Happy Hours
Happy Hours
Happy Hours
Happy Hours
Happy Hours by Oversee 30A | 2025 Diamond Winner-Best Rental Mgmt.
Step into a world of fun, relaxation, and unforgettable memories at this stunning and spacious home, ideal for large family gatherings and business retreats.
Nestled in the heart of iconic Blue Mountain Beach, “Happy Hours” is a one-of-a-kind retreat just a hop, skip, and a jump from the beach, local shops, and charming eateries. Enjoy the soft, sugar-white sands, explore nearby state parks, and indulge in some of 30A’s best dining—all just steps from your door.
Located just two blocks from the Blue Mountain public beach access, this home offers convenient beach days with four private parking spaces off County Highway 83, plus additional parking via the alley.
This unique four-story main home—plus a two-story carriage house—was thoughtfully designed for groups or multiple families. There’s plenty of space to gather, play, and entertain, with a layout that also offers privacy when you need it.
Main House
First Floor
Garage (not accessible to guests).
Second Floor
Accessible via stairs on the south side of the home, this floor features:
-A primary bedroom with a king bed
-A guest room with two queen beds
-A shared hallway bathroom—perfect for families vacationing together
Third Floor
The heart of the home!
-Indoor and outdoor entertaining spaces
-Screened-in patio and open-air deck off the kitchen
-Gorgeous kitchen with stainless steel appliances, gas range, walk-in pantry, and wine cooler
-Primary king suite with a spa-like bath featuring a soaking tub and walk-in shower
-Direct access to the private pool
Fourth Floor
-Two guest bedrooms (both kings) connected by a Jack-and-Jill bathroom
-Additional living area with a TV and queen sleeper sofa
Carriage House
-A private escape all its own—perfect for in-laws, teens, or couples traveling together.
-Separate parking and entrance
-Private balcony with stunning views from the second floor overlooking the pool and ocean
Carriage House First Floor
-King bedroom with bunk beds
-Living area with sleeper sofa
-Spacious bathroom with walk-in shower
Carriage House Second Floor
-King bedroom
-Full kitchen and living space
-Private bathroom
Designed for comfort and connection, this beachside haven offers something for everyone—whether you're gathering with family or enjoying a business retreat. Come unwind at Happy Hours and make memories to last a lifetime.
Welcome! Our dedicated team at Oversee 30A, 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: (Main and Carriage House)
- .3 of a mile to Blue Mountain Beach Access
- 7 bedrooms, 6 baths
- 4191 sq ft
- Wi-Fi
- EV charging station
- Private pool (can be heated seasonally for an additional $55.00 per day, contact Oversee for details)
- Outdoor shower
- 4 bikes included
- Dogs considered, an additional $210 nonrefundable fee for each dog
Overnight:
Main House
2nd Floor - 2 bedrooms, 1 bathroom
Guest room 1 - King bed
Guest room 2 - 2 Queen beds (TV in room)
Shared hallway bathroom
3rd Floor - 1 bedroom, 2 bathrooms
Guest room 3 - King bedroom with en suite bathroom (TV in room)
1 full hallway bathroom
4th Floor - 2 bedrooms, 1 bathroom
Guest room 4 - King bedroom with Jack and Jill bath
Guest room 5 - King bedroom with shared bath
Additional sleeper sofa, queen, in living area (TV in living area)
Carriage House
1st Floor - 1 bedroom, 1 bathroom
Guest room 6 - King bedroom with twin bunk beds
Living room with sleeper sofa, queen, TV and bathroom
2nd Floor - 1 bedroom, 1 bathroom
Guest room 7 - King bedroom
Living room with sleeper sofa, queen, kitchenette, TV and bathroom
Check-in is 4:00 PM CST. Checkout is 10:00 AM CST.
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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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16 guests maximum
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Pet friendly
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
Indoor
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Wireless internet
Entertainment
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Cable
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Smart TV
Safety Features
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Carbon monoxide detector
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Fire extinguisher
Kitchen
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Standard coffee maker
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Microwave
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Refrigerator
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Toaster
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Dishwasher
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Stove
Bed And Bathroom
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Hair dryer
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Iron & board
Outdoor
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Balcony
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Private pool
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Private heated pool
Complimentary Items
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4 Oversee bikes
Bed and Baths
1st Floor
bedroom
1 King bed 2 Single beds
full bathroom
2nd Floor
bedroom
1 King bed
bedroom
2 Queen beds
bedroom
1 King bed
full bathroom
full bathroom
3rd Floor
bedroom
1 King bed
full bathroom
full bathroom
4rth Floor
bedroom
1 King bed
bedroom
1 King bed
full bathroom
Location
Upcoming Events
Casey Kearney Band
Blue Mountain Beach
Sports & Games
The Casey Kearney Band will be performing live from 6:00 PM to 9:00 PM.
