Gulf and Green Carriage House
Gulf and Green Carriage House
Gulf and Green Carriage House
Gulf and Green Carriage House
Gulf and Green Carriage House by Oversee 30A | Perfect in Walton County Awards – Three-Time Diamond Winner – Best Rental Mgmt. 2026, 2025, 2024
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.
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
- Bunk Space: Twin-over-twin bunk, private bath, TV
Check-in is 4:00 PM CST. Checkout is 10:00 AM CST.
-
Hassle-free check-in.
-
Add your trip dates to get the cancellation details for this stay.
House Rules
Who can stay.
-
4 guests maximum
-
No pets
What's allowed.
-
Check-in after 4:00 PM
-
Check-out before 10:00 AM
-
No smoking
-
No parties or events
Amenities
Outdoor
-
Beach view
-
Balcony
Community Amenities
-
Community pool
Indoor
-
Wireless internet
Entertainment
-
Cable
-
Smart TV
Safety Features
-
Carbon monoxide detector
-
Fire extinguisher
Kitchen
-
Standard coffee maker
-
Microwave
-
Refrigerator
-
Toaster
-
Dishwasher
-
Stove
Bed And Bathroom
-
Hair dryer
-
Iron & board
Bed and Baths
2nd Floor
bedroom
1 King bed
full bathroom
Location
Upcoming Events
A Little Black Dress Cocktail Party
Rosemary Beach
Live Music
Havana Beach Bar & Grill, located in The Pearl at Rosemary Beach, hosts live music every Thursday through Saturday from 5-7 PM. Guests can dine while enjoying classic favorites played live by Michael Johnson on the baby grand piano in the main dining area.
30A Farmers Market
Rosemary Beach
Markets & Shopping
The 30A Farmers Market takes place every Sunday throughout the year, from 9 AM to 1 PM, at 28 N. Barrett Square, Rosemary Beach, Florida.
Huck & Lilly
Rosemary Beach
Live Music
Huck and Lilly will perform on Monday nights throughout the spring and summer at North Barrett Square in Rosemary Beach. This family-friendly event invites guests of all ages to enjoy an evening of music and dancing. It is an ideal way for friends and families to kick off their week and create lasting memories together in a beautiful coastal setting.
Spring It On! Concert Series: Joey Shaling and the Paisley Blues Band
Rosemary Beach
Live Music
Rosemary Beach hosts the Spring It On! Concert Series every Wednesday evening from March 4th through April 8th. Held at the St. Augustine Green from 5:30 to 7:00 PM, these free outdoor performances invite families to bring blankets and chairs for a night of music under the stars. The lineup features Joey Shaling and the Paisley Blues Band on March 4th, followed by The Rock Mob on March 11th, a Still Standing Elton John tribute on March 18th, the Gage Coward Band on March 25th, the Will Thompson Band on April 1st, and Sons of Saints on April 8th. Located at the eastern end of South Walton, Rosemary Beach offers a unique New Urbanism experience where visitors can explore shopping and dining on foot or by bike.
Michael Johnson
Rosemary Beach
Live Music
Havana Beach Bar & Grill, situated within The Pearl at Rosemary Beach, features live music from Thursday through Saturday between 5:00 PM and 7:00 PM. Guests can enjoy classic melodies performed by Michael Johnson on a baby grand piano in the main dining room. Inspired by Hemingway’s Cuba, the venue emphasizes a lifestyle of fine dining and quality drinks. Additional details and menus are available on the establishment's official website.
Michael Johnson
Rosemary Beach
Live Music
Havana Beach Bar & Grill, situated within The Pearl at Rosemary Beach, offers live music performances every Thursday through Saturday from 5 PM to 7 PM. Guests can enjoy a variety of classic tunes played by Michael Johnson on a baby grand piano while dining in the main area. Drawing inspiration from Hemingway’s Cuba, the establishment emphasizes a high-quality experience in dining and atmosphere.
Michael Johnson
Rosemary Beach
Live Music
Havana Beach Bar and Grill, situated within The Pearl at Rosemary Beach, features live music performances by Michael Johnson on the baby grand piano every Thursday through Saturday from 5 PM to 7 PM. Inspired by Hemingway’s Cuba, the venue offers an atmosphere dedicated to fine dining and quality drinks. Guests are invited to enjoy classic tunes while exploring a menu that captures the nuances of the Cuban lifestyle.
30A Farmers Market
Rosemary Beach
Markets & Shopping
The 30A Farmers Market is held every Sunday throughout the year, from 9 AM to 1 PM, at 28 N. Barrett Square, Rosemary Beach, Florida.
