Planning a getaway with a crowd? If you’re organizing a multigenerational family reunion, a milestone birthday bash, a corporate retreat, or just traveling with your full crew of friends, finding the right place to stay is everything.
These 15 large vacation rentals that sleep 20 or more have the perfect combination of space, comfort, and unforgettable amenities—from private pools and game rooms to lakefront docks and ocean-view balconies.
We carefully handpicked all these homes for big groups, mostly located in top destination spots like Palm Springs, Lake Norman, 30A Florida, and the Smoky Mountains. Plus, they’re equipped with everything you need for a memorable group experience.
Keep reading to finally find and book the perfect place for your big gathering—and maybe a few ideas for your next one too!
Curated Reads:
- Best Spring Break Destinations for Families
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- Family Summer Vacation Ideas
Nassau – Kissimmee, FL
Sleeps 22 guests | 9 bedrooms, 14 beds
Welcome to Nassau, a spacious retreat in sunny Orlando, designed for large family gatherings. The property offers ample space for relaxation and entertainment, ensuring you’ll have a memorable stay. Its proximity to Orlando’s top attractions makes it an ideal base for exploring the area.
💡 Discover the top 9 family-friendly Orlando Airbnbs with themed rooms and game areas in this curated guide.
Signature Amenities:
- Private outdoor oasis with a sparkling pool and bubbling hot tub
- Star Wars-themed game room featuring air hockey, basketball shootout, and retro arcade games
- Fully equipped chef’s kitchen with sleek island and top-of-the-line appliances
You may also want to check out our nearby homes, Sunshine Ridge and Coconut Breeze, to keep everyone from your group in the same area while enjoying their own space.
See What Guests Loved About Nassau:
“This place was awesome for a large family gathering. Lots of amenities for adults and kids. The house was very clean with a nice pool and private backyard. The host was friendly and responsive as well. We enjoyed the stay and would highly recommend for others.”
Sunlight Coast – Santa Rosa Beach, FL
Sleeps 28 guests | 10 bedrooms, 16 beds
Sunlight Coast is your stunning home located in the coastal community of Gulf Place. With its elegant design and spacious layout, it’s perfect for reunions, corporate retreats, and multi-family gatherings. The property is within walking distance of great restaurants and cafés, enhancing the vacation experience.
Signature Amenities:
- Private pool and spa with outdoor gas fireplace
- Interior elevator for easy access across floors
- Bikes and pool towels are available
- Proximity to Ed Walline Public Beach Access, less than 2 blocks away
Our nearby home, 30A Born 2 Beach, is just around the corner too—perfect for keeping your pack close and connected.
See What Guests Loved About Sunlight Coast:
“The home was perfect! Very clean and organized. Everything possible to make the stay perfect for our family was thought out! Well done and we hope to return same time next year!”
Lake Living – Sherrills Ford, NC
Sleeps 22 guests | 8 bedrooms, 11 beds
Offering a unique setup of two houses next to each other, Lake Living can accommodate large groups comfortably. The property has multiple living areas and kitchens, providing ample space for guests to spread out. Its location offers serene views of Lake Norman, too, enhancing the relaxation experience.
Signature Amenities:
- Two docks and two hot tubs for lakeside enjoyment
- Private pool with easy access from both houses
- Kayaks and paddleboards are provided for guest use on Lake Norman
💡 For an in-depth look at lakeside accommodations, explore our 12 Lake Norman Airbnbs with private docks.
See What Guests Loved About Lake Living:
“You can book this property with confidence. We booked the entire 2 house property for our family coming in from all over for a wedding. There were plenty of bedrooms and options, even for the 3 kid family with their nanny. The house was comfortable, very clean and nicely located out of the bustle but close enough to the grocery store and pharmacy for the quick runs that inevitably have to happen. The host representative was super responsive to several questions when we arrived and everything worked out great.”
30 Bradley Circle – Hilton Head Island, SC
Sleeps 24 guests | 9 bedrooms, 13 beds
A luxurious retreat that combines island living with upscale amenities. 30 Bradley Circle features spacious interiors and multiple common areas to gather and lounge, perfect for family groups or corporate gatherings. Its location offers easy beach access via a charming boardwalk, making seaside relaxation effortless.
💡 Make the most of your stay with our guide to Island Fun: The Top 19 Things To Do in Hilton Head, featuring beaches, dining, and local favorites.
