Three Hundred

Sleeps 17 - 5 Bedrooms - 6 Baths
300 E Shipwreck Rd, Santa Rosa Beach, FL 32459

Three Hundred by Oversee 30A | 2025 Diamond Winner-Best Rental Mgmt.

Waterfront, and on the edge of a beautiful bay, welcome to Three Hundred, an exceptional home featuring 5 bedrooms, 5 full baths, 2 half baths, and a large, gorgeous private pool and dock.

📍 Near Miramar Beach on the Choctawhatchee Bay
🚤 Waterfront, with private dock
🛏️ 5 Bedrooms, 5 Full Baths, 2 Half Baths
🪞 Stunning interiors, a coastal masterpiece
👙 Grand entertainment space: private saltwater pool, spillover spa, firepit, gas grill
🚘 Ample parking

A true masterpiece of coastal living, this home is crafted with impeccable attention to detail, with 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!

Inside, you’ll be awed 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 primary bedrooms on the first floor offer serene water views, while the guest room features private access to the courtyard and driveway.
Two laundry spaces and a 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 primary bath, with deco sliding doors, adding elegance to both the primary closet and 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 spillover spa. 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 30A 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!

At Three Hundred, the warmth of hospitality awaits. Our dedicated team at Oversee, a local company, is committed to ensuring your stay is nothing short of exceptional. We strive for perfection and are just a stone's throw away should you require any assistance. Reach out to us anytime, seven days a week, with the added peace of a 24/7 emergency line.

Overview:
- 5 Bedrooms, 5 Full Baths, 2 Half Baths
- 6240 Sq Ft
- Ample Parking
- Garage has a sitting area, pool table, ping pong table, fridge, microwave, etc.
- Two washers and dryers
- Gas Grill
- Wine cooler
- Fire Pit
- Waterfront
- Private Saltwater Pool (can be heated seasonally for an additional $55.00 per day, contact Oversee for details)
- Spillover Spa

Overnight:
- King in 1st floor primary bedroom; private bath; walk in closet;TV
- King in 1st floor primary bedroom; private bath; TV
- Queen in 1st floor guest room; private bath; Washer/Dryer; TV
- Queen in 1st floor guest room; shared hall bath; TV
- 2 twin over full bunk beds in 1st floor guest room; shared hall bath; TV
- Full daybed with a twin trundle; half bath; TV

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

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House Rules

Who can stay.

  • Guests Maximum17 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

Amenities

Indoor

  • Wireless internetWireless internet
  • FireplaceFireplace

Entertainment

  • CableCable
  • Smart TVSmart TV

Safety Features

  • Carbon monoxide detectorCarbon monoxide detector
  • Fire extinguisherFire extinguisher

Kitchen

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

Bed And Bathroom

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

Outdoor

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

1st Floor

Primary Bed Bedroom

1 King bed

full bathroom

 

bedroom

1 Queen bed

full bathroom

 

bedroom

1 Queen bed

full bathroom

 

bedroom

1 Queen bed

full bathroom

 

half bathroom

 

2nd Floor

bedroom

2 Bunk beds

full bathroom

 

half bathroom

 

Location

Upcoming Events

Sun, November 16

Sunday Supper

Miramar Beach
Food & Drink Food & Drink

The signature restaurant at Hotel Effie Sandestin, Ovide, offers a weekly Sunday Supper from 5-9 p.m., inviting guests to slow down and savor the southern tradition. This family-style feast is crafted to be shared with loved ones. The Sunday Supper is priced at $36 per person (plus tax and gratuity) and features Crispy Skillet Fried Chicken, Mashed Golden Potatoes with Black Pepper Gravy, Country Ham Braised Pole Beans, Effie Biscuits, and House-Made Banana Cream Pie. Reservations are recommended and can be made through OpenTable.

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Sun, November 16

NFL Football

Miramar Beach
Sports & Games Sports & Games

The event features professional football games organized by the National Football League.

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Sun, November 16

Paul Therrel

Miramar Beach
Live Music Live Music

A World Famous Dueling Piano Show is featured, with Paul Therrel performing until 12am.

