Beach and Boardwalk w/ Carriage House
Beach and Boardwalk with Carriage House by Oversee 30A | 2025 Diamond Winner - Best Rental Management
This is not your average beach house. Designed by George Israel and just two doors from the sand, Beach and Boardwalk has 3 bedrooms, 4 bathrooms, and the carriage house, 1 bedroom and 1 bath. Full of personality, thoughtful details, and an unmistakable “wow” factor, this will feel more like an experience than just a place to stay.
📍Rosemary Beach!
👣Steps to private beach access
🏡Carriage House!
🥂Private balcony with scenic Gulf views
🪞Stunning interiors and unique architectural details
👙4 community pools!
🦞4-star dining
🛍️Boutiques, shops, fun eateries
Inside, it’s stylish but relaxed, filled with curated details, warm textures, and spaces that invite you to kick back and pretend you live here year-round. There’s personality around every corner, from the art to the layout.
Gulf views and breezy courtyards? Yes, and yes.
And a carriage house? Oh my goodness. The whole place feels like your own private corner of Rosemary Beach. Explore every artistic detail while enjoying modern comforts and effortless beach access, with the town center just a flip-flop stroll away.
With Oversee 30A, exceptional service meets unforgettable surroundings. You’ll be taken care of by a local team that’s around every day, with a 24/7 line if anything unexpected comes up. We make luxury feel laid-back. Just like it should.
Overview:
- Located two homes from the beach
- Private beach access
- 4 community pools
- Covered porches and stunning Gulf views from private balconies
- Unique nautical-inspired interiors
- Dining table for 6, bar seating for 3
- Fully equipped kitchen w/stainless steel appliances and gas stove
- Beach chair and umbrella service (additional fees)
- Fitness center (additional fees)
- Tennis courts (additional fees)- Beach chair and umbrella service (additional fees)
Overnight:
FIRST FLOOR
- Primary Bedroom: Queen bed, private bath, tub and glass-enclosed shower, private shuttered porch
- Guest Bedroom: Queen bed, private bath with shower
- Bunk Room: Two twin-over-twin bunks, private bath w/shower (no TV)
SECOND FLOOR
- Full bath with tub/shower combination
THIRD FLOOR
- Loft with queen bed, two elevated twin beds, TV
CARRIAGE HOUSE:
- Primary Bedroom: King bed, full private bath, TV
Check-in is 4:00 PM CST. Checkout is 10:00 AM CST.
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Take the 3D walkthrough.
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Hassle-free check-in.
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Add your trip dates to get the cancellation details for this stay.
House Rules
Who can stay.
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14 guests maximum
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No pets
What's allowed.
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Check-in after 4:00 PM
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Check-out before 10:00 AM
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No smoking
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No parties or events
Amenities
Bed and Baths
1st Floor
2nd Floor
Location
Upcoming Events
Fri, June 20
Friday & Saturday Jazz Nights: Jimmy Ward & Joe Murphy
SOWAL House in Rosemary Beach, FL, is introducing an exciting lineup for June, along with its luxurious Orbiter shuttle service. The venue, located on the second floor of Barrett Square, offers a variety of entertainment options. On Tuesdays and Thursdays, guests can enjoy Karaoke Night on June 10, 17, 19, 24, and 26. Jazz enthusiasts can attend performances by Jimmy Ward and Joe Murphy on June 13–14, and David Goldflies and Cam Ray on June 20–21. Every Sunday, there is an open jazz session called Sunday Groove Theory on June 8, 15, and 22. A special benefit evening, A Night for Steve, is scheduled for June 11, and a literary night featuring author Tricia Veldman will take place on June 12.
The Orbiter Shuttle Service offers a luxurious round-trip experience for groups of 4 to 8, providing transportation from Rosemary to Grayton Beach to SOWAL House. The service includes champagne and reserved seating for $300. Additionally, a Nightlong VIP Chauffeur service is available, offering a private driver for the evening with unlimited stops throughout Walton County. Guests can create their own itinerary and enjoy chilled champagne and front-row seating at SOWAL House, providing a personalized luxury experience.
Sat, June 21
Friday & Saturday Jazz Nights: Jimmy Ward & Joe Murphy
SOWAL House in Rosemary Beach, FL, is introducing an exciting lineup for June, along with its luxurious Orbiter shuttle service. The venue, located on the second floor of Barrett Square, offers a variety of entertainment options. On Tuesdays and Thursdays, guests can enjoy Karaoke Night on June 10, 17, 19, 24, and 26. Jazz enthusiasts can attend performances by Jimmy Ward and Joe Murphy on June 13–14, and David Goldflies and Cam Ray on June 20–21. Every Sunday, there is an open jazz session called Sunday Groove Theory on June 8, 15, and 22. A special benefit evening, A Night for Steve, is scheduled for June 11, and a literary night featuring author Tricia Veldman will take place on June 12.
