Entire home
Surfin' Cowboy - Summer Specials, Pool, Newly Built
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Reviews
10 out of 10
Exceptional
3 bedrooms3 bathroomsSleeps 81419 sq ft
Popular amenities
Rooms & beds
3 bedrooms (sleeps 8)
Level 1 Bunk 1
1 Twin Bunk Bed
Level 2 Bunk Room 3
1 Twin Bed and 1 Twin Bunk Bed
Level 2 Primary 2
1 Queen Bed
3 bathrooms
Level 1 Bath 1
Level 2 Bath 3
Level 2 Primary Bath 2
Spaces
Porch or lanai
Kitchen
Balcony
Dining area
About this property
Surfin' Cowboy - Summer Specials, Pool, Newly Built
Surfin’ Cowboy by Oversee 30A | Perfect in Walton County Awards – Three-Time Diamond Winner – Best Rental Mgmt. 2026, 2025, 2024
Surfin' Cowboy is a beautiful home, ideal for up to 8 guests craving coastal relaxation, 30A adventure, and the perfect Emerald Coast experience. The white picket fence adds a charming nuance.
Highlights:
📍 Cassine Village in Seagrove Beach
🏖️ .3 miles from One Seagrove Beach Access
😎 5-minute stroll to stunning coastal dune lake
👙 2 Community pools!
🛌 3 bedrooms, 3 baths
🚲 3 bikes!
🔥 Gas grill
🚿 Outdoor shower
🦞 4-star restaurants
This gorgeous 3-bedroom, 3-bath getaway, built in 2020, is just a short stroll from the sugar-white sands of Seagrove Beach. Eastern Lake is close, too, and a must-visit.
Tucked in tranquil Cassine Village, the white picket fence says, “We’re home!” You’ll have access to two pools, tennis courts, breathtaking nature trails(!), plus shops and restaurants just steps away.
On the main floor, the delightfully decorated, open living, dining, and kitchen area is designed for easy, breezy gatherings. The kitchen’s fully equipped for whipping up meals, with bar seating for three and a dining table for six.
The first-floor guest bedroom features a queen bed, a twin XL bunk, and a walk-in closet. Upstairs, the primary suite includes a queen bed, an en-suite bathroom with a soaking tub, dual vanity, and a private balcony. The guest room has three twin XL beds and its own bathroom,
Colorful and inviting, the massive screened-in porch out back is a wonderful space and a favorite hangout spot. Enjoy the ping pong table, custom bar, and comfy seating— all framed by lush greenery for that extra dose of privacy.
The front porches on both levels are ideal for sipping coffee or unwinding in the fresh air. Outside, there’s space for three cars, an outdoor hot-and-cold shower, a gas grill, and a beach gear closet stocked with chairs.
Dining spots, a local seafood market, and shops are just a short walk away. Seaside is two miles down the road, perfect for a scenic bike ride. Check out The Big Chill for live entertainment and food, or take an easy pedal over to Deer Lake State Park to explore the untouched beauty of 30A’s beaches and rare dune lakes.
Seagrove Beach is in the middle of everything, making Surfin' Cowboy the ideal launchpad for exploring all of 30A’s vibrant communities. A truly magnificent home.
Overview:
- .3 miles from One Seagrove Beach Access
- 3 bedrooms, 3 baths
- 1500 sq ft
- 2 community pools
- 3 bikes included
- Gas grill
- Wi-Fi
- Table tennis
- Outdoor shower
- Bassinet available
Overnight:
FIRST FLOOR
- Guest room: Twin/queen built-in bunk, hall bath, TV
SECOND FLOOR
- Primary bedroom: Queen bed, private bath, private balcony, TV
- Bunk room: Twin/twin bunk, single twin bed, private bath, TV
Check-in is 4:00 PM CST. Checkout is 10:00 AM CST.
Surfin' Cowboy is a beautiful home, ideal for up to 8 guests craving coastal relaxation, 30A adventure, and the perfect Emerald Coast experience. The white picket fence adds a charming nuance.
Highlights:
📍 Cassine Village in Seagrove Beach
🏖️ .3 miles from One Seagrove Beach Access
😎 5-minute stroll to stunning coastal dune lake
👙 2 Community pools!
🛌 3 bedrooms, 3 baths
🚲 3 bikes!
🔥 Gas grill
🚿 Outdoor shower
🦞 4-star restaurants
This gorgeous 3-bedroom, 3-bath getaway, built in 2020, is just a short stroll from the sugar-white sands of Seagrove Beach. Eastern Lake is close, too, and a must-visit.
Tucked in tranquil Cassine Village, the white picket fence says, “We’re home!” You’ll have access to two pools, tennis courts, breathtaking nature trails(!), plus shops and restaurants just steps away.
On the main floor, the delightfully decorated, open living, dining, and kitchen area is designed for easy, breezy gatherings. The kitchen’s fully equipped for whipping up meals, with bar seating for three and a dining table for six.
