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
- 8 Best Places to Visit in July in the USA
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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