Huck & Lilly
Rosemary Beach
Live Music
Huck and Lilly will perform on Monday nights throughout the spring and summer at North Barrett Square in Rosemary Beach. This family-friendly event invites guests of all ages to enjoy an evening of music and dancing. It offers a wonderful opportunity for friends and families to gather and create lasting memories in a beautiful outdoor setting.
Spring It On! Concert Series: The Rock Mob
Rosemary Beach
Live Music
Rosemary Beach hosts the Spring It On! Concert Series at the St. Augustne Green every Wednesday evening from March 4th through April 8th. These free community events take place from 5:30 PM to 7 PM, and guests are invited to bring blankets and chairs to enjoy live music under the stars. The seasonal lineup includes performances by Joey Shaling and the Paisley Blues Band, The Rock Mob, Still Standing – Elton John Tribute, Gage Coward Band, Will Thompson Band, and Sons of Saints. Rosemary Beach itself is a picturesque New Urban town on Scenic 30A designed for walking and biking, offering a variety of shopping and dining options alongside its coastal charm.
Michael Johnson
Rosemary Beach
Live Music
Havana Beach Bar & Grill, situated within The Pearl at Rosemary Beach, features live music performances by Michael Johnson on the baby grand piano every Thursday through Saturday from 5 PM to 7 PM. This dining destination draws inspiration from Hemingway’s Cuba, focusing on a lifestyle of quality food and drink. Guests are invited to enjoy classic tunes in the main dining room while experiencing the unique atmosphere of the establishment.
Michael Johnson
Rosemary Beach
Live Music
Havana Beach Bar & Grill, situated within The Pearl at Rosemary Beach, features live music performances every Thursday through Saturday from 5 PM to 7 PM. Guests can enjoy a variety of classic hits performed by Michael Johnson on a baby grand piano while dining in the main room. Drawing inspiration from Hemingway’s Cuba, the establishment emphasizes a sophisticated atmosphere focused on fine dining and drinks.
Michael Johnson
Rosemary Beach
Live Music
Havana Beach Bar and Grill, situated within The Pearl at Rosemary Beach, features live music from 5:00 PM to 7:00 PM every Thursday through Saturday. Guests can enjoy a meal in the main dining room while Michael Johnson performs classic hits on the baby grand piano. Drawing inspiration from Hemingway’s Cuba, the establishment focuses on the fine details of living and dining well. More information and menus are available on their official website.
30A Farmers Market
Rosemary Beach
Markets & Shopping
The 30A Farmers Market takes place every Sunday, all year, from 9 AM to 1 PM. It is situated at 28 N. Barrett Square, Rosemary Beach, Florida.
Huck & Lilly
Rosemary Beach
Live Music
Huck and Lilly will perform on Monday nights throughout the spring and summer at North Barrett Square in Rosemary Beach. This family-friendly event invites guests of all ages to enjoy an evening of music and dancing. Attendees are encouraged to bring their friends and children to kick off the week with a fun-filled performance in a beautiful coastal setting.
Spring It On! Concert Series: Still Standing – Elton John Tribute
Rosemary Beach
Live Music
The Spring It On! Concert Series invites families to enjoy free live music under the stars at the St. Augustine Green in Rosemary Beach. Held on Wednesdays from March 4th through April 8th between 5:30 PM and 7:00 PM, guests are encouraged to bring blankets and chairs for the performances. The lineup features Joey Shaling and the Paisley Blues Band on March 4, The Rock Mob on March 11, Still Standing – Elton John Tribute on March 18, Gage Coward Band on March 25, Will Thompson Band on April 1, and Sons of Saints on April 8. Rosemary Beach offers a charming, New Urbanist atmosphere on Scenic 30A, designed to be explored by foot or bicycle while enjoying its local shops and restaurants.
Michael Johnson
Rosemary Beach
Live Music
Havana Beach Bar and Grill, situated within The Pearl at Rosemary Beach, features live music from 5:00 PM to 7:00 PM every Thursday through Saturday. Guests can enjoy a variety of classic songs performed by Michael Johnson on a baby grand piano in the main dining area. Drawing inspiration from Hemingway’s Cuba, the establishment emphasizes a high-quality dining and drinking experience for all visitors.
Michael Johnson
Rosemary Beach
Live Music
Havana Beach Bar & Grill, situated within The Pearl at Rosemary Beach, features live music from Thursday through Saturday between 5:00 PM and 7:00 PM. Patrons can enjoy a selection of classic songs performed by Michael Johnson on a baby grand piano in the main dining area. Drawing inspiration from Hemingway’s Cuba, the establishment emphasizes the finer points of dining and leisure. Additional details and menus are available on the restaurant's official website.