Signature Amenities:
- Infinity pool with ocean views
- Multiple balconies with plush seating for relaxation
- Gourmet chef’s kitchen with gas range and outdoor BBQ
- Large dining spaces and living areas
More Reads:
- 6 Best Hilton Head Airbnbs with a Beachfront
- The Best Restaurants in Hilton Head for the Hungry Traveler
- 7 Best Hilton Head VRBO Alternatives
If you are hosting a larger event or family reunion, you can rent this home along with our next-door properties—24 Bradley Circle and 20 Bradley Circle—for a connected stay with plenty of room for everyone.
See What Guests Loved About 30 Bradley Circle:
“Great stay, beautiful house in a tight-knit community. Walk to the beach and to a great beach bar. Can Uber around the island. Thank you!”
Modern Masterpiece – Denver, NC
Sleeps 20 guests | 6 bedrooms, 14 beds
Modern Masterpiece is a fully remodeled lakeside oasis nestled on 1.56 acres in a tranquil cove on Lake Norman. The property has high-end finishes and a contemporary vibe, offering breathtaking water views. Its expansive deck and screened-in porch provide perfect spots for dining al fresco or lounging under the stars.
Signature Amenities:
- 14-seater dining area and expansive deck, and porch
- Game room featuring a pool table and a glass-enclosed card room
- Private boathouse and dock with new boat lift
See What Guests Loved About Modern Masterpiece:
“This house was perfect for a family of 17 people of all ages. The kitchen space was phenomenal with all the items we needed for a weeks stay. There was plenty of space inside for the days it rained with lots of activities, and a great fire pit and dock on the lake for the days the sun was shining. If we decide to have another family get together, this will be our first option of somewhere to stay!”
Wilson Creek Manor – Temecula, CA
Sleeps 20 guests | 10 bedrooms, 13 beds
Nestled in the heart of Temecula’s renowned wine country, Wilson Creek Manor is a luxurious estate with expansive grounds and elegant interiors. It is an ideal place for a reception, corporate retreat, or large family gathering. Being near local vineyards, guests can have a unique opportunity to explore and indulge in wine tasting experiences.
Signature Amenities:
- Outdoor pool with chaise lounges and a hot tub
- Multiple fire pits and seating areas for evening gatherings
- Large dining, lounging, dressing, and meeting areas
- Life-size chessboard, bocce ball court, and horseshoe pits for outdoor entertainment
💡 Plan your wine country escape with our curated list of 22 best things to do in Temecula and explore 10 dreamy Temecula Airbnbs you’ll love for even more getaway inspiration.
See What Guests Loved About Wilson Creek Manor:
“Our team had a wonderful 2 days enjoying Wilson Creek Manor. The space was ideal for our group of 9 women with bathrooms in all bedrooms, large seating areas, kitchen fit with everything needed for a gourmet diner, game room and gorgeous out door area. We were in the middle of beautiful vineyards and was able to coordinate with a wine tour company to pick us up for a day of adventure and easily ordered pizza following our day of wine tasting. The boardroom came in handy to tend to work during our stay and would highly recommend for any large group.”
“Great property – perfect for our corporate summit. Conference room with large wall mounted TV/monitor was a game changer for productivity. WiFi was strong and reliable. The nightly fee was a bit of a stretch for us but when you break down what you get (privacy – both group and individual, terrific kitchen facilities, great restaurants close enough for deliveries, game room, social gathereing space, dedicated meeting room, lovely grounds, parking right at the front door, etc, etc — it ended up being a wise choice. I’ve rented from Avant Stay before and know them to be very responsive hosts. We needed no additional support this trip as we had everything we needed! Thanks for a great stay!”
Starlight Estate – Bermuda Dunes, CA
Sleeps 20 guests | 8 bedrooms, 11 beds
Located in the Coachella Valley, Starlight Estate is a sprawling ranch-style mansion that fits comfort and luxury together smoothly. Its earthy interiors, adorned with unique architectural details, paired with expansive spaces to live and lounge, creates a warm and inviting atmosphere. It’s indeed a perfect retreat for those seeking relaxation and entertainment.
