Out of Office
Out of Office
Out of Office
Out of Office
Out of Office by Oversee 30A | Perfect in Walton County Awards – Three-Time Diamond Winner – Best Rental Mgmt. 2026, 2025, 2024
The ultimate 30A getaway? Absolutely! Tucked inside an exclusive gated community, Out of Office in Watersound West is a 5-bedroom, 4-bath beauty, that’s all about laid-back luxury and family fun.
Start your day lounging on the dreamy front porch—hammock chairs, cozy seating, and a dining table just waiting for your evenings of al fresco dining. Head out back for grill master vibes on the spacious deck with an outdoor kitchen ready for your BBQs and sunset hangouts.
Inside, you’ll find a welcoming open space with super comfy furniture, perfect for stretching out after a beach day. The kitchen?
Fully stocked, with an island for three—whether you’re whipping up meals or grabbing takeout, it’s all easy breezy.
Upstairs, a second living area makes for the best movie night spot, complete with a big couch, chairs, and a Smart TV for all your streaming marathons.
Ready to make some memories? Your perfect vacation is just a few clicks away. Book now and let Out of Office be your home base for sunshine, relaxation, and lots of beachy fun!
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:
-Private beach access via a scenic boardwalk
-Seasonally Heated community pool (Heated November - February)
-5 bedrooms, 4 bathrooms
-Pack n play and highchair available
-Outdoor grill and dining space
-4 Complimentary bikes
-Complimentary 6 seater golf cart
-Wi-Fi
-2894 sq ft
Overnight:
- King in 1st floor primary; private bath; TV
- Queen in 1st floor guest room (barn door); shared bath; TV
- King in 2nd floor primary; private bath; TV
- King in 2nd floor guest room; shared bath; TV
- Queen in 2nd floor guest room; shared bath; TV
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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10 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
Kitchen
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Dishwasher
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Stove
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Standard coffee maker
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Microwave
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Refrigerator
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Toaster
Indoor
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Wireless internet
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Fireplace
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Workspace
Complimentary Items
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4 Oversee bikes
- Beach chairs
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Golf cart
Outdoor
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Garage
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Balcony
Community Amenities
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Community pool
Safety Features
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Carbon monoxide detector
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Fire extinguisher
Bed And Bathroom
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Hair dryer
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Iron & board
Entertainment
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Smart TV
Bed and Baths
1st Floor
bedroom
1 Queen bed
Primary Bed Bedroom
1 King bed
full bathroom
full bathroom
2nd Floor
bedroom
1 King bed
bedroom
1 King bed
bedroom
1 Queen bed
full bathroom
full bathroom
Location
Upcoming Events
Craft & Canvas Art Class hosted by Uniquely Clever *Must Pre-register
Watersound
Workshops & Classes
Uniquely Clever hosts the Craft and Canvas art class on Fridays from 5:00 PM to 6:00 PM. The class is held in the screened-in area to the left of the Jumbotron. Participants are required to pre-register for the session.
Face Paint with Uniquely Clever Art
Watersound
Live Music
Attendees can participate in face painting with Katlyn of Uniquely Clever. While fees apply for the activity, no advance registration is required.
Miami's Beach Hair
Watersound
Family Fun
Myami Henna is hosting a pop-up event featuring a variety of creative hair services designed for girls and young ladies. Attendees can choose from colorful hair wraps, shimmering hair tinsel, beachy mermaid hair waves with bold accents, and stylish custom braids. This event offers a fun opportunity for participants to express their personal style through unique hair designs. Please note that fees apply for these services.
Myami’s Beach Hair
Watersound
Family Fun
Myami Henna is hosting a pop-up event featuring a variety of hair styling services for girls and young ladies. The offerings include colorful hair wraps, shimmering hair tinsel, mermaid hair with beachy waves and bold accents, and stylish custom braids. These services are designed to help guests express their inner magic, though fees do apply for participation.
The HooDoos
Watersound
Live Music
The HooDoos is a three-piece ensemble from Pensacola, Florida, performing a blend of jam, rock, and funk music.
Art Bar Menu Station hosted by Uniquely Clever Art
Watersound
Arts & Culture
Uniquely Clever Art hosts an Art Bar Menu Station at The Big Chill every Monday. Guests can choose from various art projects to create in the screened-in room located to the left of the jumbotron. No prior registration is necessary, though fees apply and pricing varies by project.
