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
Thu, November 6
Michael Johnson
Michael Johnson will be performing live from 5-7 PM, Thursday through Saturday.
Thu, November 6
Mad Violets Wine Dinner
The Courtyard at Pescado in Rosemary Beach is hosting a wine tasting experience featuring Willamette Valley wines from Mad Violets, showcasing selections from distinctive Oregon vineyard sites. The event begins at 6 PM on Thursday, October 30th. Chef Daniel Sanchez will curate small bites to thoughtfully pair with each wine tasting. Tickets are $139.00, exclusive of fees, and limited spots are available.
Thu, November 6
SOWAL Jazz Fest: Frank Sinatra Tribute
South Walton is set to host its first SOWAL Jazz Fest, a three-night music celebration scheduled for November 6–8, 2025. The festival will transform various 30A venues into jazz clubs, featuring performances that support the SOWAL Foundation, a non-profit organization.
Attendees can choose between 6 p.m. and 8 p.m. showtimes at each venue. Tickets, starting at $50, guarantee a seat, with options for VIP Reserved Seating or General Admission.
Featured Performances include a Frank Sinatra Tribute by Josh Sirten and The Velvet Jazz Quartet at SOWAL House on Thursday and Friday, and a Billie Holiday Tribute by Sheila Ford with The Velvet Jazz Quartet at SOWAL House on Saturday. Teresa Lombardi and The Midnight Muses Quartet will perform an Amy Winehouse Tribute at Distillery 98 all three nights. Additionally, jazz legends Bobbie Storm, Wayne Mitchum, and Jimmy Ward, known as The Quiet Storm, will deliver coastal jazz and Southern soul at Black Bear’s Bar Room all three nights.
The venues include SOWAL House, known for intimate performances; Distillery 98, offering craft cocktails and local art; and Black Bear’s Bar Room, a cozy Grayton Beach spot for soulful jazz.
Thu, November 6
SOWAL Jazz Fest: Frank Sinatra Tribute
The inaugural SOWAL Jazz Fest is set to launch this fall, offering a three-night celebration of world-class music and community connection from November 6–8, 2025. The festival will transform 30A’s venues into intimate jazz clubs, with proceeds benefiting the non-profit SOWAL Foundation.
Attendees can choose from 6 p.m. and 8 p.m. showtimes at each venue. Tickets, starting at $50, guarantee a seat, with options for VIP Reserved Seating or General Admission.
Featured performances include a Frank Sinatra Tribute by Josh Sirten and The Velvet Jazz Quartet at SOWAL House on Thursday and Friday nights, a Billie Holiday Tribute by Sheila Ford with The Velvet Jazz Quartet at SOWAL House on Saturday night, and an Amy Winehouse Tribute by Teresa Lombardi and The Midnight Muses Quartet at Distillery 98 all three nights. Additionally, jazz legends Bobbie Storm, Wayne Mitchum, and Jimmy Ward will perform coastal jazz and Southern soul as The Quiet Storm at Black Bear’s Bar Room all three nights.
The venues include SOWAL House, known for its intimate performances; Distillery 98, which offers craft cocktails, local art, and distillery experiences; and Black Bear’s Bar Room, a cozy Grayton Beach hideaway suited for soulful jazz.
Fri, November 7
Michael Johnson
Michael Johnson performs live from 5-7 PM, Thursday through Saturday.
Fri, November 7
SOWAL Jazz Fest: Frank Sinatra Tribute
South Walton is launching its first SOWAL Jazz Fest, a three-night event celebrating music and community. From November 6–8, 2025, various venues in 30A will host jazz performances to benefit the non-profit SOWAL Foundation.
Attendees can choose between 6 p.m. and 8 p.m. showtimes at each venue. Each ticket provides access to a specific performance, allowing guests to customize their festival experience. Tickets begin at $50, ensuring every guest has a seat, whether they opt for VIP Reserved Seating or General Admission Seating.
Featured Performances:
A Frank Sinatra Tribute by Josh Sirten and The Velvet Jazz Quartet will be held at SOWAL House on Thursday and Friday nights. Sheila Ford with The Velvet Jazz Quartet will present a Billie Holiday Tribute at SOWAL House on Saturday night. Teresa Lombardi and The Midnight Muses Quartet will perform an Amy Winehouse Tribute at Distillery 98 all three nights. The Quiet Storm, featuring jazz legends Bobbie Storm, Wayne Mitchum, and Jimmy Ward, will deliver coastal jazz and Southern soul at Black Bear’s Bar Room throughout the festival.
Venues include SOWAL House, known for its intimate performances; Distillery 98, offering craft cocktails and local art; and Black Bear’s Bar Room, a cozy Grayton Beach spot for soulful jazz.
