Gulf and Green Carriage House
Gulf and Green Carriage House by Oversee 30A | 2025 Diamond Winner - Best Rental Management
This isn’t just a cozy beach spot, it’s a carriage house with character, perched on the sought-after south side of 30A. With views of both the Gulf and Rosemary’s iconic Eastern Green, this 2-bedroom, 1-bath retreat feels like a little slice of something special.
Highlights:
📍Rosemary Beach, across from EasEastern Green!
👣Steps to private beach access
🕶️Gulf views from the living area
🏡Cozy, gorgeous interiors
🛍️Boutiques, shops, fun eateries
🦞4-star dining
Inside, the space is bright, thoughtfully styled, and designed for easy living. It’s perfect for couples or small families who want to relax, recharge, and enjoy the slower pace of life by the water.
Start the day with coffee, then wander down to the sand for an afternoon by the Gulf. When it’s time to explore, the shops and restaurants of Rosemary Beach Town Center are just a few minutes away on foot.
As with all Oversee 30A stays, service is local, personal, and always close by. Our team is here every day, with a 24/7 line if anything unexpected comes up.
You focus on the fun — we’ll take care of the rest.
Overview:
- Located across from Eastern Green
- Stunning Gulf views from the living area
- Private beach access
- 4 community pools
- Beach chair and umbrella service (additional fees)
- Fitness center (additional fees)
- Tennis courts (additional fees)
Overnight:
- Primary Bedroom: King bed, TV
- Guest Bunkroom: Two twin-over-twin bunks, 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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4 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
2nd Floor
Location
Upcoming Events
Fri, August 22
Havana Nights
The Pearl Hotel is hosting “Havana Nights,” an adults-only Cuban-inspired evening on Friday, August 22nd. Festivities will begin at 5 PM in the Ballroom and continue throughout the hotel until 10 PM. From 6-8 PM in the Pearl Ballroom, guests can enjoy live DJ entertainment, salsa lessons, and are encouraged to wear a Panama hat and dress in theme. A full Cuban-themed buffet will be available from 5-9 PM at the Havana Beach Bar & Grill. The Havana Beach Rooftop, open from 5-10 PM, will feature a cigar bar, themed food stations, Tropicana Club-style casino games, a photo booth, and a mobile hat bar.
Fri, August 22
Barry Fish
The Courtyard at Pescado hosts cocktails and live music from 6:00 p.m. to 10:00 p.m. in Rosemary Beach, offering a refined experience with small plates for sharing and a full-service bar featuring premium spirits and exclusive wines. Live music at The Courtyard at Pescado from 6-10 PM includes performances by Brad & TJ Duo on Wednesdays, Barry Fish on Fridays and August 7 & 21, The Sundown Strays on Saturdays & Sundays and August 14 & 28, Kristi Leann on August 4, Leana Carter on August 11 & 25, and Otha Allen Jr. on August 18.
Fri, August 22
Jazz Nights
Throughout August, locals and visitors can enjoy live jazz performances by The Velvet Jazz Collective, alongside open sessions for musicians and jazz enthusiasts. These events take place weekly in an intimate, vibrant setting, with headline performances on Fridays and Saturdays, open jazz sessions on Sundays, and midweek evenings featuring live music and karaoke.
Event highlights from August 12 to September 2, 2025, include: * Friday & Saturday Jazz Nights (6 PM – 10 PM): Captivating performances by members of The Velvet Jazz Collective, offering a blend of jazz standards and contemporary grooves.
* Sunday Groove Theory (6 PM – 10 PM): Open jazz sessions welcoming local musicians and aficionados for spontaneous, inspired performances.
* Tuesday Live Music & Karaoke (6 PM – 10 PM): A lively night where guests can showcase their talents or simply enjoy the entertainment.
* Thursday Live Jazz (6 PM – 10 PM): Smooth jazz sets the tone for an ideal pre- or post-dinner atmosphere.Adding to the experience, SOWAL House offers its acclaimed Orbiter Shuttle Services—a premium transportation and hospitality option to enhance any night out in Walton County. * Orbiter Shuttle – Roundtrip Service: Private chauffeured transportation for groups of 4 to 8, including exclusive club access, reserved seating, and champagne to toast the evening.
* Orbiter Shuttle – VIP All Night Long: Unlimited stops throughout Walton County, VIP treatment, and a personal driver available until midnight for a seamless and memorable night.Dave King, founder of SOWAL House, stated that the organization is proud to offer world-class live entertainment and exceptional hospitality to the Rosemary Beach community. Their goal is to foster genuine connections through music, art, and shared experiences, and this lineup reflects that commitment.