Face Paint with Uniquely Clever Art
Watersound
Family Fun
Katlyn of Uniquely Clever provides face painting services for attendees. Fees are applicable for the activity, and no advance sign-ups are required to participate.
Myami’s Beach Hair
Watersound
Family Fun
Myami Henna is hosting a pop-up event offering a variety of creative hair styling services for girls and young ladies. The available options include colorful hair wraps, shimmering hair tinsel, beachy mermaid hair with bold color accents, and stylish custom braids. Fees apply for these services.
Wild Sea Turtle Wednesdays!
Watersound
Family Fun
South Walton Turtle Watch hosts Wild Sea Turtle Wednesday every Wednesday morning during June and July. This educational event invites people of all ages to learn about local sea turtles and their role in the coastal ecosystem. Participants can paint sea turtle art, adopt a hatchling keepsake, and take the Jr. Ocean Ranger pledge to support clean and safe nesting beaches. While the event is free and open to the public, donations are accepted for craft activities. The organization consists of volunteers dedicated to protecting endangered sea turtles in Northwest Florida from May 1st through October 31st.
Face Paint with Uniquely Clever Art
Watersound
Family Fun
Uniquely Clever's Katlyn will be offering face painting services. While fees apply for the activity, no prior sign-up is required for guests to participate.
Miami's Beach Hair
Watersound
Family Fun
Myami Henna is hosting a pop-up event featuring a variety of creative hair services. Attendees can choose from colorful hair wraps, shimmering hair tinsel, bold mermaid hair accents, and personalized custom braids. These stylish offerings are designed for girls and young ladies looking to express their personal style. Fees apply for these services.
Craft & Canvas Art Class hosted by Uniquely Clever *Must Pre-register
Watersound
Workshops & Classes
Uniquely Clever hosts the Craft and Canvas art class on Fridays from 5:00 PM to 6:00 PM. The class is held in the screened-in area located to the left of the Jumbotron. Participants are required to pre-register online to attend the session.
Face Paint with Uniquely Clever Art
Watersound
Family Fun
Katlyn from Uniquely Clever is offering face painting services for interested participants. While fees apply for the activity, there is no requirement for advance registration.
Miami's Beach Hair
Watersound
Arts & Culture
Myami Henna is hosting a pop-up event featuring a variety of creative hair services. Attendees can choose from colorful hair wraps, shimmering hair tinsel, bold mermaid hair accents, and personalized custom braids. These stylish offerings are designed for girls and young ladies looking to express their personal style. Fees apply for these services.
Miami's Beach Hair
Watersound
Family Fun
Myami Henna is hosting a pop-up event featuring a variety of creative hair services. Attendees can choose from colorful hair wraps, shimmering hair tinsel, bold mermaid hair accents, and personalized custom braids. These stylish offerings are designed for girls and young ladies looking to express their personal style. Fees apply for these services.
Art Bar Menu Station hosted by Uniquely Clever Art
Watersound
Arts & Culture
Uniquely Clever Art is hosting an Art Bar Menu Station at The Big Chill every Monday. Guests can choose from several different art projects to create in the screened-in room located to the left of the jumbotron. No prior registration is necessary, though fees apply and vary depending on the selected project.
Face Paint with Uniquely Clever Art
Watersound
Family Fun
Katlyn of Uniquely Clever will be providing face painting services at the event. Fees apply for this activity, and no advance registration is required.
Miami's Beach Hair
Watersound
Family Fun
Myami Henna is hosting a pop-up event featuring a variety of creative hair services designed for girls and young ladies to express their inner magic. The offerings include colorful hair wraps, shimmering hair tinsel, beachy mermaid waves with bold accents, and personalized custom braids. While guests are invited to enjoy the fabulous atmosphere, fees apply for the individual services provided.
Wild Sea Turtle Wednesdays!
Watersound
Family Fun
Every Wednesday morning in June and July, South Walton Turtle Watch hosts Wild Sea Turtle Wednesday, an educational program suitable for individuals of all ages. Participants can learn about the local coastal ecosystem, create sea turtle art, and take a pledge to help keep beaches safe for nesting turtles and hatchlings. This public event is free to attend, though donations for craft activities are appreciated. The South Walton Turtle Watch is a volunteer-led organization focused on the protection of endangered sea turtles in Northwest Florida during the nesting season from May through October. Updates and further information are provided through their social media and official website.