Queens Ransom
Blue Mountain Beach
Live Music
Queens Ransom Band live from 6–9 PM.
Steve’s Music Bingo
Blue Mountain Beach
Sports & Games
Steve’s Music Bingo
Cadillac Willy
Blue Mountain Beach
Food & Drink
The Freeport State of the City Breakfast, a special edition of the Quarterly Wake Up Walton Breakfast, is scheduled for February 3rd at 7:30 a.m. at the E.O. Wilson Biophilia Center in Freeport. Ascension Sacred Heart Hospital on the Emerald Coast is sponsoring the event. This morning gathering is designed for business leaders, community members, and local stakeholders to receive important updates regarding the future of the City of Freeport. Mayor Russ Barley will give the State of the City of Freeport Address, where he will share insights on current initiatives, economic development, and future plans for the community. Attendees will be able to enjoy breakfast, network with other professionals, and gain valuable insight into the growth and direction of Freeport. The cost to attend is $20 for members and $35 for non-members. Additionally, Cadillac Willy is scheduled to perform live from 6:00 p.m. to 9:00 p.m.
Harrison Prentice
Blue Mountain Beach
Live Music
The Freeport State of the City Breakfast, sponsored by Ascension Sacred Heart Hospital on the Emerald Coast, is a special version of the Quarterly Wake Up Walton Breakfast. This informative event is scheduled for February 3rd at 7:30 a.m. at the E.O. Wilson Biophilia Center in Freeport. The breakfast aims to gather business leaders, community members, and local stakeholders for important updates on the future of the City of Freeport. Mayor Russ Barley is expected to deliver the State of the City of Freeport Address, where he will share insights on current initiatives, economic development, and future plans for the community. Attendees will have the chance to network with fellow professionals and gain valuable perspective on Freeport's growth and direction while enjoying breakfast. The event will take place at the E.O. Wilson Biophilia Center. The cost of attendance is $20 for members and $35 for non-members. Additionally, Harrison Prentice will be performing live from 6-9 PM.
Will Thompson Band
Blue Mountain Beach
Live Music
Local Catch Bar & Grill hosts Sunday Funday featuring the Will Thompson Band from 2 PM to 5 PM. The Catch is the ideal spot for fans or anyone seeking an enjoyable Sunday outing. Patrons are encouraged to bring their friends and their dancing shoes. The Will Thompson Band is recognized for their high-energy performances and studio-quality sound during live shows. The band’s repertoire includes Pop, Country, Americana, Rock, Blues, Singer-songwriter, and easy listening music. Local Catch Bar & Grill offers a casual, flavorful dining experience in a fun environment. The establishment is open daily for lunch, dinner, and drinks on Scenic 30A in Santa Rosa Beach. Menus and additional information are available online.
LX Super Bowl Watch Party
Blue Mountain Beach
Sports & Games
The Freeport State of the City Breakfast is a special edition of the Quarterly Wake Up Walton Breakfast, sponsored by Ascension Sacred Heart Hospital on the Emerald Coast. The informative morning event is scheduled for February 3rd at 7:30 a.m. at the E.O. Wilson Biophilia Center in Freeport. Mayor Russ Barley will deliver the State of the City of Freeport Address, sharing insights on current initiatives, economic development, and the future of the community. The event is a gathering for business leaders, community members, and local stakeholders to hear important updates. Attendees can enjoy breakfast while networking and gaining valuable perspective on Freeport's growth and direction. The event will take place at the E.O. Wilson Biophilia Center, 4956 FL-20 E, Freeport, FL 32439. The cost is $20 for members and $35 for non-members. A separate event is the LX Super Bowl Watch Party.
Casey Kearney Band
Blue Mountain Beach
Live Music
The Casey Kearney Band will be performing live from 6:00 PM to 9:00 PM.
Stevie Monce
Blue Mountain Beach
Live Music
Stevie Monce Band will be performing live from 6-9 PM.
Steve’s Music Bingo
Blue Mountain Beach
Sports & Games
Steve’s Music Bingo
Nate Kelly
Blue Mountain Beach
Live Music
Nate Kelly will be performing live from 6 PM to 9 PM.
Valentine’s Night with Sunshine Wranglers
Blue Mountain Beach
Live Music
The Sunshine Wranglers are scheduled to perform live from 6:00 PM to 9:00 PM.
Will Thompson Band
Blue Mountain Beach
Live Music
Local Catch Bar & Grill is hosting "Sunday Funday" featuring the Will Thompson Band from 2-5 PM. The band is recognized for their high-energy performances and studio-quality sound, capable of performing various genres including Pop, Country, Americana, Rock, Blues, and easy listening music. Local Catch Bar & Grill provides a casual dining experience with great flavor in a fun atmosphere and is open daily for lunch, dinner, and drinks on Scenic 30A in Santa Rosa Beach.
