Three Hundred

Sleeps 15 - 5 Bedrooms - 6 Baths
300 E Shipwreck Rd, Santa Rosa Beach, FL 32459

Three Hundred by Oversee 30A | 2024 Diamond Winner-Best Rental Mgmt.

Escape to the prestigious bayside and indulge in this exceptional waterfront home featuring 5 bedrooms, 5 full baths, 2 half baths, private pool and dock. A true masterpiece of coastal living, this home is crafted with impeccable attention to detail and boasts a wealth of features that truly set it apart.

Planning a special event? The driveway offers parking for 10+ cars, so there's plenty of space for guests and family!

Step inside to be greeted by the warmth and sophistication of locally sourced pecky wood cypress beams in the kitchen and living areas, and oversized steel windows that flood the home with natural light. French Oak wood floors flow seamlessly throughout, enhancing the timeless appeal of this exquisite home. Gather around the gas fireplace to unwind and create lasting memories with loved ones.

The 20ft accordion doors in the living room effortlessly open to blend indoor and outdoor spaces, allowing you to savor the coastal breeze.

Two master bedrooms on the first floor offer serene water views, while the guest master features private access to the courtyard and driveway.

Two laundry spaces and a well-appointed home office with a separate entry provide ultimate convenience.

For entertainment, a cinema room awaits your movie nights, and a library passageway upstairs offers quiet escapes. The massive kids' playroom is a versatile space for fun and creativity. The 1,100-square-foot garage boasts three oversized 10x10 garage doors, a new epoxy floor, and will soon feature a pool table and ping-pong table. Luxury abounds in the master bath, with Art-deco sliding doors adding elegance to both the master closet and master bath.

The gourmet kitchen is a culinary dream, complete with two dishwashers and a layout that beckons both seasoned chefs and enthusiastic home cooks alike.

The outdoor space is a true sanctuary, featuring a 20x40 heated saltwater pool and a relaxing hot tub. Entertain with ease at the outdoor kitchen and gather around the fire pit for cozy evenings under the stars. The expansive backyard offers endless possibilities for outdoor activities and events. Water enthusiasts will appreciate this expansive estate with a deep water dock capable of accommodating a 35-foot boat

Don't miss the opportunity to enjoy this extraordinary waterfront estate. Embrace the Santa Rosa Beach dream in this one-of-a-kind home that seamlessly blends luxury, comfort, and coastal charm. Book your stay today and experience the ultimate in waterfront living!

We’re excited to have you stay with us! Oversee is small and locally owned. Our teams of hard-working professionals are passionate about providing a clean home and a consistent experience for our guests. We’re open seven days a week with a 24/7 emergency line. If you need anything during your stay, please let us know. Our office is within 10 miles of this home, so we’re right down the street, and happy to head your way!

- 5 Bedooms, 5 Full Baths, 2 Half Baths
- 6240 Sq Ft
- Ample Parking
- Gas Grill
- Fire Pit
- Waterfront
- Private Saltwater Pool, Hot Tub

Check-in is 4:00 PM CST. Check-out is at 10:00 AM CST.

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  • Add your trip dates to get the cancellation details for this stay.

House Rules

Who can stay.

  • Guests Maximum15 guests maximum
  • No petsNo pets

What's allowed.

  • Check-inCheck-in after 4:00 PM
  • Check-outCheck-out before 10:00 AM
  • No smokingNo smoking
  • No parties or eventsNo parties or events



  • Wireless internetWireless internet
  • FireplaceFireplace


  • CableCable
  • Smart TVSmart TV

Safety Features

  • Carbon monoxide detectorCarbon monoxide detector
  • Fire extinguisherFire extinguisher


  • Standard coffee makerStandard coffee maker
  • MicrowaveMicrowave
  • RefrigeratorRefrigerator
  • ToasterToaster
  • DishwasherDishwasher
  • StoveStove

Bed And Bathroom

  • Hair dryerHair dryer
  • Iron & boardIron & board
  • BathtubBathtub


  • GarageGarage
  • Lake or bay frontLake or bay front
  • Private poolPrivate pool
  • Private heated poolPrivate heated pool
  • Private hot tubPrivate hot tub
  • Private firepitPrivate firepit

Complimentary Items

  • 4 Oversee bikes4 Oversee bikes
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Bed and Baths



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Every Christmas Story Ever Told

Host Family


Acquired in 2014 and fully renovated in 2019, the Grayton Office is solely used to provide the fastest hospitality to the homes that are just a stone’s throw away.

Family members:

Danny West Angie Ezell Chris Parsons Haylee Macon Ryan Pearson Charles McTear Jacob Scali

Office location:

Contact Grayton

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