Fri, November 7
SOWAL Jazz Fest: Frank Sinatra Tribute
The inaugural SOWAL Jazz Fest is set to debut this fall, offering a three-night celebration of world-class music and community. Running from November 6–8, 2025, the festival will transform 30A venues into intimate jazz clubs, with performances benefiting the non-profit SOWAL Foundation.
Attendees can choose from two evening showtimes, 6 p.m. and 8 p.m., at each venue. Tickets, starting at $50, guarantee a seat and allow guests to customize their festival experience. Seating options include VIP Reserved and General Admission.
Featured Performances:
Frank Sinatra Tribute: Josh Sirten and The Velvet Jazz Quartet will perform at SOWAL House on Thursday and Friday nights.
Billie Holiday Tribute: Sheila Ford with The Velvet Jazz Quartet will capture Billie Holiday’s essence at SOWAL House on Saturday night.
Amy Winehouse Tribute: Teresa Lombardi and The Midnight Muses Quartet will channel Amy Winehouse’s energy at Distillery 98, all three nights.
The Quiet Storm: Jazz legends Bobbie Storm, Wayne Mitchum, and Jimmy Ward will deliver coastal jazz and Southern soul at Black Bear’s Bar Room, all three nights.
Venues:
SOWAL House: A cultural hub known for intimate, world-class performances.
Distillery 98: Offers a lively blend of craft cocktails, local art, and distillery experiences.
Black Bear’s Bar Room: A cozy Grayton Beach hideaway, ideal for soulful jazz.
Sat, November 8
Michael Johnson
Michael Johnson performs live from 5-7 PM, Thursday through Saturday.
Sat, November 8
SOWAL Jazz Fest: Billie Holiday Tribute
South Walton is set to host its inaugural SOWAL Jazz Fest from November 6–8, 2025. This three-night event will feature world-class music and aim to foster community connections while benefiting the non-profit SOWAL Foundation. Attendees can select from 6 p.m. and 8 p.m. showtimes at various venues, with tickets starting at $50 for either VIP Reserved Seating or General Admission. The festival will include tribute performances such as Josh Sirten and The Velvet Jazz Quartet honoring Frank Sinatra, Sheila Ford with The Velvet Jazz Quartet celebrating Billie Holiday, and Teresa Lombardi and The Midnight Muses Quartet channeling Amy Winehouse. Additionally, jazz legends Bobbie Storm, Wayne Mitchum, and Jimmy Ward, known as The Quiet Storm, will present coastal jazz and Southern soul. The festival will utilize several venues: SOWAL House, recognized for its intimate performances; Distillery 98, offering craft cocktails and distillery experiences; and Black Bear’s Bar Room, a cozy Grayton Beach location ideal for soulful jazz.
Sat, November 8
SOWAL Jazz Fest: Billie Holiday Tribute
South Walton is set to host its first SOWAL Jazz Fest, a three-night event celebrating world-class music and community. Scheduled from November 6–8, 2025, the festival will transform various venues along 30A into jazz clubs, with all performances benefiting the non-profit SOWAL Foundation.
Attendees can choose between 6 p.m. and 8 p.m. showtimes at each venue. Each ticket provides access to a specific performance, allowing guests to customize their festival experience. Tickets begin at $50, ensuring a guaranteed seat, whether for VIP Reserved Seating or General Admission.
Featured performances include a Frank Sinatra Tribute by Josh Sirten and The Velvet Jazz Quartet at SOWAL House on Thursday and Friday, and a Billie Holiday Tribute by Sheila Ford with The Velvet Jazz Quartet at SOWAL House on Saturday. Teresa Lombardi and The Midnight Muses Quartet will present an Amy Winehouse Tribute at Distillery 98 throughout all three nights. Additionally, jazz legends Bobbie Storm, Wayne Mitchum, and Jimmy Ward, known as The Quiet Storm, will deliver coastal jazz and Southern soul at Black Bear’s Bar Room for all three nights.
The venues include SOWAL House, a cultural hub known for its intimate performances; Distillery 98, which offers craft cocktails, local art, and distillery tours; and Black Bear’s Bar Room, a cozy hideaway in Grayton Beach ideal for soulful jazz.
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 9
30A Farmers Market
The 30A Farmers Market is a year-round event, taking place every Sunday from 9 AM to 1 PM. It is located at 28 N. Barrett Square, Rosemary Beach, Florida.
Thu, November 13
Michael Johnson
Michael Johnson performs live from 5-7 PM, Thursday through Saturday.
Sat, November 15
Michael Johnson
Michael Johnson performs live from 5:00 PM to 7:00 PM, Thursday through Saturday.
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 16
30A Farmers Market
The 30A Farmers Market is held every Sunday year-round from 9 AM to 1 PM, located at 28 N. Barrett Square, Rosemary Beach, Florida.
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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Host Family
Emerald Office at Sunnyside
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Emerald Office at Sunnyside, Florida
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