Tickets, reservations, and more information are available.
Sat, August 23
Jazz Nights
Throughout August, locals and visitors can enjoy live jazz performances by The Velvet Jazz Collective, as well as open sessions for musicians and jazz enthusiasts. These events occur weekly in an intimate, vibrant setting, with headline performances on Fridays and Saturdays, open jazz sessions on Sundays, and midweek evenings featuring live music and karaoke.
Event highlights from August 12 to September 2, 2025, include Friday and Saturday Jazz Nights from 6 PM to 10 PM, featuring captivating performances by The Velvet Jazz Collective, offering a blend of jazz standards and contemporary grooves. Sunday Groove Theory, from 6 PM to 10 PM, provides open jazz sessions for local musicians and aficionados to engage in spontaneous, inspired performances. On Tuesdays, from 6 PM to 10 PM, guests can enjoy a lively night of live music and karaoke, showcasing their talents or simply enjoying the entertainment. Thursdays feature live jazz from 6 PM to 10 PM, setting a smooth tone for an ideal pre- or post-dinner atmosphere.
Adding to the experience, SOWAL House offers its acclaimed Orbiter Shuttle Services, a premium transportation and hospitality option to enhance any night out in Walton County. The Orbiter Shuttle offers roundtrip service with private chauffeured transportation for groups of 4 to 8, including exclusive club access, reserved seating, and champagne. For a seamless and memorable night, the Orbiter Shuttle also offers a VIP All Night Long option, providing unlimited stops throughout Walton County, VIP treatment, and a personal driver available until midnight.
Dave King, founder of SOWAL House, stated that they are proud to offer world-class live entertainment and exceptional hospitality to the Rosemary Beach community. Their goal is to foster genuine connections through music, art, and shared experiences, and this lineup reflects that commitment. Tickets, reservations, and more information are available on the SOWAL House website.
Sat, August 23
The Sundown Strays
The Courtyard at Pescado hosts cocktails and live music from 6:00 p.m. to 10:00 p.m. in Rosemary Beach. The venue offers small plates for sharing and a full-service bar featuring premium spirits and exclusive wines. Live music at The Courtyard at Pescado includes Brad & TJ Duo on Wednesdays, Barry Fish on Fridays and August 7 and 21, The Sundown Strays on Saturdays and Sundays and August 14 and 28, Kristi Leann on August 4, Leana Carter on August 11 and 25, and Otha Allen Jr. on August 18.
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 24
30A Farmers Market
The 30A Farmers Market is held every Sunday year-round from 9 AM to 1 PM at 28 N. Barrett Square, Rosemary Beach, Florida.
Sun, August 24
Sunday Groove Theory
Throughout August, locals and visitors can enjoy live jazz performances by The Velvet Jazz Collective, as well as open sessions for musicians and jazz enthusiasts. These events occur weekly in an intimate and vibrant setting, with headline performances on Fridays and Saturdays, open jazz sessions on Sundays, and midweek evenings featuring live music and karaoke. The event highlights include Friday and Saturday Jazz Nights from 6 PM to 10 PM, offering captivating performances by The Velvet Jazz Collective with a blend of jazz standards and contemporary grooves. Sunday Groove Theory, also from 6 PM to 10 PM, welcomes local musicians and aficionados for spontaneous performances. Tuesday Live Music and Karaoke provides a lively night for guests to showcase their talents or enjoy entertainment, while Thursday Live Jazz from 6 PM to 10 PM offers smooth jazz for an ideal pre- or post-dinner atmosphere.
Adding to the experience, SOWAL House provides its acclaimed Orbiter Shuttle Services, a premium transportation and hospitality option for enhancing a night out in Walton County. The Orbiter Shuttle offers roundtrip service with private chauffeured transportation for groups of 4 to 8, including exclusive club access, reserved seating, and champagne. The Orbiter Shuttle – VIP All Night Long provides unlimited stops throughout Walton County, VIP treatment, and a personal driver available until midnight for a seamless and memorable night.
Dave King, founder of SOWAL House, stated that the organization is proud to offer world-class live entertainment and exceptional hospitality to the Rosemary Beach community. He noted that their goal is to foster genuine connections through music, art, and shared experiences, and the current lineup reflects that commitment. Tickets, reservations, and more information are available at the SOWAL House website.