Signature Amenities:
- Private indoor tennis court with air conditioning
- Mesmerizing resort-style pool and hot tub with a waterfall feature
- Game room equipped with various entertainment options
- Outdoor bar and expansive al fresco dining setup
More Reads:
- Fun in the Desert Oasis: The 25 Best Things To Do in Coachella Valley
- The Best Coachella Valley Airbnbs to Book Before They Sell Out
- 18 Best Restaurants in the Coachella Valley
See What Guests Loved About Starlight Estate:
“Great spot for our Spring Break trip. There were 4 families and we had plenty of room. The pool and tennis court was fun for all. We had a couple issues but the host was very responsive. Overall we had a great time.”
“Great location for our purpose, which was visiting Indian Wells tennis tournament. Having a tennis court on premise was a huge bonus 🙂 All rooms were clean and spacious as described. Minor issues were immediately addressed by the maintenance team. Would stay again and recommend to anyone.”
The Pond Estate – Palm Springs, CA
Sleeps 20 guests | 11 bedrooms, 14 beds
Comprising three beautifully designed, pink homes, The Pond Estate is a grand compound set on over 12 acres of beautifully landscaped grounds, offering panoramic mountain views and endless ways of fun. Also, being in a secluded location ensures a tranquil getaway, while still being just minutes from downtown Palm Springs.
Signature Amenities:
- Thoughtfully curated interiors and artfully crafted spaces
- Multiple pools, including indoor and outdoor options
- Hot tub, private tennis court, game room, and fitness center
- On-site pond and private hiking trails
💡 Discover the desert’s best with our guide on the 33 things to do in Palm Springs and explore stunning stays in our roundup of the 12 best Palm Springs Airbnbs you’ll wish you lived in.
See What Guests Loved About The Pond Estate:
“Beautiful property, would definitely recommend to others and will be back again! Hosts were wonderful and ready to accommodate.”
“The Pond Estate was lovely, peaceful and everything that we could have hoped for. It was enough space for a large group with varied experiences. We had a fabulous stay.”
“The pictures don’t do this place justice. The home and rooms are so much bigger in person. This home, or homes, I should say, made the record-breaking heat of 124º enjoyable. Highly recommend this place to stay. Lots of fun!”
Seacrest – Destin, FL
Sleeps 20 guests | 8 bedrooms, 16 beds
Located just a short walk from the beach, Seacrest offers easy access to sun, sand, and surf. It is a coastal retreat that captures the essence of beachside living with its bright interiors and open-concept design. The home’s spacious layout is definitely best for accommodating large families or groups of friends.
Signature Amenities:
- Oversized private pool and bubbling hot tub
- Dedicated bunk room ideal for kids and spacious living areas
- Big lawn to lounge and have fun with a BBQ grill
- Expansive dining areas, may it be for indoor or alfresco meals
💡 Explore all that Destin has to offer with the top 35 things to do in Destin, Florida, from beach walks to boat rentals.
See What Guests Loved About Seacrest:
“Great place, convenient and close to beach!”
“Very nice, clean and quiet. I would recommend me myself and others to choose this place. Thanks so much”
Victorian Manor – Paso Robles, CA
Sleeps 28 guests | 12 bedrooms, 16 beds
Everyone can enjoy the tranquility of the countryside while being close to renowned wineries and tasting rooms when you’re in Victorian Manor. A stunning estate in the heart of Paso Robles wine country with classic architecture and serene surroundings, providing an Instagrammable backdrop for any occasion.
Signature Amenities:
- Private pool and hot tub for relaxation
- A tennis court, a basketball hoop, and playhouse for kids
- Wraparound porch with vineyard views
- Multiple outdoor spaces for gatherings and events
💡 Explore the charm of wine country with our guides to Paso Robles Airbnbs and the best things to do in Paso Robles.
Sunset Mirage – Miramar Beach, FL
Sleeps 24 guests | 10 bedrooms, 13 beds
Located in the heart of Miramar Beach, Sunset Mirage has multiple stories of luxurious and laid-back beach living just a short stroll from the sand. You’ll love the expansive balconies that wrap around the home, offering breezy spaces for morning coffee or evening wine.
Signature Amenities:
- Private pool and hot tub with fenced-in patio area
- Theater room and large spaces to relax and unwind
- Wrap-around balconies with seating across multiple floors
- Public beach access is just a minute walk away
See What Guests Loved About Sunset Mirage:
“Beautiful home and very short walk to the beach. Very clean and large bedrooms. Pristine kitchen and the wrap around balcony on multiple floors was great for relaxing in the evenings. Initially had trouble getting into the home but AvantStay was very responsive and immediately corrected the issue. Highly recommend!”