The Orbiter Shuttle Service offers a luxurious round-trip experience for groups of 4 to 8, providing transportation from Rosemary to Grayton Beach to SOWAL House. The service includes champagne and reserved seating for $300. Additionally, a Nightlong VIP Chauffeur service is available, offering a private driver for the evening with unlimited stops throughout Walton County. Guests can create their own itinerary and enjoy chilled champagne and front-row seating at SOWAL House, providing a personalized luxury experience.
Sun, June 22
30A Farmers Market
The 30A Farmers Market takes place every Sunday throughout the year from 9 AM to 1 PM at 28 N. Barrett Square in Rosemary Beach, Florida.
Sun, June 22
Sunday’s Groove Theory: An Open Jazz Session
Groove Theory offers an open jazz jam where the band initiates the evening, allowing the night to evolve naturally. Musicians, vocalists, and instrumentalists are encouraged to express themselves on stage without the use of charts or setlists, relying solely on their instruments and the moment. This event embodies pure, unfiltered jazz as it was meant to be experienced. Attendees are invited to play, listen, and become part of a unique, one-time occurrence. Additionally, those in the service industry can bring their “Sunday Service” cards to enjoy exclusive specials and discounts.
Tue, June 24
John-Mark Gleadow
John-Mark Gleadow, an artist from Delaware, graduated with a Bachelor of Fine Arts degree in Painting from the University of Delaware in 1998. He has been a full-time artist since then. Before college, his only formal art training was in elementary school art classes. Initially nominated to attend West Point in 1994, he chose to study Mechanical Engineering at the University of Delaware. However, his passion for design led him to switch to a career in art. Although he considered Graphic Design, he ultimately majored in painting after excelling in an introductory painting class, where his final project was sold in a Washington, D.C. gallery.
Gleadow’s early artistic influences included Rene Magritte, Salvador Dali, and Vermeer. He admired technical proficiency in oil painting combined with original and surreal themes. His work often resembles photographs but depicts scenes that are impossible in reality, such as a portrait of a child appearing to emerge from a painted frame. His precise technique and imaginative subjects captivate viewers and bring a lifelike quality to his art.
Gleadow’s work is featured in numerous collections across the United States. In 2004, he received an Emerging Artist’s Grant from the Delaware Division of the Arts and won the Best Figurative Work award at the Rehoboth Art League’s Annual Member’s Fine Arts Show. In 2005, he was offered a Fellowship by the Savannah College of Art and Design to join their Masters of Fine Arts program.
Tue, June 24
Karaoke Night
Karaoke: The Stage Is Yours! takes place from 6:00 PM to 10:00 PM at SOWAL House, located at 82 S Barrett Square, Rosemary Beach, FL 32413, USA. Attendees are encouraged to arrive early to enjoy the signature Golden Hour from 6:00 PM to 7:00 PM, which includes unlimited champagne to start an unforgettable evening in Rosemary Beach.
Wed, June 25
John-Mark Gleadow
John-Mark Gleadow, an artist from Delaware, graduated with a Bachelor of Fine Arts degree in Painting from the University of Delaware in 1998. He has been a full-time artist since then. Before college, his only formal art training was in elementary school art classes. Initially nominated to attend West Point in 1994, he chose to study Mechanical Engineering at the University of Delaware. However, his passion for design led him to switch to a career in art. Although he considered Graphic Design, he ultimately majored in painting after excelling in an introductory painting class, where his final project was sold in a Washington, D.C. gallery.
Gleadow’s early artistic influences included Rene Magritte, Salvador Dali, and Vermeer. He admired technical proficiency in oil painting combined with original and surreal themes. His work often resembles photographs but depicts scenes that are impossible in reality, such as a portrait of a child appearing to emerge from a painted frame. His precise technique and imaginative subjects captivate viewers and bring a lifelike quality to his art.
Gleadow’s work is featured in numerous collections across the United States. In 2004, he received an Emerging Artist’s Grant from the Delaware Division of the Arts and won the Best Figurative Work award at the Rehoboth Art League’s Annual Member’s Fine Arts Show. In 2005, he was offered a Fellowship by the Savannah College of Art and Design to join their Masters of Fine Arts program.
Wed, June 25
Snow White
From May 28th to August 6th, every Wednesday at 6:30 pm, St. Augustine Green at Rosemary Beach hosts a complimentary event. The REP Theatre presents a beloved classic fairytale, where Snow White embarks on an exciting journey through an enchanted forest to escape the Evil Queen. During her adventure, she meets seven charming strangers and learns about friendship and kindness. This captivating adaptation of the Brothers Grimm tale offers a heartwarming story, memorable characters, and plenty of humor, providing a delightful experience for the whole family. Thanks to The Merchants of Rosemary Beach, performances of Snow White are free and do not require tickets.