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Mon, November 17

Thanksgiving Package

Miramar Beach
Family Fun Family Fun

Sandestin Golf and Beach Resort invites guests to gather, give thanks, and celebrate the season with a relaxing coastal getaway and exclusive holiday savings. This is the perfect opportunity for making new memories with family and friends. The offer includes 25% off the best available rate, the option for a Thanksgiving Catering Meal To-Go, and no minimum night requirement for the stay. The promotion code is THXS25, and guests must book by November 17, 2025. Travelers are encouraged to secure their Thanksgiving escape to Sandestin today to savor a holiday filled with coastal charm, festive flavors, and timeless traditions. Sandestin Golf and Beach Resort provides everything needed for an unforgettable celebration, whether guests are looking for a cozy Thanksgiving gathering or a festive winter getaway. Included with the package are exclusive rental amenities such as beach parking, daily bike rentals for four hours, one hour of daily tennis court time, fitness center access, resort tram access, daily kayak rentals for one hour at the marina, access to four resort pools, free self-parking, and free WiFi. Guests can save up to 25% off their stay. They can book online using the code THXS25 or call (877) 770-9138 to speak with a reservation specialist.

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Mon, November 17

Thanksgiving Package Book

Miramar Beach
Family Fun Family Fun

Sandestin Golf and Beach Resort® invites guests to gather, give thanks, and celebrate the season with a relaxing coastal getaway. The resort is offering exclusive holiday savings, perfect for making new memories with family and friends. The offer includes 25% off the best available rate, a Thanksgiving Catering Meal To-Go option, and no minimum night requirement. The promo code is THXS25, and guests should book by November 17, 2025. Guests are encouraged to secure their Thanksgiving escape to Sandestin today and savor a holiday filled with coastal charm, festive flavors, and timeless traditions. This holiday season, Sandestin Golf and Beach Resort provides everything needed for an unforgettable celebration, whether guests are looking for a cozy Thanksgiving gathering or a festive winter getaway. The package includes exclusive beach parking, bike rentals (4 hours daily), tennis court time (1 hour daily), fitness center access, resort tram access, kayak rentals at the marina (1 hour daily), access to 4 resort pools, free self-parking, and free WiFi. Guests can save up to 25% off their stay by booking online using code THXS25 or by calling (877) 770-9138 to speak with a reservation specialist.

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Mon, November 17

Free Bonfire

Miramar Beach
Family Fun Family Fun

The resort hosts a complimentary bonfire every Friday and Monday at sunset at their Beach Bar. There is no entrance fee, and resort parking is free. Plenty of chairs are provided, and everyone is welcome. S’mores and drink specials are available, along with the full menu. It is an excellent place for families to bring children and watch the sunset. Offsite food or beverages are not permitted.

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Mon, November 17

Monday Night Football

Miramar Beach
Sports & Games Sports & Games

The individual referenced Monday Night Football.

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Mon, November 17

Live Music

Miramar Beach
Live Music Live Music

Guests can enjoy hand-crafted cocktails while listening to a local artist perform original and cover songs. The event is open to the public, and complimentary validated parking is offered with any food and/or beverage purchase.

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Tue, November 18

Kyle Lamonica

Miramar Beach
Live Music Live Music

Kyle Lamonica is scheduled to perform live from 5:30 PM to 8:30 PM.

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Tue, November 18

Live Music

Miramar Beach
Live Music Live Music

Guests can enjoy hand-crafted cocktails while listening to a local artist perform original and cover songs. The event is open to the public, and complimentary validated parking is provided with any food or beverage purchase.

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Wed, November 19

Kara VonWyl

Miramar Beach
Live Music Live Music

Kyle Lamonica is scheduled to perform live from 5:30 PM to 8:30 PM.

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Wed, November 19

Motion Friendsgiving

Miramar Beach
Food & Drink Food & Drink

Motion Youth is hosting its annual Friendsgiving event, inviting all middle school and high school students for an evening of games, fun, and food. Attendees are encouraged to arrive hungry and ready to celebrate Thanksgiving with the group.

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Wed, November 19

Live Music

Miramar Beach
Live Music Live Music

Guests can enjoy handcrafted cocktails and listen to a local artist performing original and cover songs. This event is open to the public, and complimentary validated parking is offered with any food and/or beverage purchase.

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Thu, November 20

Trivia

Miramar Beach
Outdoor Activities Outdoor Activities

A call to action for a trivia event was made.

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Thu, November 20

Football

Miramar Beach
Sports & Games Sports & Games

The subject is football.

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Fri, November 21

Hometown Holiday Parade & Celebration

Miramar Beach
Family Fun Family Fun

Grand Boulevard Town Center is kicking off the holiday season with their Hometown Holiday Parade and Celebration on Friday, November 21st, at 5:00 PM. The Town Center will transform into a winter wonderland, illuminated by tens of thousands of white lights. The Coastal White Christmas begins with the lighting ceremony and a festive parade down the Boulevard, featuring tenants, local non-profits, community leaders, and the magical arrival of Santa Claus. The event offers family-friendly activities, including faux snow, complimentary photos with Santa, horse-drawn carriage rides, live entertainment, and seasonal refreshments. Visitors are encouraged to stroll the Boulevard, admire the lights and the decorated Town Center tree, and start their holiday shopping and dining.