Hickory Ridge – Gatlinburg, TN
Sleeps 20 guests | 8 bedrooms, 9 beds
Tucked in the Smoky Mountains, Hickory Ridge has a warm cabin atmosphere with plenty of room for large families. The home’s rustic design is complemented by updated finishes and multiple gathering spaces, perfect for cozy nights or celebratory dinners. Its convenient location puts guests close to downtown Gatlinburg, yet surrounded by peaceful nature.
Signature Amenities:
- 3-story and large decks with the best forest and mountain views
- Hot tub, theater room, and game room with a pool table
- High vaulted ceilings and a log cabin interior
- Pet-friendly with spacious indoor and outdoor areas
💡 Planning your next mountain retreat? Get inspired with these 15 Smoky Mountains Airbnbs best for big trips.
See What Guests Loved About Hickory Ridge:
“Our family vacation was superb while staying here. Beautiful place that has everything you need. Would recommend to anyone who wants a fine place to stay while vacationing in Gatlinburg.”
“Our family of 16 and two dogs spent 5 days here and loved everything about this cabin!! Plenty of room for everyone to spread out yet come and enjoy time together on the main floor. Super close to everything downtown Gatlinburg. Only part we didn’t realize was there ’s not really any grassy areas to take your pups out so bring a leash to walk them up and down the road. And watch for bears!! Overall, we’d stay here again!!”
Fin – Inlet Beach, FL
Sleeps 20 guests | 9 bedrooms, 12 beds
Fin is everyone’s coastal dream home, especially for big groups and extended families. It has a flexible, comfortable, yet private layout that’s situated in a gated community near 30A. This property gives kids room to play and adults space to relax, and the cul-de-sac location means peace of mind for parents and easy beach access for everyone.
Signature Amenities:
- Dual kitchens, two large living rooms, and multiple-story balconies
- Private pool and hot tub, plus outdoor entertaining area
- Pingpong, foosball, air hockey and other arcade games are available
- Short 2-minute walk to Sandy Shores private beach access
💡 Make the most of your 30A stay with our guide to 12 things to do on the Emerald Coast, packed with family-friendly fun and relaxing escapes.
See What Guests Loved About Fin:
“This was a family vacation with 10 adults and 8 children, and the accommodation was perfect. I have stayed in many VRBO properties, but this was the best equipped by far. Having two kitchens was a tremendous bonus, and 2 living areas made it perfect with a place for the children and a very comfortable space for the adults. The Avant team was incredibly responsive to any of our needs — greatly appreciated especially over what I’m sure was a very busy Thanskgiving weekend. The beach was easily acccessible, and there was an ample supply of beach chairs for our use.. Since the home is on a cul-de-sac in a gated community, our children could ride their bikes without fear of cars whizzing by. In short, the location was perfect. I would not hesitate to recommend this home and hope if we make a return trip to 30A with our family, that it will be available.”
Book Fin ➜
Clear Sky – Destin, FL
Sleeps 20 guests | 8 bedrooms, 12 beds
Say hello to Clear Sky, a modern and welcoming beach retreat ideal for multi-family groups or reunions. The home’s open layout and bright coastal décor create a relaxed and inviting space for gatherings. Every bedroom includes its own ensuite bathroom, giving guests both comfort and privacy during their stay.
Signature Amenities:
- Private Kokomo Cove beach access is just down the street
- Private pool and hot tub with outdoor living space by the back porch
- Large open kitchen and dining space perfect for big meals
💡 Visiting with a crew? Discover 20 Destin Airbnbs for Family, Friends, & Group Getaways and see why Destin is the perfect setting for your next group escape.
See What Guests Loved About Clear Sky:
“Place is very spacious! All rooms have bathrooms which is great for a big group. Easy walk down the street with a more private beach access opposed to the public beach access. Everything was clean and welcoming upon arrival.”
Making Waves – Denver, NC
Sleeps 20 guests | 6 bedrooms, 10 beds
Making Waves lives up to its name with incredible lakefront views and resort-style amenities, making it perfect for special occasions. Whether it’s a milestone birthday, family reunion, or teen sleepover, this house has space and activities for every kind of celebration. Guests rave about the spacious layout and thoughtful extras that make hosting a breeze.