Michael Johnson
Rosemary Beach
Live Music
Havana Beach Bar and Grill, situated within The Pearl at Rosemary Beach, features live music from 5:00 PM to 7:00 PM every Thursday through Saturday. Guests can enjoy a meal in the main dining room while Michael Johnson performs classic hits on the baby grand piano. Drawing inspiration from Hemingway’s Cuba, the establishment focuses on the fine details of living, eating, and drinking well.
30A Farmers Market
Rosemary Beach
Markets & Shopping
The 30A Farmers Market takes place every Sunday throughout the year, from 9 AM to 1 PM. It is situated at 28 N. Barrett Square in Rosemary Beach, Florida.
Huck & Lilly
Rosemary Beach
Live Music
Huck and Lilly are set to perform on Monday nights throughout the spring and summer seasons at North Barrett Square in Rosemary Beach. These events offer families a fun-filled evening of music and dancing, providing a great way to start the week and create lasting memories in a beautiful setting. Friends and families are encouraged to gather for the performances and enjoy the lively entertainment together.
Spring It On! Concert Series: Gage Coward Band
Rosemary Beach
Live Music
The Spring It On! Concert Series invites families and music lovers to the St. Augustine Green in Rosemary Beach every Wednesday from March 4th through April 8th. These free evening performances take place under the stars from 5:30 to 7:00 PM, and attendees are encouraged to bring their own blankets and chairs. The diverse musical lineup features Joey Shaling and the Paisley Blues Band on March 4th, The Rock Mob on March 11th, and an Elton John tribute by Still Standing on March 18th. The series continues with the Gage Coward Band on March 25th, the Will Thompson Band on April 1st, and concludes with Sons of Saints on April 8th. Located at the eastern end of South Walton, Rosemary Beach is a picturesque New Urban town designed to be explored by foot or bicycle, offering a charming blend of island style, shopping, and dining.
Michael Johnson
Rosemary Beach
Live Music
Havana Beach Bar and Grill, situated within The Pearl at Rosemary Beach, features live music performances every Thursday through Saturday from 5 PM to 7 PM. Guests can enjoy a dining experience accompanied by classic songs performed by Michael Johnson on a baby grand piano in the main dining area. Drawing inspiration from Hemingway’s Cuba, the establishment focuses on the art of fine living, eating, and drinking.
Sat, February 28
A Little Black Dress Cocktail Party
Rosemary Beach
Live Music
Havana Beach Bar & Grill, located in The Pearl at Rosemary Beach, hosts live music every Thursday through Saturday from 5-7 PM. Guests can dine while enjoying classic favorites played live by Michael Johnson on the baby grand piano in the main dining area.
Sun, March 1
30A Farmers Market
Rosemary Beach
Markets & Shopping
The 30A Farmers Market takes place every Sunday throughout the year, from 9 AM to 1 PM, at 28 N. Barrett Square, Rosemary Beach, Florida.
Mon, March 2
Huck & Lilly
Rosemary Beach
Live Music
Huck and Lilly will perform on Monday nights throughout the spring and summer at North Barrett Square in Rosemary Beach. This family-friendly event invites guests of all ages to enjoy an evening of music and dancing. It is an ideal way for friends and families to kick off their week and create lasting memories together in a beautiful coastal setting.
Wed, March 4
Spring It On! Concert Series: Joey Shaling and the Paisley Blues Band
Rosemary Beach
Live Music
Rosemary Beach hosts the Spring It On! Concert Series every Wednesday evening from March 4th through April 8th. Held at the St. Augustine Green from 5:30 to 7:00 PM, these free outdoor performances invite families to bring blankets and chairs for a night of music under the stars. The lineup features Joey Shaling and the Paisley Blues Band on March 4th, followed by The Rock Mob on March 11th, a Still Standing Elton John tribute on March 18th, the Gage Coward Band on March 25th, the Will Thompson Band on April 1st, and Sons of Saints on April 8th. Located at the eastern end of South Walton, Rosemary Beach offers a unique New Urbanism experience where visitors can explore shopping and dining on foot or by bike.
Thu, March 5
Michael Johnson
Rosemary Beach
Live Music
Havana Beach Bar & Grill, situated within The Pearl at Rosemary Beach, features live music from Thursday through Saturday between 5:00 PM and 7:00 PM. Guests can enjoy classic melodies performed by Michael Johnson on a baby grand piano in the main dining room. Inspired by Hemingway’s Cuba, the venue emphasizes a lifestyle of fine dining and quality drinks. Additional details and menus are available on the establishment’s official website.
