$0
for 0 nights

Property in Santa Rosa Beach, Florida

Surfing Cowboy

3 bedrooms

4 beds

3 bathrooms

8 guests

1419 sq. ft.

Operated by a Wander partner

Trusted operators, vetted by Wander

About the property

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.

Where you’ll sleep

Bedroom 1

1 bed

Bedroom 2

1 bed

Bedroom 3

1 bed

Bedroom 1

1 bed

Bedroom 2

1 bed

Bedroom 3

1 bed

Amenities

Common Amenities

  • Ocean view
  • Outdoor pool
  • BBQ Area
  • Balcony
  • Elevator
  • Free parking
  • Community Pool
  • Air conditioning
  • Bed linens
  • Carbon monoxide detector
  • Coffee maker
  • Dishes
  • Fire extinguisher
  • Bath linens
  • Hair dryer
  • Hangers
  • Heating
  • Hot water
  • Iron
  • Kitchen
  • Long term stays allowed
  • Microwave
  • Fridge
  • Shampoo
  • Smoke detector
  • Toaster
  • TV
  • Golf Course
  • Wifi
  • Bathtub
  • Dishwasher
  • Oven
  • Stove
  • Washer
  • Dining table
  • Dryer

5.0 · 19 reviews

S

Sarah N.

October 2025

This house was perfection. Already thinking about when we can go back. Love the porches, ping pong table, walkability to beach and restaurants. Beautifully decorated and comfortable. Cutest neighborhood with pool, tennis courts and bikes to ride around.
M

Mary-Elizabeth T.

April 2025

Comfortable, well appointed, fresh, with plenty of lightweight beach gear like chairs, coolers, and umbrella provided. Tennis courts, pools, bikes, and ping pong table gave us plenty to do off the beach!
H

Heather M.

October 2023

We had an amazing experience at the Surfing Cowboy. It was exactly as described and the access to the beach was even better than I expected. The house was beautifully decorated and had all the kitchen appliances, cookware, cups, plates, serving platters, etc. The bikes provided were such an amazing asset to have. We don't have one negative thing to say and can't wait to stay again next year!! Thank you for your amazing hospitality!

Where you’ll be

Santa Rosa Beach, Florida 32459, United States

Santa Rosa Beach, Florida, United States
30.3125238-86.1072028
Timezone: America/Chicago

Things to know

Cancellation policy

Free cancellation up to 60 days before check-in. 50% refund up to 30 days before check-in. No refund after that.

Property rules

Pets not allowed

No smoking - fees will apply

Events not allowed

Safety & security

Check-in after 4:00 pm

Check-out before 10:00 am

8 guests maximum

Availability & Pricing

DatePrice (USD, excl. fees and taxes)Availability
Nov 12, 2026$105Available
Nov 13, 2026$105Available
Nov 14, 2026$105Available
Nov 15, 2026$105Available
Nov 16, 2026$105Available
Nov 17, 2026$105Available
Nov 18, 2026$105Available
Nov 19, 2026$105Available
Nov 20, 2026$105Available
Nov 21, 2026$249Available
Nov 22, 2026$249Available
Nov 23, 2026$249Available
Nov 24, 2026$249Available
Nov 25, 2026$249Available
Nov 26, 2026$249Available
Nov 27, 2026$249Available
Nov 28, 2026$249Available
Nov 29, 2026$105Available
Nov 30, 2026$105Available
Dec 1, 2026$105Available
Dec 2, 2026$105Available
Dec 3, 2026$105Available
Dec 4, 2026$105Available
Dec 5, 2026$105Available
Dec 6, 2026$105Available
Dec 7, 2026$105Available
Dec 8, 2026$105Available
Dec 9, 2026$105Available
Dec 10, 2026$113Available
Dec 11, 2026$115Available
Dec 12, 2026$119Available
Dec 13, 2026$116Available
Dec 14, 2026$113Not Available
Dec 15, 2026$112Not Available
Dec 16, 2026$112Not Available
Dec 17, 2026$105Available
Dec 18, 2026$105Available
Dec 19, 2026$126Not Available
Dec 20, 2026$127Not Available
Dec 21, 2026$137Not Available
Dec 22, 2026$138Not Available
Dec 23, 2026$145Not Available
Dec 24, 2026$149Not Available
Dec 25, 2026$151Not Available
Dec 26, 2026$162Not Available
Dec 27, 2026$195Not Available
Dec 28, 2026$202Not Available
Dec 29, 2026$203Not Available
Dec 30, 2026$219Not Available
Dec 31, 2026$222Not Available
Jan 1, 2027$225Not Available
Jan 2, 2027$165Available
Jan 3, 2027$165Available
Jan 4, 2027$165Available
Jan 5, 2027$165Available
Jan 6, 2027$165Available
Jan 7, 2027$165Available
Jan 8, 2027$165Available
Jan 9, 2027$165Available
Jan 10, 2027$165Available
Jan 11, 2027$165Available
Jan 12, 2027$165Available
Jan 13, 2027$165Available
Jan 14, 2027$165Available
Jan 15, 2027$165Available
Jan 16, 2027$165Available
Jan 17, 2027$165Available
Jan 18, 2027$165Available
Jan 19, 2027$165Available
Jan 20, 2027$165Available
Jan 21, 2027$165Available
Jan 22, 2027$165Available
Jan 23, 2027$165Available
Jan 24, 2027$165Available
Jan 25, 2027$165Available
Jan 26, 2027$165Available
Jan 27, 2027$165Available
Jan 28, 2027$165Available
Jan 29, 2027$165Available
Jan 30, 2027$165Available
Jan 31, 2027$165Available
Feb 1, 2027$165Available
Feb 2, 2027$165Available
Feb 3, 2027$165Available
Feb 4, 2027$165Available
Feb 5, 2027$165Available
Feb 6, 2027$165Available
Feb 7, 2027$165Available
Feb 8, 2027$165Available
Feb 9, 2027$165Available
Feb 10, 2027$165Available