Face Paint with Uniquely Clever Art
Watersound
Family Fun
Katlyn of Uniquely Clever will offer face painting services. Fees apply for this activity, and no advance registration is required.
Myami's Beach Hair
Watersound
Family Fun
Myami Henna is hosting a pop-up event featuring a variety of creative hair services designed for girls and young ladies. The offerings include colorful hair wraps, shimmering hair tinsel, and beachy mermaid hair with bold color accents. Additionally, attendees can receive custom braids tailored to their personal style. Fees apply for these services, which provide a fun opportunity for participants to express their individuality.
Craft & Canvas Art Class hosted by Uniquely Clever *Must Pre-register
Watersound
Workshops & Classes
Uniquely Clever hosts the Craft and Canvas art class on Fridays from 5:00 PM to 6:00 PM. The class is held in the screened-in area situated to the left of the Jumbotron. Interested participants are required to pre-register online to attend the session.
Face Paint with Uniquely Clever Art
Watersound
Family Fun
Attendees can enjoy face painting provided by Katlyn of Uniquely Clever. Fees are applicable for this activity, and no advance registration is required.
Myami's Beach Hair
Watersound
Family Fun
Myami Henna is hosting a pop-up event featuring a variety of hair styling services designed for girls and young ladies. The offerings include colorful hair wraps, shimmering hair tinsel, and mermaid-inspired styles with beachy waves and bold accents. Additionally, attendees can receive custom braids tailored to their personal style. While these services are perfect for those looking to express their creativity, please note that fees apply for the various treatments provided by Erica's Haus of Beauty.
Myami’s Beach Hair
Watersound
Family Fun
Myami Henna is hosting a pop-up event featuring a variety of hair styling services designed for girls and young ladies. The offerings include colorful hair wraps, shimmering hair tinsel, bold mermaid hair accents, and personalized custom braids. This event provides an opportunity for attendees to express their creativity and style with professional hair enhancements. Please note that fees apply for these services.
Art Bar Menu Station hosted by Uniquely Clever Art
Watersound
Arts & Culture
Uniquely Clever Art hosts an Art Bar Menu Station at The Big Chill every Monday. Guests can choose from various art projects to create in the screened-in room located to the left of the jumbotron. No prior registration is necessary, though fees apply and vary by project.
Face Paint with Uniquely Clever Art
Watersound
Family Fun
Katlyn of Uniquely Clever will be providing face painting services. Fees apply for this activity, and no advance sign-ups are required for those wishing to participate.
Myami's Beach Hair
Watersound
Family Fun
Myami Henna is hosting a pop-up event featuring a variety of beauty services designed for girls and young ladies. The offerings include colorful hair wraps, shimmering hair tinsel, mermaid-style hair with bold color accents, and customized braids. These stylish services are perfect for those looking to express their inner magic, though fees do apply for participation.
Wild Sea Turtle Wednesdays!
Watersound
Family Fun
The South Walton Turtle Watch hosts Wild Sea Turtle Wednesday every Wednesday morning throughout June and July. This educational event allows participants of all ages to learn about local sea turtles and their coastal ecosystem, paint sea turtle art, and adopt a hatchling keepsake. Attendees can also take the Jr. Ocean Ranger pledge to help maintain clean and safe beaches for nesting turtles. While the event is free and open to the public, donations are accepted for craft activities. The South Walton Turtle Watch is a volunteer organization dedicated to protecting endangered and threatened sea turtles in Northwest Florida during their nesting season from May 1st to October 31st.
Fri, June 5
Craft & Canvas Art Class hosted by Uniquely Clever *Must Pre-register
Watersound
Workshops & Classes
Fri, June 5
Face Paint with Uniquely Clever Art
Watersound
Live Music
Sat, June 6
Miami's Beach Hair
Watersound
Family Fun
Sun, June 7
Myami’s Beach Hair
Watersound
Family Fun
Sun, June 7
The HooDoos
Watersound
Live Music
Mon, June 8
Art Bar Menu Station hosted by Uniquely Clever Art
Watersound
Arts & Culture
Mon, June 8
Face Paint with Uniquely Clever Art
Watersound
Family Fun
Tue, June 9
Myami’s Beach Hair
Watersound
Family Fun
Wed, June 10
Wild Sea Turtle Wednesdays!
