group Vacation RentaLs

Florida · Vermont · New Mexico

AS FEATURED IN

The Drip Castle Estate Experience

Privately Owned and Operated

Make your next big trip more than just another vacation—make it an unforgettable experience. Bring together your family, friends, or colleagues. Imagine beautifully designed, expansive spaces, stunning views, and all the amenities you could dream of. Your dedicated concierge will handle dinner reservations, event catering, a personal bartender, or a private excursion somewhere exciting. Need us to plan the whole itinerary and experience? It would be our pleasure. 

Whether you’re drawn to sandy beaches or mountain peaks, we’ve got a spot that’s perfect for you. Our estates are spacious—up to 14,000 square foot, some with room for 30-40 guests. You’ll be surrounded by nature’s beauty, with all the comforts of home, plus easy access to local attractions, shopping, and dining. From the moment you arrive, you’ll know you’re in for something special.

What’s the Occasion?

Family Vacation + Reunions

Family Vacation + Reunions

Celebrations + Events

Celebrations + Events

Corporate + Wellness Retreats

Corporate + Wellness Retreats

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Where Would You Like to Visit?

Sea Oats Luxury Estate

Captiva Island, Florida

Captiva Island, Florida

11 Bedrooms
12 Bathrooms
Sleeps 30

Sea Oats Luxury Estate on Captiva Island offers a 10,000 square foot private retreat, with space for up to 30 guests. Set on four gated waterfront acres, the estate features luxurious amenities, including one of the largest private pools on Captiva, tennis, pickleball and basketball courts, hot tub overlooking the water, boat dock, and a private beach path. Your personal concierge will customize your stay.

Guests can enjoy activities such as kayaking, paddleboarding, and fishing, or simply relax while taking in the stunning surroundings. Whether for a family vacation or a private retreat, Sea Oats delivers an unforgettable luxury experience.

Meadowstone Manor

Stowe, Vermont

Stowe, Vermont

14 Bedrooms
16 Bathrooms

Surrounded by mountains and nestled in the middle of 30 wooded acres, Meadowstone Manor offers the ultimate in privacy and New England charm. Upscale amenities and thoughtful design features welcome you to unwind in this luxurious yet cozy atmosphere. The manor’s prime location means leaf peeping activities during the fall, world-class skiing during the winter and fun-filled family summers. Stowe Mountain Resort welcomes Epic Ski Pass or Day Pass holders just a short drive up the mountain. Downtown Stowe is only minutes away with iconic breweries and farm to table dining options.   

Meadowstone Manor is a perfectly serene hideaway for families looking to reconnect with each other and Mother Nature.

Sea Palms Estate

Captiva Island, Florida

Captiva Island, Florida

9 Bedrooms
10 Bathrooms
Sleeps 30

This exquisite beachfront mansion, encompassing more than 9,000 square feet of living space and spectacular grounds, provides a luxury island experience. Perfect for family reunions, big birthdays and special anniversaries. From the moment you arrive, you’ll enjoy the private heated/chilled pool and spa, lavish accommodations, stunning views, and incredible sunsets over the Gulf of Mexico. Let our concierge help you plan your dream celebration while you enjoy your toes in sand.

With a stunning beachfront location and plenty of swaying palm fronds setting the mood, this boutique villa rental on Captiva Island checks all the right boxes when it comes to a first-class vacation.

Gem Hacienda

Taos, New Mexico

Taos, New Mexico

9 Bedrooms
10 Bathrooms
Sleeps 30

Sitting on over eight acres of pristine valley lands, Gem Hacienda offers the quintessential New Mexican experience. This property combines the area’s natural beauty with traditional adobe architecture, luxurious amenities, and activities for every season. Avid ski enthusiasts with Ikon Ski, Mountain Collection or Day Passes enjoy hitting the slopes at Taos Ski Valley, just a short drive away. Summer trips bring white water rafting, hot air ballooning and gorgeous hiking.

Gem Hacienda’s ideal location is close to Taos Plaza, with its variety of art galleries, restaurants, and quaint shops. The views of the surrounding mountains and roaming wildlife set the scene for a secluded mountainside sanctuary. It’s the ideal setting to gather with friends and family, either at the bocce ball court, hot tub or classic horno oven.

What’s Your Dream Experience?