Thu, June 26
John-Mark Gleadow
John-Mark Gleadow, an artist from Delaware, graduated with a Bachelor of Fine Arts degree in Painting from the University of Delaware in 1998. He has been a full-time artist since then. Before college, his only formal art training was in elementary school art classes. Initially nominated to attend West Point in 1994, he chose to study Mechanical Engineering at the University of Delaware. However, his passion for design led him to switch to a career in art. Although he considered Graphic Design, he ultimately majored in painting after excelling in an introductory painting class, where his final project was sold in a Washington, D.C. gallery.
Gleadow’s early artistic influences included Rene Magritte, Salvador Dali, and Vermeer. He admired technical proficiency in oil painting combined with original and surreal themes. His work often resembles photographs but depicts scenes that are impossible in reality, such as a portrait of a child appearing to emerge from a painted frame. His precise technique and imaginative subjects captivate viewers and bring a lifelike quality to his art.
Gleadow’s work is featured in numerous collections across the United States. In 2004, he received an Emerging Artist’s Grant from the Delaware Division of the Arts and won the Best Figurative Work award at the Rehoboth Art League’s Annual Member’s Fine Arts Show. In 2005, he was offered a Fellowship by the Savannah College of Art and Design to join their Masters of Fine Arts program.
Thu, June 26
Karaoke Night
Karaoke: The Stage Is Yours! takes place from 6:00 PM to 10:00 PM at SOWAL House, located at 82 S Barrett Square, Rosemary Beach, FL 32413, USA. Attendees are encouraged to arrive early to enjoy the signature Golden Hour from 6:00 PM to 7:00 PM, which includes unlimited champagne to start an unforgettable evening in Rosemary Beach.
Sun, July 13
Farmers Market
The Farmers Market takes place every Sunday from 9 a.m. to 1 p.m. in the picturesque setting of Rosemary Beach.
Sun, July 20
Farmers Market
The Farmers Market takes place every Sunday from 9 a.m. to 1 p.m. in the picturesque setting of Rosemary Beach.
Sun, July 27
Farmers Market
The Farmers Market takes place every Sunday from 9 a.m. to 1 p.m. in the picturesque setting of Rosemary Beach.
Sun, August 3
Farmers Market
The Farmers Market takes place every Sunday from 9 a.m. to 1 p.m. in the picturesque setting of Rosemary Beach.
Sun, August 10
Farmers Market
The Farmers Market takes place every Sunday from 9 a.m. to 1 p.m. in the picturesque setting of Rosemary Beach.
Sun, August 17
Farmers Market
The Farmers Market takes place every Sunday from 9 a.m. to 1 p.m. in the picturesque setting of Rosemary Beach.
Sun, August 24
Farmers Market
The Farmers Market takes place every Sunday from 9 a.m. to 1 p.m. in the picturesque setting of Rosemary Beach.
Sun, August 31
17th Annual Baytowne Beer Festival
The Village of Baytowne Wharf at Sandestin is set to host the 17th Annual Baytowne Wharf Beer Fest on October 10th and 11th, 2025. Attendees will have the opportunity to explore and enjoy a variety of unique beers and ales, featuring American specialty brews from across the country.
Sun, August 31
Farmers Market
The Farmers Market takes place every Sunday from 9 a.m. to 1 p.m. in the picturesque setting of Rosemary Beach.
Sat, October 11
Farmers Market
The Farmers Market takes place every Sunday from 9 a.m. to 1 p.m. in the picturesque setting of Rosemary Beach.
Sat, October 18
Farmers Market
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.
Sat, October 25
Farmers Market
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.
Sat, November 1
Farmers Market
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.
Sun, November 2
Farmers Market
The Farmers Market takes place every Sunday from 9 a.m. to 1 p.m. in the picturesque setting of Rosemary Beach.
Sun, November 9
Farmers Market
The Farmers Market takes place every Sunday from 9 a.m. to 1 p.m. in the picturesque setting of Rosemary Beach.
Sun, November 16
Farmers Market
The Farmers Market takes place every Sunday from 9 a.m. to 1 p.m. in the picturesque setting of Rosemary Beach.
Sun, November 23
Farmers Market
The Farmers Market takes place every Sunday from 9 a.m. to 1 p.m. in the picturesque setting of Rosemary Beach.
Sun, November 30
Farmers Market
The Farmers Market takes place every Sunday from 9 a.m. to 1 p.m. in the picturesque setting of Rosemary Beach.
Sun, December 7
Farmers Market
The Farmers Market takes place every Sunday from 9 a.m. to 1 p.m. in the picturesque setting of Rosemary Beach.
Sun, December 14
Farmers Market
The Farmers Market takes place every Sunday from 9 a.m. to 1 p.m. in the picturesque setting of Rosemary Beach.
Sun, December 21
Farmers Market
The Farmers Market takes place every Sunday from 9 a.m. to 1 p.m. in the picturesque setting of Rosemary Beach.
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Emerald Office at Sunnyside
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Emerald Office at Sunnyside, Florida
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