Casey Kearney Band
Blue Mountain Beach
Live Music
The Casey Kearney Band will be performing live from 6:00 PM to 9:00 PM.
Queens Ransom
Blue Mountain Beach
Live Music
Queens Ransom Band live from 6–9 PM.
Steve’s Music Bingo
Blue Mountain Beach
Sports & Games
Steve’s Music Bingo
Tue, February 3
Casey Kearney Band
Blue Mountain Beach
Sports & Games
The Casey Kearney Band will be performing live from 6:00 PM to 9:00 PM.
Wed, February 4
Queens Ransom
Blue Mountain Beach
Live Music
Queens Ransom Band live from 6–9 PM.
Thu, February 5
Steve’s Music Bingo
Blue Mountain Beach
Sports & Games
Steve’s Music Bingo
Fri, February 6
Cadillac Willy
Blue Mountain Beach
Food & Drink
The Freeport State of the City Breakfast, a special edition of the Quarterly Wake Up Walton Breakfast, is scheduled for February 3rd at 7:30 a.m. at the E.O. Wilson Biophilia Center in Freeport. Ascension Sacred Heart Hospital on the Emerald Coast is sponsoring the event. This morning gathering is designed for business leaders, community members, and local stakeholders to receive important updates regarding the future of the City of Freeport. Mayor Russ Barley will give the State of the City of Freeport Address, where he will share insights on current initiatives, economic development, and future plans for the community. Attendees will be able to enjoy breakfast, network with other professionals, and gain valuable insight into the growth and direction of Freeport. The cost to attend is $20 for members and $35 for non-members. Additionally, Cadillac Willy is scheduled to perform live from 6:00 p.m. to 9:00 p.m.
Sat, February 7
Harrison Prentice
Blue Mountain Beach
Live Music
The Freeport State of the City Breakfast, sponsored by Ascension Sacred Heart Hospital on the Emerald Coast, is a special version of the Quarterly Wake Up Walton Breakfast. This informative event is scheduled for February 3rd at 7:30 a.m. at the E.O. Wilson Biophilia Center in Freeport. The breakfast aims to gather business leaders, community members, and local stakeholders for important updates on the future of the City of Freeport. Mayor Russ Barley is expected to deliver the State of the City of Freeport Address, where he will share insights on current initiatives, economic development, and future plans for the community. Attendees will have the chance to network with fellow professionals and gain valuable perspective on Freeport’s growth and direction while enjoying breakfast. The event will take place at the E.O. Wilson Biophilia Center. The cost of attendance is $20 for members and $35 for non-members. Additionally, Harrison Prentice will be performing live from 6-9 PM.
Sun, February 8
Will Thompson Band
Blue Mountain Beach
Live Music
Local Catch Bar & Grill hosts Sunday Funday featuring the Will Thompson Band from 2 PM to 5 PM. The Catch is the ideal spot for fans or anyone seeking an enjoyable Sunday outing. Patrons are encouraged to bring their friends and their dancing shoes. The Will Thompson Band is recognized for their high-energy performances and studio-quality sound during live shows. The band’s repertoire includes Pop, Country, Americana, Rock, Blues, Singer-songwriter, and easy listening music. Local Catch Bar & Grill offers a casual, flavorful dining experience in a fun environment. The establishment is open daily for lunch, dinner, and drinks on Scenic 30A in Santa Rosa Beach. Menus and additional information are available online.
Sun, February 8
LX Super Bowl Watch Party
Blue Mountain Beach
Sports & Games
The Freeport State of the City Breakfast is a special edition of the Quarterly Wake Up Walton Breakfast, sponsored by Ascension Sacred Heart Hospital on the Emerald Coast. The informative morning event is scheduled for February 3rd at 7:30 a.m. at the E.O. Wilson Biophilia Center in Freeport. Mayor Russ Barley will deliver the State of the City of Freeport Address, sharing insights on current initiatives, economic development, and the future of the community. The event is a gathering for business leaders, community members, and local stakeholders to hear important updates. Attendees can enjoy breakfast while networking and gaining valuable perspective on Freeport’s growth and direction. The event will take place at the E.O. Wilson Biophilia Center, 4956 FL-20 E, Freeport, FL 32439. The cost is $20 for members and $35 for non-members.
A separate event is the LX Super Bowl Watch Party.
Tue, February 10
Casey Kearney Band
Blue Mountain Beach
Live Music
The Casey Kearney Band will be performing live from 6:00 PM to 9:00 PM.
Wed, February 11
Stevie Monce
Blue Mountain Beach
Live Music
Stevie Monce Band will be performing live from 6-9 PM.
Thu, February 12
Steve’s Music Bingo
Blue Mountain Beach
Sports & Games
Steve’s Music Bingo
Fri, February 13
Nate Kelly
Blue Mountain Beach
Live Music
Nate Kelly will be performing live from 6 PM to 9 PM.
