8 Vacation Homes that Feature Guest Houses on the Property

Planning a vacation for large groups can be challenging, especially if you’re planning a trip for multiple families. That’s why vacation rentals with guest houses are such a great option for large groups. Whether you’re planning a destination wedding, corporate retreat, family reunion, or multi-family vacation, these homes with guest houses are perfect for you!

1. Sandcastle Dunes

Sandcastle Dunes is a beautiful six-bedroom vacation home in Watersound that sleeps up to fourteen guests. This home features a guest house that makes it perfect for multi-family or group vacation. Sandcastle Dunes is located in a gated community off of 30A and guests have access to a golf cart and a community pool. In addition, the beach is just a short five-minute walk away. Overall, this large vacation home is great for your next group trip!

2. Bottoms Up

Located right across the street from the beach on Old 98 in Destin, Bottoms Up is a great seven bedroom vacation home that sleeps up to sixteen guests comfortably. Bottoms Up’s main house has four bedrooms and the guest house has three, which makes this home ideal for multi-family vacations. Altogether, between the pristine landscaping, private pool, fire pit, and screened-in porch, there’s a lot to love about this Crystal Beach vacation home.

3. Destin To Rest

Destin to Rest is a beautiful five-bedroom vacation home right on the Gulf of Mexico that sleeps up to fourteen guests. This home is excellent for group vacations because it has four bedrooms in the main house and one bedroom in the guest house. In addition, Destin to Rest also features a large back deck, private pool, spa tub, and even a private beach access. Overall, Destin to Rest is perfect for your next group getaway!

4. Hakuna Matata

Hakuna Matata is an amazing gulf-front 30A vacation home in Seacrest Beach. This property features a custom saltwater pool, private beach access, and a guest house. In total, Hakuna Matata sleeps up to eighteen guests in its eight bedrooms, which makes Hakuna Matata a great place to host a wedding, family reunion, or corporate retreat. Furthermore, the views from this home are also unbelievable!

5. The Watchtower

 

The Watchtower is a stunning five-bedroom vacation rental in Rosemary Beach that sleeps up to twenty guests comfortably. This incredible property features a gorgeous courtyard, rooftop deck, and a guest house. Additionally, The Watchtower boasts spectacular views and has access to the community pool, tennis courts, and workout facility. Overall, The Watchtower is the perfect place for a wedding or multi-family trip.

6. Casa del Rey

Casa del Rey is an extravagant nine-bedroom vacation home in Seagrove Beach that accommodates up to eighteen guests comfortably.  This luxurious estate features an in-home elevator, gulf-front pool, outdoor dining, and a guest house. This beautiful beachfront home features state of the art decor, finishes, and appliances in order to provide guests with the ultimate luxury vacation.

7. Blissful Shores

Blissful Shores is a spacious 30A vacation home in WaterColor with seven bedrooms that sleeps up to eighteen guests. This beautiful home is perfect for entertaining as it features an open floor plan, guest house, and a large gourmet kitchen with plenty of seating for everyone. Blissful Shores also has a large back porch with an outdoor fireplace that provides a cozy atmosphere. Additionally, guests have access to the community pool and the beach is just a seven-minute walk away. All in all, Blissful Shores is the perfect place to host a get-together, reunion, or even a wedding!

8. Palazzo del Mar

Palazzo del Mar is an ultra-luxurious beachfront home located right on Old 98 in Destin. This gated estate was designed for entertaining and it’s the ultimate wedding and event venue. This four-story 13,342 square foot home features eleven bedrooms between the main house and the guest house and it also features a private gulf-front pool in addition to the rooftop hot tub. Palazzo del Mar also has its own private beach access, home movie theater, game room, and sports bar.

Five Star Properties has plenty of homes that feature guest houses on the property, making them ideal for group getaways. For other vacation homes that sleep large groups, click here!

popular posts

Archive By Month

  • September 2019 (1)
  • August 2019 (12)
  • July 2019 (13)
  • June 2019 (10)
  • May 2019 (6)
  • April 2019 (9)
  • March 2019 (6)
  • February 2019 (4)
  • January 2019 (4)
  • December 2018 (12)
  • November 2018 (11)
  • October 2018 (9)
  • September 2018 (13)
  • August 2018 (20)
  • July 2018 (11)
  • June 2018 (4)
  • May 2018 (11)
  • April 2018 (11)
  • March 2018 (1)
  • February 2018 (2)
  • November 2017 (3)
  • October 2017 (4)
  • September 2017 (1)
  • August 2017 (6)
  • July 2017 (2)
  • June 2017 (4)
  • May 2017 (7)
  • March 2017 (3)
  • February 2017 (2)
  • January 2017 (2)
  • December 2016 (4)
  • November 2016 (5)
  • October 2016 (4)
  • September 2016 (5)
  • August 2016 (2)
  • July 2016 (4)
  • June 2016 (2)
  • May 2016 (2)
  • April 2016 (2)
  • March 2016 (2)
  • January 2016 (4)
  • December 2015 (5)
  • November 2015 (5)
  • October 2015 (6)
  • September 2015 (5)
  • August 2015 (4)
  • July 2015 (3)
  • June 2015 (8)
  • May 2015 (8)
  • April 2015 (10)
  • March 2015 (4)
  • February 2015 (13)
  • November 2014 (7)
  • October 2014 (3)
  • September 2014 (6)
  • August 2014 (1)
  • July 2014 (7)
  • June 2014 (1)
  • May 2014 (8)
  • April 2014 (9)
  • March 2014 (7)
  • February 2014 (11)
  • January 2014 (8)
  • December 2013 (12)
  • November 2013 (10)
  • October 2013 (14)
  • September 2013 (13)
  • August 2013 (11)
  • July 2013 (12)
  • June 2013 (10)
  • May 2013 (13)
  • April 2013 (1)
  • February 2013 (1)
  • January 2013 (2)
  • October 2012 (1)
  • September 2012 (7)
  • August 2012 (6)
  • July 2012 (4)
  • June 2012 (3)
  • May 2012 (1)
  • April 2012 (4)
  • March 2012 (6)
  • February 2012 (5)
  • January 2012 (17)
  • December 2011 (11)
  • November 2011 (15)
  • October 2011 (20)
  • August 2011 (6)
  • July 2011 (3)
  • April 2011 (2)
  • March 2011 (6)
  • February 2011 (6)
  • January 2011 (2)
  • December 2010 (3)
  • October 2010 (1)
  • September 2010 (6)
  • August 2010 (16)
  • July 2010 (12)
  • June 2010 (20)
  • May 2010 (19)
  • December 2009 (5)
  • November 2009 (1)
  • September 2009 (16)
  • Show All