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Fri, November 21

Wes Herndon

Miramar Beach
Live Music Live Music

Wes Herndon performs live from 5:30 to 8:30 PM.

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Fri, November 21

Free Bonfire

Miramar Beach
Outdoor Activities Outdoor Activities

The resort hosts a free bonfire every Friday and Monday at sunset at its Beach Bar. There is no entrance fee, and free resort parking is available. Plenty of chairs are provided, and everyone is welcome. S’mores and drink specials are available, along with the full menu. This is described as a great place to bring children and watch the sunset. Offsite food or beverages are not permitted. There are no external URLs in the content to remove.

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Fri, November 21

Live Music

Miramar Beach
Live Music Live Music

Guests can enjoy hand-crafted cocktails while a local artist performs a mix of original and cover songs. The event is open to the public, and complimentary validated parking is provided with any food and/or beverage purchase.

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Sat, November 22

Farmers Market

Miramar Beach
Markets & Shopping Markets & Shopping

On Saturdays throughout the year, from 9 AM to 1 PM, an outdoor market showcases a variety of unique vendors primarily offering locally sourced food items. These include fresh produce, eggs, milk, butter, grass-fed beef, chicken, local honey, pickled vegetables, and gourmet jams. Additionally, prepared foods such as tomato pies, hummus, pasta, tuna dip, and crab cakes are available for purchase. The market also features vendors selling soap and lotions. This event, known as the Grand Boulevard Farmers’ Market, is held in Grand Park, situated between Cantina Laredo and Tommy Bahama. These lively gatherings are part of the Coastal Culture Calendar of Events, supported by the Grand Boulevard Arts and Entertainment Program.

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Sat, November 22

13th Sparkling Wine & Holiday Lights

Miramar Beach
Food & Drink Food & Drink

The 13th Annual Sparkling Wine and Holiday Lights takes place on the decorated streets of Baytowne Wharf. The event features over 30 champagnes and delicious appetizers from Village restaurants. Guests can enjoy an evening of holiday cheer, carolers, and bubbles, concluding with Baytowne Wharf’s choreographed light show, Nights of Lights.

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Sat, November 22

Comedy on the Boulevard

Miramar Beach
Arts & Culture Arts & Culture

The Emerald Coast Theatre Company (ECTC) will host a night of stand-up comedy featuring some of the Southeast's funniest comedians. The event will be hosted by local comedian Jason Hedden.

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Sat, November 22

College Football

Miramar Beach
Sports & Games Sports & Games

The event is about college football.

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Sat, November 22

Live Music

Miramar Beach
Live Music Live Music

Guests can enjoy hand-crafted cocktails while listening to a local artist perform original and cover songs. The event is open to the public, and complimentary validated parking is offered with any food or beverage purchase.

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Sun, November 23

La Luna Children’s Boutique Holiday Open House

Miramar Beach
Family Fun Family Fun

La Luna Children’s Boutique is hosting a Holiday Open House at Grand Boulevard. The event series includes dates on Sunday, November 23 from 11:00 AM – 1:00 PM, Friday, November 28 from 12:00 PM – 2:00 PM, and Sunday, November 30 from 12:00 PM – 2:00 PM. Guests are invited to celebrate the season with an enchanting family experience. Attendees can explore a curated collection of festive children’s attire and timeless gifts, enjoy the signature hot cocoa bar, and gather for a charming seasonal storytime. Complimentary professional photos with Santa are available during the first hour of each event.

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Sun, November 23

Sunday Supper

Miramar Beach
Food & Drink Food & Drink

Guests are invited to gather for the timeless southern tradition of Sunday Supper at Ovide, located in Hotel Effie Sandestin, every week from 5-9 p.m. The signature restaurant offers a family-style feast, crafted with heart, and meant to be shared with loved ones. The Sunday Supper is priced at $36 per person (plus tax and gratuity) and features Crispy Skillet Fried Chicken, Mashed Golden Potatoes with Black Pepper Gravy, Country Ham Braised Pole Beans, Effie Biscuits, and House-Made Banana Cream Pie. Reservations are recommended and can be made through OpenTable.

Learn More
Sun, November 23

NFL Football

Miramar Beach
Sports & Games Sports & Games

A football game from the NFL will be held.