Signature Amenities:
- Private pool, hot tub, and outdoor firepit
- Direct lake access with private dock and kayaks & paddle boards
- Movie room, arcade, and plenty of group-friendly space
- Large outdoor space to gather, eat a meal together, and fully relax
See What Guests Loved About Making Waves:
“Perfect Stay…we couldn’t have asked for a better home for my daughter’s 16th birthday sleepover with her friends. The house is absolutely beautiful. It was spacious, clean and had everything we need to feel right at home. The view of the lake and the trees were just what we needed to distract us from a bunch of teenager girls. The girls had a great time, swimming in the pool, doing smores by the firepit and watching movies in the basement. We rented a boat which was able to come right up to the dock. Thank you AvantStay for accommodating all my requests. You all were the perfect host for this perfect occasion. We are all ready to come back.”
New!
Dolly’s Lodge – Pigeon Forge, TN
Sleeps 28 guests | 8 bedrooms, 12 beds
Check out our latest Smoky Mountains retreat to the AvantStay collection—Dolly’s Lodge is a cozy, log cabin just minutes from the best of Pigeon Forge. Perfect for family reunions or friend group escapes, this lodge-style home is an inviting base for every kind of mountain getaway.
💡 Capture the magic of the Smokies—check out our favorite scenic spots in 10 Instagrammable places in the Smoky Mountains.
Signature Amenities:
- Private indoor pool and hot tub with forest views
- Game room with arcade classics and foosball
- Spacious open-concept kitchen and living area for group meals
Be one of the first guests to experience this brand-new stay—and leave your mark as its very first review!
How to Plan the Ultimate Large Group Vacation with AvantStay
Organizing a vacation for a large group—be it family reunions, milestone celebrations, or friend getaways—can be both exhilarating and challenging. To ensure a memorable experience, consider the following steps:
1. Start Planning Early
Large vacation rentals are in high demand, especially during peak seasons. Begin your search several months in advance to secure the ideal property that fits your group’s needs. AvantStay has a curated selection and collection of spacious homes designed for big groups, ensuring comfort and convenience for all guests.
2. Designate a Group Coordinator
Having one person who oversees the planning process can streamline communication and decision-making. This coordinator will handle bookings, collect payments, and liaise with the property owner or manager. AvantStay has a dedicated guest experience team that is available to assist you with any inquiries or special requests.
3. Establish Clear Communication
Set up a group chat or email thread to keep everyone informed. Discuss budgets, meal plans, and activity preferences to ensure everyone’s expectations align. AvantStay’s mobile application acts as digital guidebooks for each property, providing guests with all necessary information, from check-in details to local recommendations.
4. Choose the Right Property
Look for rentals that offer ample space, multiple bathrooms, and communal areas. Amenities like game rooms, pools, or proximity to attractions can enhance the group’s experience. We have numerous blogs on the best vacation rentals for family reunions, Airbnb house lists, and best corporate venues that highlight properties specifically designed for large gatherings.
Read more about Airbnb house lists:
- 7 Best Oahu Airbnbs for Your Family’s Next Island Adventure
- 12 Best Cozy Lake Tahoe Airbnbs for Big Group Gatherings
- The Best Airbnbs for Coachella Valley Festivals
5. Plan Meals Ahead
Decide whether you’ll cook, dine out, or hire a chef. For home-cooked meals, assign cooking duties or consider preparing dishes in advance to save time. AvantStay homes often feature fully equipped kitchens and spacious dining areas, perfect for group meals.
And if you don’t want to stress out on having a stocked kitchen, we also have a grocery delivery add-on that will ease you out during your stay.
6. Allocate Private and Shared Time
While group activities are essential, ensure individuals or families have time to relax separately. This balance prevents burnout and keeps everyone refreshed. Many AvantStay properties offer multiple living spaces and outdoor areas, allowing guests to find their own space when needed.
7. Discuss Finances Openly
Clarify how expenses will be divided, whether equally or based on usage. Using helpful finance apps can simplify tracking shared costs. We provide transparent pricing for each of our homes, making it easier for you to manage your group finances.
8. Prepare for the Unexpected
Consider travel insurance and familiarize yourself with the rental’s cancellation policy. This foresight can protect your group from unforeseen circumstances. Protect your AvantStay trip to have peace of mind when plans change.
Big Plans. Big House. Book Now!
When it comes to planning a vacation for 20 or more guests, the key is finding a space that offers both room to spread out and places to come together.
Don’t just dream about the ultimate group getaway—lock it in. Find your perfect large vacation rental at AvantStay today and secure the space, the vibe, and the memories before someone else does.