We Handle Every Detail For Your Unforgettable Private Vacation

Concierge + Planning

Personalized Vacation Planning
Private Chef + Catering Services
Custom Requests
VIP Transportation Arrangements
Dedicated Bartender Service
Housekeeping Available
Restaurant Reservations
Local Property Management Team

Activities

*depending on the location*
Canoeing, Kayaking + Standup Paddleboarding
Skiing + Snowboarding
Snowshoeing + Cross Country Skiing
Wine Tastings + Brewery Tours
Fishing trips
Sightseeing tours
Dolphin + sunset tours

Amenities

*depending on the location*
Heated & chilled Outdoor Pools
Heated + chilled Outdoor Pools
Hot Tub
Private Beach
Chef’s Kitchens
Private Gym with Peloton
Outdoor Fire Pit with Lounge Seating
Molton Brown Amenities
100% Cotton, high thread count bedding
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What Our Guests Have to Say

What Our Guests Have to Say

  • "Family Trip 2024"

    Excellent property. We have a large group and this is one of the few properties that can accommodate us under a single roof. Facilities are great, kitchen is well furnished for cooking big meals and concierge was excellent. Stowe is a great place for a summer vacation.


    – David C

  • "Paradise at Sea Palms"

    Sea Palms was absolutely the best!

    Amazing location, beautiful and large home, stunning views, and team was beyond helpful! If I can get this large family of ours together again, we will be back. Thank you.

    – Michelle R

  • "Amazing time in Captiva!"

    The house, beach, and management team far exceeded our expectations.

    Turn-key operation for having fun at the beach. Plenty of beach chairs, pool toys, kayaks, paddle boards, pots/pans and other essentials. It had it all!!! We cooked so much food and loved the kitchen setup. We were all super comfortable with the room layout and spacious floor plan. We will definitely come back. Trip of a lifetime!!!


    – Mike S

  • "Perfection"

    Everything about this Estate was magical. The staff was incredibly helpful and friendly and the property is kept in immaculate condition. Anyone looking to rent this house look no further, nothing else will compare. I cannot say enough about everything. Thank you again for renting this beautiful piece of heaven.


    – Alexa M

  • "Absolutely Perfect"

    The house was amazing! It was absolutely perfect for our group and we all had a blast. There were so many spaces that everyone had a place to go, something to do, and definitely made for what we needed. The house was absolutely beautiful.

    – Amy + Todd

  • "Luxury at Every Turn"

    We stayed with our extended family, a group of 17, and couldn't have enjoyed this home more. Most wonderful was the private beach, with hardly a soul for a mile either direction. A great night's sleep every night on the mattresses, and luxury at every turn. The team was easy to reach, and made sure our every need was met throughout the week. Highly recommend!


    – Colin R

  • "Family Trip 2024"

    Excellent property. We have a large group and this is one of the few properties that can accommodate us under a single roof. Facilities are great, kitchen is well furnished for cooking big meals and concierge was excellent. Stowe is a great place for a summer vacation.


    – David C

  • "Paradise at Sea Palms"

    Sea Palms was absolutely the best!

    Amazing location, beautiful and large home, stunning views, and team was beyond helpful! If I can get this large family of ours together again, we will be back. Thank you.

    – Michelle R

  • "Amazing time in Captiva!"

    The house, beach, and management team far exceeded our expectations.

    Turn-key operation for having fun at the beach. Plenty of beach chairs, pool toys, kayaks, paddle boards, pots/pans and other essentials. It had it all!!! We cooked so much food and loved the kitchen setup. We were all super comfortable with the room layout and spacious floor plan. We will definitely come back. Trip of a lifetime!!!


    – Mike S

  • "Perfection"

    Everything about this Estate was magical. The staff was incredibly helpful and friendly and the property is kept in immaculate condition. Anyone looking to rent this house look no further, nothing else will compare. I cannot say enough about everything. Thank you again for renting this beautiful piece of heaven.


    – Alexa M

  • "Absolutely Perfect"

    The house was amazing! It was absolutely perfect for our group and we all had a blast. There were so many spaces that everyone had a place to go, something to do, and definitely made for what we needed. The house was absolutely beautiful.

    – Amy + Todd

  • "Luxury at Every Turn"

    We stayed with our extended family, a group of 17, and couldn't have enjoyed this home more. Most wonderful was the private beach, with hardly a soul for a mile either direction. A great night's sleep every night on the mattresses, and luxury at every turn. The team was easy to reach, and made sure our every need was met throughout the week. Highly recommend!


    – Colin R

Start Planning an Experience You’ll Never Forget

Start Planning an Experience You’ll Never Forget

 Let our concierge design your ideal getaway.

Have our concierge curate
your perfect getaway.


Need help? Fill out our form for personalized assistance.

Need help? Fill out our form for personalized assistance.


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