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10 Best Vacation Rentals for Large Groups

Vacation rentals for corporate retreats and large groups!

Sydney Danson
SydneyGuest Experience
10 Best Vacation Rentals for Large Groups

We all know that planning a retreat for a large group can be a logistical nightmare, especially when it comes to accommodating everyone. The last thing you need to worry about is a vacation rental that isn’t designed to cater to your party, so if you are planning your next family vacation, company retreat, friendcation, team building excursion, or maybe you just need a space for an event, this is the best guide

Wander Surfside Beach - Surfside, South Carolina

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This spacious oceanfront home comes complete with private beach access and breathtaking views of the Atlantic Ocean from nearly every angle. The house comfortably accommodates up to 26 guests, features an elevator, 7 workstations, a heated pool, hot tub, and is perfect for your next large gathering.

The property is located in Surfside, where you can find a variety of restaurants along with renowned golf courses, family-friendly activities, shopping centers, and more.

RUNNER-UPS

Eleanthi - Messinia Peloponnese, Greece

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Photo by N. & A. Athanasiadou/Airbnb

Located at the highest point of the village of Pirgos in Greece, Eleanthi is a restored monastery dating back to the 1830s.

This spacious vacation home is comprised of two independent semi-detached boutique residences that feature interior courtyards, stone headers, and a detailed interior, and can host up to 12 people. Amenities include an outdoor shower, indoor fireplace, beach access as well as mountain and sea views.

Hacienda House - Salinas, California

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Photo by Anna/Airbnb

Welcome to Hacienda House! A stunning retreat set on a boutique organic vineyard and olive orchard. Created by famed architect Richard Rhodes in the late 90s, this gorgeous villa combines the beauty of the old with modern luxury, and is designed to be enjoyed with your family and friends!

Featured amenities include a chef’s kitchen, a garden oasis where guests can enjoy al fresco dining, a private built-in spa, and a sauna.

Villa Venetia - Miami, Florida

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Photo by Gino/Airbnb

Views of the skyline are all the rage in Miami and looking out from the balcony of this unique three-story villa, you and your friends will not be disappointed. This modern home is perfectly located in between South Beach and Downtown, is adorned with dazzling art, and includes a pool, jacuzzi, theatre, sauna, and pool table.

Casa Blue - Guanacaste, Costa Rica

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Photo by Alejandra/Airbnb

If views from a mountain, surrounded by a tropical forest, overlooking the Pacific Ocean sounds appealing to you, look no further than this paradise located in Guanacaste, Costa Rica. Casa Blu sits on 1.5 acres and is ​​one of the last architectural works of the late Steve Adams.

The space has an exotic yet cozy aesthetic, featuring a private pool, terraces with hammocks, a game room, and a hot tub. The perfect vacation home for groups of up to ten guests.

Hawksbill Estate - Providenciales, Turks, and Caicos

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Photo by The Top Villas

Ah, Turks and Caicos! Home to the gateway island of Providenciales, and the eccentric Grace Bay Beach, which is known for its luxury resorts, nightlife, and scuba-diving sites. If you are planning on traveling to this majestic island with a large group, you must check into this luxury estate. Here you’ll have everything you need including landscaped gardens, a home theater, a tennis court, and your private gym.

Mikri Vigla Villa - Naxos, Greece

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Photo by Vrbo

Some of the best coastlines can be found in the Mediterranean, and Mikri Vigla is no exception. Known for its bright sandy beaches, and clear azure waters this unique village is a must-have on your travel list.

On a hillside, just a 10-minute walk to the beach you’ll find the perfect vacation rental with panoramic views, enormous living/dining/kitchen areas, and a swimming pool carved out of the surrounding rocks. The villa can sleep up to 14 people and is within proximity of a fantastic bakery, restaurants, cafes, and grocery stores.

The Skies Collection - Mars Hill, North Carolina

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Photo by Carolina Mornings

Sapphire Sky is a sizeable holiday home designed to accommodate a large family or group of friends. The house comes complete with four large porches, a gas fireplace, a newly renovated attached full bath, mountain views, a hot tub, foosball, and a dartboard for your entertainment.

Guests also get access to several activities including ziplining, whitewater rafting, and skiing through the Mountain Discovery Pass, which comes complete with their booking.

Contemporary Estate - Honolulu, Hawaii

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Photo by Adrianna m./Vrbo

Honolulu, the capital of the Hawaiian Islands, is characterized by a mix of Western, Asian, and Pacific cultures, and is known for its diverse cuisine, and traditions.

In the heart of this vibrant city, you’ll find this secluded contemporary estate, with an aesthetic that wholly encompasses Hawaii’s relaxed ambiance. This home comes complete with a small chicken coop, outdoor gardens with koi ponds, a fire pit, beach gear, and ocean views.

Contemporary Estate - Honolulu, Hawaii

Article picture

Photo by Adrianna m./Vrbo

Honolulu, the capital of the Hawaiian Islands, is characterized by a mix of Western, Asian, and Pacific cultures, and is known for its diverse cuisine, and traditions.

In the heart of this vibrant city, you’ll find this secluded contemporary estate, with an aesthetic that wholly encompasses Hawaii’s relaxed ambiance. This home comes complete with a small chicken coop, outdoor gardens with koi ponds, a fire pit, beach gear, and ocean views.

Waterfront - Lake Chelan, Washington

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Photo by Sam F Williams III/Vrbo

Rocky Point is a stunning contemporary custom home with a 180-degree unobstructed view of the enchanting Lake Chelan and surrounding mountains.

The house is equipped with top-tier amenities including a gourmet chef’s kitchen, beverage bar, private pool, media room w/ Xbox One/Sony Wii game consoles, workout room, private dock, and waterfront access. The space is designed to accommodate up to 12 people and is the perfect getaway if you plan on entertaining a large group.


Make your corporate retreat extra special by finding the best place for you to stay with your colleagues! Don't forget to relax, celebrate your wins, and kick back during this time because you and your company deserve it.

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