Sat, February 14
Valentine’s Night with Sunshine Wranglers
Blue Mountain Beach
Live Music
The Sunshine Wranglers are scheduled to perform live from 6:00 PM to 9:00 PM.
Sun, February 15
Will Thompson Band
Blue Mountain Beach
Live Music
Local Catch Bar & Grill is hosting “Sunday Funday” featuring the Will Thompson Band from 2-5 PM. The band is recognized for their high-energy performances and studio-quality sound, capable of performing various genres including Pop, Country, Americana, Rock, Blues, and easy listening music. Local Catch Bar & Grill provides a casual dining experience with great flavor in a fun atmosphere and is open daily for lunch, dinner, and drinks on Scenic 30A in Santa Rosa Beach.
Tue, February 17
Casey Kearney Band
Blue Mountain Beach
Live Music
The Casey Kearney Band will be performing live from 6:00 PM to 9:00 PM.
Wed, February 18
Queens Ransom
Blue Mountain Beach
Live Music
Queens Ransom Band live from 6–9 PM.
Thu, February 19
Steve’s Music Bingo
Blue Mountain Beach
Sports & Games
Steve’s Music Bingo
Reviews - 20
Vrbo
***BED BUGS*** we noticed bed begs on one of the first floor beds, entrance from side door of home. We left one of the squished/bloody bed bugs, along with exoskeletons, on the headboard and in the crease of headboard. I reported it to the company and they said they had 2 pest controls say ‚Äúno evidence of bed bugs‚Äù. I‚’m not sure how that‚’s possible, considering we even sent them pictures and left all evidence there.
Airbnb
This home was absolutely perfect for our group! Not only is it beautiful and within walking distance of the beach, but the layout couldn‚’t have been better for several couples traveling together. The property has four separate areas: the main home with the master and 2 additional bedrooms, a lower level with two bedrooms and a bath, plus the carriage house with two separate units. One unit had a king bed, bunk beds, bathroom and living room, while the upstairs unit had a king, small kitchen, bathroom and living space. This setup gave everyone privacy while still allowing us to enjoy time together. The home was spotless, well-equipped, and so comfortable. We couldn‚’t have asked for a better place to stay ‚Äî highly recommend!
Vrbo
Overall, such a gorgeous home and great for a big group! Lots of bathrooms and spaces for people to get away. Great location/easy walk to the beach. We had some issues that did take away from the experience: – At check in, one of the floors key pads ran out of battery so we couldn‚’t access for a while and had to have someone come out – WiFi was out for the first 2 days of our trip, which some of the group was relying on for work. – the maintenance person sent for the wifi was there most of the afternoon (both days) and on one night, stayed until 10:30pm which wasn‚’t comfortable. We also had to have people stay back from the beach to meet them and make sure they weren‚’t there alone with all our stuff, so that took away from the experience. – the carriage house was great, but had some drainage issues leaving those staying there to shower in other bathroomsThey were very quick to respond to the issues, but just was unfortunate that we had to deal with the maintenance and inconveniences on vacation. Overall, we all enjoyed the house.
Airbnb
Airbnb
Excellent house and great host! Really satisfied with the booking
Vrbo
Airbnb
Airbnb
Vrbo
Vrbo
Great experience
Vrbo
Airbnb
Such a lovely space! Would stay again.
Airbnb
Such a lovely space! Would stay again.
Airbnb
Very nice house! Great location and very close to the beach. We would definitely stay in this house again.
Google
Great place to stay at. Very close to the beach. Our family had a great time and would definitely rent again
Airbnb
Very nice house! Great location and very close to the beach. We would definitely stay in this house again.
Vrbo
Vrbo
Vrbo
The house is very nice perfect for gathering . Definitely will rent again .
Airbnb
We really enjoyed our stay! The house had lots of space for our large family. We were close to all the things we wanted to do. The hosts were responsive when we had questions or issues that needed to be addressed. We loved having two refrigerators and the size of the kitchen worked well for us. The gas stove was a little tricky – stove cooking was hot hot and oven took a while to get things cooked, but it all worked out in the end. Bring basic ingredients and any kid friendly dishes if you need them. Publix is super close so we made use of that. Lots of options for streaming when we wanted downtime. Internet was fast. The house has several sleeping areas, some of which are not connected to the others. It worked out but it was confusing at first. The pool was amazing, especially in the afternoon when we didn’t feel like going back to the beach. Our littles loved being able to play on the shallow level. Tons of parking for all our cars and golf cart. Overall, we had a great stay!
Host Family
Grayton Office
Office location:
Grayton Office, Florida
Contact Grayton Office
Happy Hours
Santa Rosa Beach - Sleeps 16
7 bedrooms - 10 beds - 6 baths
Prices include all fees and taxes