Sun, August 24
The Sundown Strays
The Courtyard at Pescado hosts cocktails and live music from 6:00 p.m. to 10:00 p.m. in Rosemary Beach. Guests can enjoy small plates for sharing and a full-service bar featuring premium spirits and exclusive wines.
Live music performances at The Courtyard at Pescado are scheduled as follows: Brad & TJ Duo on Wednesdays, Barry Fish on Fridays, August 7th, and August 21st, and The Sundown Strays on Saturdays, Sundays, August 14th, and August 28th. Kristi Leann will perform on August 4th, Leana Carter on August 11th and 25th, and Otha Allen Jr. on August 18th.
Mon, August 25
Leana Carter
The Courtyard at Pescado hosts cocktails and live music from 6:00 p.m. to 10:00 p.m. in Rosemary Beach. Guests can enjoy small plates designed for sharing and a full-service bar featuring premium spirits and exclusive wines. Live music performances include the Brad & TJ Duo on Wednesdays, Barry Fish on Fridays and specific August dates, The Sundown Strays on Saturdays and Sundays and specific August dates, Kristi Leann on August 4, Leana Carter on August 11 and 25, and Otha Allen Jr. on August 18.
Mon, August 25
Lori Ubowski
Havana Beach Rooftop Bar offers cocktails and music from 6 PM to 8 PM, Monday through Wednesday, from March to September. Admission is complimentary and open to the public. Guests can enjoy an evening with their favorite beverages, good food, and a beautiful view overlooking the Gulf of Mexico. The weekly music calendar features Lori Ubowski on Mondays, Joey Shaling on Tuesdays, and Timmy Hood on Wednesdays.
Tue, August 26
Joey Shaling
Havana Beach Rooftop Bar offers cocktails and music Monday through Wednesday from 6 PM to 8 PM, March through September, in Rosemary Beach. Admission is complimentary and open to the public. It provides an enjoyable evening with beverages, food, and a view overlooking the Gulf of Mexico. The weekly music calendar features Lori Ubowski on Mondays, Joey Shaling on Tuesdays, and Timmy Hood on Wednesdays.
Tue, August 26
Live Music & Karaoke
Throughout August, SOWAL House invites locals and visitors to enjoy live jazz performances by The Velvet Jazz Collective, as well as open sessions for musicians and jazz enthusiasts. These events occur weekly in an intimate, lively setting, featuring headline performances on Fridays and Saturdays, open jazz sessions on Sundays, and midweek evenings with live music and karaoke. The event highlights, running from August 12 to September 2, 2025, include: Friday and Saturday Jazz Nights (6 PM – 10 PM) with captivating performances by The Velvet Jazz Collective, offering a mix of jazz standards and contemporary grooves; Sunday Groove Theory (6 PM – 10 PM), providing open jazz sessions for local musicians and aficionados to enjoy spontaneous performances; Tuesday Live Music & Karaoke (6 PM – 10 PM), a lively night for guests to showcase their talents or simply enjoy the entertainment; and Thursday Live Jazz (6 PM – 10 PM), where smooth jazz sets an ideal pre- or post-dinner atmosphere.
To enhance the experience, SOWAL House provides its acclaimed Orbiter Shuttle Services, a premium transportation and hospitality option for any night out in Walton County. This includes the Orbiter Shuttle – Roundtrip Service, offering private chauffeured transportation for groups of 4 to 8, with exclusive club access, reserved seating, and champagne. Additionally, the Orbiter Shuttle – VIP All Night Long service provides unlimited stops throughout Walton County, VIP treatment, and a personal driver available until midnight, ensuring a seamless and memorable night.
Dave King, founder of SOWAL House, stated that they are proud to offer world-class live entertainment and exceptional hospitality to the Rosemary Beach community. He added that their goal is to foster genuine connections through music, art, and shared experiences, and that this lineup reflects that commitment. Tickets, reservations, and further information are available.
Wed, August 27
Brad & TJ Duo
The Courtyard at Pescado offers cocktails and live music from 6:00 p.m. to 10:00 p.m. in Rosemary Beach. Guests can enjoy small plates for sharing and a full-service bar featuring premium spirits and exclusive wines. Live music is available with different artists on various days: Brad & TJ Duo on Wednesdays, Barry Fish on Fridays (also Aug. 7 & 21), The Sundown Strays on Saturdays & Sundays (also Aug. 14 & 28), Kristi Leann on Aug. 4, Leana Carter on Aug. 11 & 25, and Otha Allen Jr. on Aug. 18.
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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Host Family
Emerald Office at Sunnyside
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Emerald Office at Sunnyside, Florida
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