Fri, March 6
Michael Johnson
Rosemary Beach
Live Music
Havana Beach Bar & Grill, situated within The Pearl at Rosemary Beach, offers live music performances every Thursday through Saturday from 5 PM to 7 PM. Guests can enjoy a variety of classic tunes played by Michael Johnson on a baby grand piano while dining in the main area. Drawing inspiration from Hemingway’s Cuba, the establishment emphasizes a high-quality experience in dining and atmosphere.
Sat, March 7
Michael Johnson
Rosemary Beach
Live Music
Havana Beach Bar and Grill, situated within The Pearl at Rosemary Beach, features live music performances by Michael Johnson on the baby grand piano every Thursday through Saturday from 5 PM to 7 PM. Inspired by Hemingway’s Cuba, the venue offers an atmosphere dedicated to fine dining and quality drinks. Guests are invited to enjoy classic tunes while exploring a menu that captures the nuances of the Cuban lifestyle.
Sun, March 8
30A Farmers Market
Rosemary Beach
Markets & Shopping
The 30A Farmers Market is held every Sunday throughout the year, from 9 AM to 1 PM, at 28 N. Barrett Square, Rosemary Beach, Florida.
Mon, March 9
Huck & Lilly
Rosemary Beach
Live Music
Huck and Lilly will perform on Monday nights throughout the spring and summer at North Barrett Square in Rosemary Beach. This family-friendly event invites guests of all ages to enjoy an evening of music and dancing. It offers a wonderful opportunity for friends and families to gather and create lasting memories in a beautiful outdoor setting.
Wed, March 11
Spring It On! Concert Series: The Rock Mob
Rosemary Beach
Live Music
Rosemary Beach hosts the Spring It On! Concert Series at the St. Augustne Green every Wednesday evening from March 4th through April 8th. These free community events take place from 5:30 PM to 7 PM, and guests are invited to bring blankets and chairs to enjoy live music under the stars. The seasonal lineup includes performances by Joey Shaling and the Paisley Blues Band, The Rock Mob, Still Standing – Elton John Tribute, Gage Coward Band, Will Thompson Band, and Sons of Saints. Rosemary Beach itself is a picturesque New Urban town on Scenic 30A designed for walking and biking, offering a variety of shopping and dining options alongside its coastal charm.
Thu, March 12
Michael Johnson
Rosemary Beach
Live Music
Havana Beach Bar & Grill, situated within The Pearl at Rosemary Beach, features live music performances by Michael Johnson on the baby grand piano every Thursday through Saturday from 5 PM to 7 PM. This dining destination draws inspiration from Hemingway’s Cuba, focusing on a lifestyle of quality food and drink. Guests are invited to enjoy classic tunes in the main dining room while experiencing the unique atmosphere of the establishment.
Fri, March 13
Michael Johnson
Rosemary Beach
Live Music
Havana Beach Bar & Grill, situated within The Pearl at Rosemary Beach, features live music performances every Thursday through Saturday from 5 PM to 7 PM. Guests can enjoy a variety of classic hits performed by Michael Johnson on a baby grand piano while dining in the main room. Drawing inspiration from Hemingway’s Cuba, the establishment emphasizes a sophisticated atmosphere focused on fine dining and drinks.
Sat, March 14
Michael Johnson
Rosemary Beach
Live Music
Havana Beach Bar and Grill, situated within The Pearl at Rosemary Beach, features live music from 5:00 PM to 7:00 PM every Thursday through Saturday. Guests can enjoy a meal in the main dining room while Michael Johnson performs classic hits on the baby grand piano. Drawing inspiration from Hemingway’s Cuba, the establishment focuses on the fine details of living and dining well. More information and menus are available on their official website.
Sun, March 15
30A Farmers Market
Rosemary Beach
Markets & Shopping
The 30A Farmers Market takes place every Sunday, all year, from 9 AM to 1 PM. It is situated at 28 N. Barrett Square, Rosemary Beach, Florida.
Mon, March 16
Huck & Lilly
Rosemary Beach
Live Music
Huck and Lilly will perform on Monday nights throughout the spring and summer at North Barrett Square in Rosemary Beach. This family-friendly event invites guests of all ages to enjoy an evening of music and dancing. Attendees are encouraged to bring their friends and children to kick off the week with a fun-filled performance in a beautiful coastal setting.