Learn More
Mon, November 24

Free Bonfire

Miramar Beach
Family Fun Family Fun

The venue hosts a complimentary bonfire every Friday and Monday at sunset at their Beach Bar. There is no entrance fee, and resort parking is free. Ample seating is provided, and everyone is welcome. S’mores, drink specials, and the full menu are available. It is an excellent spot for families to enjoy the sunset. Outside food or beverages are not permitted.

Learn More
Mon, November 24

Monday Night Football

Miramar Beach
Sports & Games Sports & Games

The event is Monday Night Football.

Learn More
Sat, November 29

Farmers Market

Miramar Beach
Markets & Shopping Markets & Shopping

On Saturdays throughout the year, from 9 AM to 1 PM, an outdoor market showcases a variety of unique vendors primarily offering locally sourced food items. These include fresh produce, eggs, milk, butter, grass-fed beef, chicken, local honey, pickled vegetables, and gourmet jams. Additionally, prepared foods such as tomato pies, hummus, pasta, tuna dip, and crab cakes are available for purchase. The market also features vendors selling soap and lotions. This event, known as the Grand Boulevard Farmers’ Market, is held in Grand Park, situated between Cantina Laredo and Tommy Bahama. These lively gatherings are part of the Coastal Culture Calendar of Events, supported by the Grand Boulevard Arts and Entertainment Program.

Learn More
Sat, December 6

Farmers Market

Miramar Beach
Markets & Shopping Markets & Shopping

On Saturdays throughout the year, from 9 AM to 1 PM, an outdoor market showcases a variety of unique vendors primarily offering locally sourced food items. These include fresh produce, eggs, milk, butter, grass-fed beef, chicken, local honey, pickled vegetables, and gourmet jams. Additionally, prepared foods such as tomato pies, hummus, pasta, tuna dip, and crab cakes are available for purchase. The market also features vendors selling soap and lotions. This event, known as the Grand Boulevard Farmers’ Market, is held in Grand Park, situated between Cantina Laredo and Tommy Bahama. These lively gatherings are part of the Coastal Culture Calendar of Events, supported by the Grand Boulevard Arts and Entertainment Program.

Learn More
Sat, December 13

Farmers Market

Miramar Beach
Markets & Shopping Markets & Shopping

On Saturdays throughout the year, from 9 AM to 1 PM, an outdoor market showcases a variety of unique vendors primarily offering locally sourced food items. These include fresh produce, eggs, milk, butter, grass-fed beef, chicken, local honey, pickled vegetables, and gourmet jams. Additionally, prepared foods such as tomato pies, hummus, pasta, tuna dip, and crab cakes are available for purchase. The market also features vendors selling soap and lotions. This event, known as the Grand Boulevard Farmers’ Market, is held in Grand Park, situated between Cantina Laredo and Tommy Bahama. These lively gatherings are part of the Coastal Culture Calendar of Events, supported by the Grand Boulevard Arts and Entertainment Program.

Learn More
Sat, December 20

Farmers Market

Miramar Beach
Markets & Shopping Markets & Shopping

On Saturdays throughout the year, from 9 AM to 1 PM, an outdoor market showcases a variety of unique vendors primarily offering locally sourced food items. These include fresh produce, eggs, milk, butter, grass-fed beef, chicken, local honey, pickled vegetables, and gourmet jams. Additionally, prepared foods such as tomato pies, hummus, pasta, tuna dip, and crab cakes are available for purchase. The market also features vendors selling soap and lotions. This event, known as the Grand Boulevard Farmers’ Market, is held in Grand Park, situated between Cantina Laredo and Tommy Bahama. These lively gatherings are part of the Coastal Culture Calendar of Events, supported by the Grand Boulevard Arts and Entertainment Program.

Learn More

Reviews - 5

jennifer
Sep 2025 Google

The home was stunning and perfect for all ages! We cannot wait to come back! The staff at oversee was amazing and so helpful with anything we needed!

matthew
Apr 2025 Airbnb
paul
Jul 2024 Airbnb
amanda
Jul 2024 Vrbo

Everything was perfect and the house was stunning!

ossie
Jun 2024 Airbnb

Host Family

Grayton Office

Heather Silva
Triston Luke
Danny West
Crystal	Becktel
Ryan Pearson
Summer McKeon
Charles McTear
Gloria Cruz
Right in the heart of Grayton Beach, the Grayton Office lets us offer quick, thoughtful support whenever you need a hand.

Office location:

Grayton Office, Florida

Contact Grayton Office
Guests

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