Watersound
Family Fun
Wed, June 10
Face Paint with Uniquely Clever Art
Watersound
Family Fun
Thu, June 11
Miami's Beach Hair
Watersound
Family Fun
Fri, June 12
Craft & Canvas Art Class hosted by Uniquely Clever *Must Pre-register
Watersound
Workshops & Classes
Fri, June 12
Face Paint with Uniquely Clever Art
Watersound
Family Fun
Sat, June 13
Miami's Beach Hair
Watersound
Arts & Culture
Sun, June 14
Miami's Beach Hair
Watersound
Family Fun
Mon, June 15
Art Bar Menu Station hosted by Uniquely Clever Art
Watersound
Arts & Culture
Mon, June 15
Face Paint with Uniquely Clever Art
Watersound
Family Fun
Tue, June 16
Miami's Beach Hair
Watersound
Family Fun
Wed, June 17
Wild Sea Turtle Wednesdays!
Watersound
Family Fun
Wed, June 17
Face Paint with Uniquely Clever Art
Watersound
Family Fun
Thu, June 18
Myami's Beach Hair
Watersound
Family Fun
Fri, June 19
Craft & Canvas Art Class hosted by Uniquely Clever *Must Pre-register
Watersound
Workshops & Classes
Fri, June 19
Face Paint with Uniquely Clever Art
Watersound
Family Fun
Sat, June 20
Myami's Beach Hair
Watersound
Family Fun
Sun, June 21
Myami’s Beach Hair
Watersound
Family Fun
Mon, June 22
Art Bar Menu Station hosted by Uniquely Clever Art
Watersound
Arts & Culture
Mon, June 22
Face Paint with Uniquely Clever Art
Watersound
Family Fun
Tue, June 23
Myami's Beach Hair
Watersound
Family Fun
Wed, June 24
Wild Sea Turtle Wednesdays!
Watersound
Family Fun
Reviews - 8
Google
We take multiple trips to Santa Rosa every year and this is hands down our favorite place we’ve ever stayed in!!!
Vrbo
Airbnb
Darling beach home in a gated community. Sea Grove beach was amazing and perfect and not too populated! Ocean water was clear, blue teal, and of course, gorgeous sand. We stayed at the end of August and it got a lot busier towards Labor Day weekend. The golf cart was an added bonus always fun to get a house with one, made coffee and donut runs to Turbo in morning easy and fun! The Big Chill is right up the road, easy drive in golf cart but we took the Tahoe, amazing ice cream spot in the evening. Alys Beach is one beach over. Ate dinners on Alys beach, it‚’s one of the dreamiest spots in Florida to walk the streets. It feels like Greece. Amazing trip!
Google
Loved “Out of Office”
Can’t say enough about this home and experience! The home was immaculate, tastefully decorated, full of personal touches to make you feel at home, and convenient to town and beaches! Excellent responses from management, extras you won’t get anywhere else, like beach chairs, umbrellas and a wagon. And it comes with a beautiful golf cart and 4 bikes! Games are available, they make sure you’re comfortable with a beautifully functioning kitchen, extra supplies like laundry pods, and toiletries, a welcome package, and Oversee quick response for any questions!
In a neighborhood, but the beauty of this is- you can get out of the rat race, and still get to fun things easily. Private neighborhood pool and access to a private beach!
We loved this place and will be back! It was perfect for our family to be able to spend quality time together!!! Win win!!
Google
Absolutely beautiful home! Super clean and with all the amenities that we could ask for. We will definitely be back and we will definitely recommend
Airbnb
This was our 2nd year staying at this beautiful home. We love everything about the home. The neighborhood is quiet and peaceful. Very well maintained. The management company was responsive to us and kept in touch. They fixed any issues very quickly. We would definitely come back again!
Airbnb
Airbnb
Host Family
Diamond Office at Sunnyside
Office location:
Diamond Office at Sunnyside, Florida
Contact Diamond Office at Sunnyside
Out of Office
Santa Rosa Beach - Sleeps 10
5 bedrooms - 5 beds - 4 baths
Prices include all fees and taxes