Wed, March 18
Spring It On! Concert Series: Still Standing – Elton John Tribute
Rosemary Beach
Live Music
The Spring It On! Concert Series invites families to enjoy free live music under the stars at the St. Augustine Green in Rosemary Beach. Held on Wednesdays from March 4th through April 8th between 5:30 PM and 7:00 PM, guests are encouraged to bring blankets and chairs for the performances. The lineup features Joey Shaling and the Paisley Blues Band on March 4, The Rock Mob on March 11, Still Standing – Elton John Tribute on March 18, Gage Coward Band on March 25, Will Thompson Band on April 1, and Sons of Saints on April 8. Rosemary Beach offers a charming, New Urbanist atmosphere on Scenic 30A, designed to be explored by foot or bicycle while enjoying its local shops and restaurants.
Thu, March 19
Michael Johnson
Rosemary Beach
Live Music
Havana Beach Bar and Grill, situated within The Pearl at Rosemary Beach, features live music from 5:00 PM to 7:00 PM every Thursday through Saturday. Guests can enjoy a variety of classic songs performed by Michael Johnson on a baby grand piano in the main dining area. Drawing inspiration from Hemingway’s Cuba, the establishment emphasizes a high-quality dining and drinking experience for all visitors.
Fri, March 20
Michael Johnson
Rosemary Beach
Live Music
Havana Beach Bar & Grill, situated within The Pearl at Rosemary Beach, features live music from Thursday through Saturday between 5:00 PM and 7:00 PM. Patrons can enjoy a selection of classic songs performed by Michael Johnson on a baby grand piano in the main dining area. Drawing inspiration from Hemingway’s Cuba, the establishment emphasizes the finer points of dining and leisure. Additional details and menus are available on the restaurant’s official website.
Sat, March 21
Michael Johnson
Rosemary Beach
Live Music
Havana Beach Bar and Grill, situated within The Pearl at Rosemary Beach, features live music from 5:00 PM to 7:00 PM every Thursday through Saturday. Guests can enjoy a meal in the main dining room while Michael Johnson performs classic hits on the baby grand piano. Drawing inspiration from Hemingway’s Cuba, the establishment focuses on the fine details of living, eating, and drinking well.
Sun, March 22
30A Farmers Market
Rosemary Beach
Markets & Shopping
The 30A Farmers Market takes place every Sunday throughout the year, from 9 AM to 1 PM. It is situated at 28 N. Barrett Square in Rosemary Beach, Florida.
Mon, March 23
Huck & Lilly
Rosemary Beach
Live Music
Huck and Lilly are set to perform on Monday nights throughout the spring and summer seasons at North Barrett Square in Rosemary Beach. These events offer families a fun-filled evening of music and dancing, providing a great way to start the week and create lasting memories in a beautiful setting. Friends and families are encouraged to gather for the performances and enjoy the lively entertainment together.
Wed, March 25
Spring It On! Concert Series: Gage Coward Band
Rosemary Beach
Live Music
The Spring It On! Concert Series invites families and music lovers to the St. Augustine Green in Rosemary Beach every Wednesday from March 4th through April 8th. These free evening performances take place under the stars from 5:30 to 7:00 PM, and attendees are encouraged to bring their own blankets and chairs. The diverse musical lineup features Joey Shaling and the Paisley Blues Band on March 4th, The Rock Mob on March 11th, and an Elton John tribute by Still Standing on March 18th. The series continues with the Gage Coward Band on March 25th, the Will Thompson Band on April 1st, and concludes with Sons of Saints on April 8th. Located at the eastern end of South Walton, Rosemary Beach is a picturesque New Urban town designed to be explored by foot or bicycle, offering a charming blend of island style, shopping, and dining.
Thu, March 26
Michael Johnson
Rosemary Beach
Live Music
Havana Beach Bar and Grill, situated within The Pearl at Rosemary Beach, features live music performances every Thursday through Saturday from 5 PM to 7 PM. Guests can enjoy a dining experience accompanied by classic songs performed by Michael Johnson on a baby grand piano in the main dining area. Drawing inspiration from Hemingway’s Cuba, the establishment focuses on the art of fine living, eating, and drinking.
Reviews - 1
Google
10/10 beach vacation. Our house was classic Rosemary Beach and right by the water. Very Well Managed Outfit !!
Host Family
Emerald Office at Sunnyside
Office location:
Emerald Office at Sunnyside, Florida
Contact Emerald Office at Sunnyside
Gulf and Green Carriage House
Rosemary Beach - Sleeps 4
1 bedrooms - 1 beds - 1 baths
Prices include all fees and taxes