The first-floor guest bedroom features a queen bed, a twin XL bunk, and a walk-in closet. Upstairs, the primary suite includes a queen bed, an en-suite bathroom with a soaking tub, dual vanity, and a private balcony. The guest room has three twin XL beds and its own bathroom,
Colorful and inviting, the massive screened-in porch out back is a wonderful space and a favorite hangout spot. Enjoy the ping pong table, custom bar, and comfy seating— all framed by lush greenery for that extra dose of privacy.
The front porches on both levels are ideal for sipping coffee or unwinding in the fresh air. Outside, there’s space for three cars, an outdoor hot-and-cold shower, a gas grill, and a beach gear closet stocked with chairs.
Dining spots, a local seafood market, and shops are just a short walk away. Seaside is two miles down the road, perfect for a scenic bike ride. Check out The Big Chill for live entertainment and food, or take an easy pedal over to Deer Lake State Park to explore the untouched beauty of 30A’s beaches and rare dune lakes.
Seagrove Beach is in the middle of everything, making Surfin' Cowboy the ideal launchpad for exploring all of 30A’s vibrant communities. A truly magnificent home.
Overview:
- .3 miles from One Seagrove Beach Access
- 3 bedrooms, 3 baths
- 1500 sq ft
- 2 community pools
- 3 bikes included
- Gas grill
- Wi-Fi
- Table tennis
- Outdoor shower
- Bassinet available
Overnight:
FIRST FLOOR
- Guest room: Twin/queen built-in bunk, hall bath, TV
SECOND FLOOR
- Primary bedroom: Queen bed, private bath, private balcony, TV
- Bunk room: Twin/twin bunk, single twin bed, private bath, TV
Check-in is 4:00 PM CST. Checkout is 10:00 AM CST.
Our prices include all fees. No hidden fees.
Add dates for prices
Amenities
Pool
Kitchen
Washer
Dryer
Air conditioning
Parking available
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House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0-17
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
About the neighborhood
Santa Rosa Beach
Located by the sea, this vacation home is in Seagrove Beach, a neighborhood in Santa Rosa Beach. The area's natural beauty can be seen at Grayton Beach State Park and Seaside Beach. Sundog Books and Eden Gardens State Park are also worth visiting. Be sure to check out the area's animals with activities such as game walks and birdwatching.

Santa Rosa Beach, FL
What's nearby
- Seagrove Beach East - 5 min walk - 0.4 km
- Eastern Lake - 13 min walk - 1.1 km
- Deer Lake State Park - 2 min drive - 2.1 km
- Seagrove Beach West - 4 min drive - 2.8 km
- Seaside Beach - 5 min drive - 3.5 km
Getting around
Restaurants
- Old Florida Fish House - 3 min drive
- Bud & Alley's Waterfront Restaurant & Bar - 6 min drive
- Pickles - 6 min drive
- Canopy Road Cafe - 15 min walk
- Steamboat Grill - 17 min walk
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window9.8/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
Verified
Jan 19, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in Jan 2023
Verified
10/10 Excellent
Ryleigh N.
Feb 12, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Good Location & Great Rental
Ryleigh N.
Stayed 7 nights in Jan 2023
Verified
10/10 Excellent
Verified traveler
Mar 26, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Spring Break stay
Verified traveler
Stayed 7 nights in Mar 2023
Verified
10/10 Excellent
Todd P.
Mar 1, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Quiet getaway
Todd P.
Stayed 32 nights in Jan 2024
Verified
10/10 Excellent
Verified traveler
Feb 26, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
The Perfect Place for Us
Verified traveler
Stayed 7 nights in Feb 2023
Verified
10/10 Excellent
Heather M.
Oct 2, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Our Best Stay in 30A to Date!
Heather M.
Stayed 5 nights in Sep 2023
Verified
10/10 Excellent
KayLynne E.
Jun 1, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Audible sigh
KayLynne E.
Stayed 6 nights in Apr 2023
Verified
10/10 Excellent
Becky G.
Oct 3, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fabulous!
Becky G.
Stayed 7 nights in Sep 2022
Verified
10/10 Excellent
Liz R.
Sep 28, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Yearly "Framily" Vacation
Liz R.
Stayed 6 nights in Sep 2022
Verified
10/10 Excellent
Whitley D.
Sep 24, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice and quiet, beautiful house!
Whitley D.
Stayed 6 nights in Sep 2022
Verified
10/10 Excellent
Claire Z.
Sep 6, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent
Claire Z.
Stayed 5 nights in Sep 2022
Verified
10/10 Excellent
Patricia W.
Aug 28, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Relaxing Week at Surfin' Cowboy
Patricia W.
Stayed 7 nights in Aug 2022
About the host
Hosted by Diamond Family with Oversee 30A
Premier Host
They consistently provide great experiences for their guests
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