Happy Hours

Sleeps 16 - 7 Bedrooms - 6 Baths
1984 S Co Hwy 83, Santa Rosa Beach, FL 32459

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.

📍 Blue Mountain Beach
⛱️ .3 of a mile to Blue Mountain Beach Access
👙 Private pool with optional heat!
🏠 Carriage house!
🛏️ 7 bedrooms, 6 baths
🐶 Dog-friendly
🚲 4 bikes
⚡️ EV charging station
🚿 Outdoor shower
🦞 4-star restaurants
🍦 Fun, yummy eateries

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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House Rules

Who can stay.

  • Guests Maximum16 guests maximum
  • Pet friendlyPet friendly

What's allowed.

  • Check-inCheck-in after 4:00 PM
  • Check-outCheck-out before 10:00 AM
  • No smokingNo smoking
  • No parties or eventsNo parties or events

Amenities

Indoor

  • Wireless internetWireless internet

Entertainment

  • CableCable
  • Smart TVSmart TV

Safety Features

  • Carbon monoxide detectorCarbon monoxide detector
  • Fire extinguisherFire extinguisher

Kitchen

  • Standard coffee makerStandard coffee maker
  • MicrowaveMicrowave
  • RefrigeratorRefrigerator
  • ToasterToaster
  • DishwasherDishwasher
  • StoveStove

Bed And Bathroom

  • Hair dryerHair dryer
  • Iron & boardIron & board

Outdoor

  • BalconyBalcony
  • Private poolPrivate pool
  • Private heated poolPrivate heated pool

Complimentary Items

  • 4 Oversee bikes4 Oversee bikes
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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

Wed, May 14

Will Thompson Band

Blue Mountain Beach
Live Music Live Music

The Will Thompson Band will perform live from 6 to 9 PM.

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Tue, May 20

Casey Kearney Band

Blue Mountain Beach
Live Music Live Music

The Casey Kearney Band will perform live from 6 to 9 PM.

Learn More
Wed, May 21

Harrison Prentice

Blue Mountain Beach
Live Music Live Music

Harrison Prentice will be performing live from 6 to 9 PM.

Learn More
Wed, May 21

Will Thompson Band

Blue Mountain Beach
Live Music Live Music

The Will Thompson Band will perform live from 6 to 9 PM.

Learn More
Thu, May 22

The Kennedys

Blue Mountain Beach
Live Music Live Music

The Kennedys will be performing live from 6 to 9 PM.

Learn More
Fri, May 23

Cadillac Willy

Blue Mountain Beach
Live Music Live Music

Cadillac Willy will be performing live from 6 to 9 PM.

Learn More
Sat, May 24

Coconut Radio

Blue Mountain Beach
Live Music Live Music

Coconut Radio can be heard live from 6 to 9 PM.

Learn More
Sun, May 25

Tim Roberts Band

Blue Mountain Beach
Live Music Live Music

The Tim Roberts Band will perform live from 6 to 9 PM.

Learn More

Reviews - 14

abbey
Apr 2025 Airbnb
oscar
Aug 2024 Google

Great place to stay at. Very close to the beach. Our family had a great time and would definitely rent again

amy
, LA
Dec 2024 Vrbo
jeffrey
, AL
Nov 2024 Vrbo

Great experience

nicholas
, GA
Oct 2024 Vrbo
victoria
Sep 2024 Airbnb

Such a lovely space! Would stay again.

victoria
Sep 2024 Airbnb

Such a lovely space! Would stay again.

oscar
Aug 2024 Airbnb

Very nice house! Great location and very close to the beach. We would definitely stay in this house again.

oscar
Aug 2024 Airbnb

Very nice house! Great location and very close to the beach. We would definitely stay in this house again.

jennifer
, ON
Aug 2024 Vrbo
denis
, IL
Jul 2024 Vrbo
nat
Jul 2024 Vrbo

The house is very nice perfect for gathering . Definitely will rent again .

lauren
Jul 2024 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!

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maggie
Jun 2024 Airbnb

Such a homey feel and an adorable place, the host (Skyler) was so sweet a helpful when we wanted to book another night last minute. recommend this place so much!!

Host Family

Grayton Office

Charles McTear
Danny West
Ryan Pearson
Crystal	Becktel
Alex Gray
Triston Luke
Right in the heart of Grayton Beach, the Grayton Office lets us offer quick, thoughtful support whenever you need a hand.

Office location:

Grayton Office, Florida

Contact Grayton Office
Guests

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