Surfing Cowboy
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Surfing Cowboy
Surfin’ Cowboy by Oversee 30A | 2024 Diamond Winner-Best Rental Mgmt.
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.
📍 Cassine Village in Seagrove Beach
🏖️ .3 miles from One Seagrove Place 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 Place 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.
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Take the 3D walkthrough.
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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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8 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
Community Amenities
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Community elevator
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Community pool
Outdoor
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Balcony
Entertainment
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Cable
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Smart TV
Indoor
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Wireless internet
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
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Bathtub
Complimentary Items
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3 Oversee bikes
Bed and Baths
1st Floor
bedroom
1 Bunk bed
full bathroom
2nd Floor
Primary Bedroom
1 Queen bed
full bathroom
bedroom
1 Bunk bed 1 Single bed
full bathroom
Location
Upcoming Events
Ryan Keef – Lakeside
Seagrove
Live Music
Ryan Keef can be seen performing live from 5 to 9 PM.
Dueling Piano – Main Stage
Seagrove
Live Music
Dueling Piano can be enjoyed live from 7 to 10 PM.
Alex Napier – Main Stage
Seagrove
Live Music
Alex Napier will be performing live on the Main Stage from 6 to 9 PM.
Alex Napier Duo – Main Stage
Seagrove
Live Music
The Alex Napier Duo will be performing live from 6 to 9 PM.
Christmas Eve
Seagrove
Markets & Shopping
On Christmas Eve, the establishment will be open from 11 AM to 7 PM, providing an ideal opportunity for individuals to complete their tasks before enjoying the evening festivities.
Christmas Eve Dinner featuring Live Violin Holiday Music
Seagrove
Food & Drink
The magic of the season is celebrated with a Christmas Eve Dinner at Old Florida Fish House, available from 4:30 PM to 8 PM. Guests can enjoy the enchanting sounds of live holiday music performed on the violin. The festive menu and cozy ambiance provide the perfect setting for creating cherished holiday memories with family and friends.
Russ Whitten – Lakeside
Seagrove
Live Music
Russ Whitten can be seen performing live from 4:30 to 8:30 PM.
Dueling Piano – Main Stage
Seagrove
Live Music
Dueling Piano can be enjoyed live from 7 to 10 PM.
Russ Whitten – Lakeside
Seagrove
Live Music
Russ Whitten can be seen performing live from 4:30 to 8:30 PM.
Dueling Piano – Main Stage
Seagrove
Live Music
Dueling Piano can be enjoyed live from 7 to 10 PM.
David Martin – Lakeside
Seagrove
Live Music
David Martin can be seen live from 5 to 9 PM.
Dueling Piano – Main Stage
Seagrove
Live Music
Dueling Piano can be enjoyed live from 7 to 10 PM.
Alex Napier – Main Stage
Seagrove
Live Music
Alex Napier will be performing live on the Main Stage from 7 to 10 PM.
Alex Napier Duo – Main Stage
Seagrove
Live Music
The Alex Napier Duo will be performing live from 7 to 10 PM.
New Year's Eve
Seagrove
Food & Drink
Attendees are invited to experience an unforgettable evening celebrating the New Year at the Old Florida Fish House, renowned as the premier party destination on 30A.
New Year's Eve Dinner 2024
Seagrove
Food & Drink
As the year draws to a close, Surfing Deer is excited to announce its much-anticipated New Year's Eve celebration. This event has become a beloved tradition on the scenic 30A, making Surfing Deer the preferred destination for an unforgettable New Year's Eve experience. The celebration features an exclusive five-course prix fixe dinner menu, which includes vegan options and curated optional wine pairings. This marks the ninth consecutive year that Surfing Deer has hosted this renowned event, cherished by both locals and visitors. The five-course menu offers a variety of exceptional options, including choices for plant-based guests. Chef Greggory Smith has crafted a new menu for the 2024 festivities. A preview of the menu includes House Made Dinner Rolls with Pumpkin Butter for the first course. For the second course, guests can choose between Braised Elk Ravioli or Tempura Battered Cauliflower. The third course offers a choice of French Onion Soup with Beef Short Rib or a Little Gem Salad. For the main course, Chef Gregg will prepare options such as Blackened Red Snapper, Chargrilled Bison Tenderloin, Seared Yellowfin Tuna, or Creamy Pesto Pappardelle. Dessert options include Pear & Frangipane Tartlet, Chocolate Marquise, or Granny Smith Apple & Cranberry Crisp. The cost of this five-course chef-curated experience is $150.00 per person, with an additional wine pairing option available for $65.00 per person. Guests will enjoy the ambiance of Surfing Deer on New Year's Eve. This acclaimed event is highly sought after and has consistently sold out early in previous years, so guests are encouraged to make reservations promptly to secure their spot at the celebration. For reservations or further inquiries, guests can contact Surfing Deer at (850) 213-4200 or visit their reservation page. Don't miss the chance to be part of the unforgettable New Year's Eve celebration at Surfing Deer. For more information about Surfing Deer and Hartley Restaurant Group, please visit their website or follow Surfing Deer on social media.
NYE Celebration with 5-piece band Daybreak featuring local favorite Alex Napier
Seagrove
Live Music
Old Florida Fish House offers an unforgettable New Year's celebration featuring live music by the energetic five-piece band, Daybreak, which includes the popular local artist, Alex Napier. The festivities begin at 9:30 PM and continue until 12:30 AM, providing a perfect mix of music, fun, and festive atmosphere to welcome 2024.
Alex Napier & Band
Seagrove
Live Music
Alexi Napier and Band invite everyone to celebrate the New Year with an unforgettable event. The celebration will feature electrifying live music on the Main Stage. The festivities begin at 10:00 PM, promising an evening filled with energy, rhythm, and the magic of the countdown.
Sat, December 21
Ryan Keef – Lakeside
Seagrove
Live Music
Ryan Keef can be seen performing live from 5 to 9 PM.
Sat, December 21
Dueling Piano – Main Stage
Seagrove
Live Music
Dueling Piano can be enjoyed live from 7 to 10 PM.
Sun, December 22
Alex Napier – Main Stage
Seagrove
Live Music
Alex Napier will be performing live on the Main Stage from 6 to 9 PM.
Mon, December 23
Alex Napier Duo – Main Stage
Seagrove
Live Music
The Alex Napier Duo will be performing live from 6 to 9 PM.
Tue, December 24
Christmas Eve
Seagrove
Markets & Shopping
On Christmas Eve, the establishment will be open from 11 AM to 7 PM, providing an ideal opportunity for individuals to complete their tasks before enjoying the evening festivities.
Tue, December 24
Christmas Eve Dinner featuring Live Violin Holiday Music
Seagrove
Food & Drink
The magic of the season is celebrated with a Christmas Eve Dinner at Old Florida Fish House, available from 4:30 PM to 8 PM. Guests can enjoy the enchanting sounds of live holiday music performed on the violin. The festive menu and cozy ambiance provide the perfect setting for creating cherished holiday memories with family and friends.
Thu, December 26
Russ Whitten – Lakeside
Seagrove
Live Music
Russ Whitten can be seen performing live from 4:30 to 8:30 PM.
Thu, December 26
Dueling Piano – Main Stage
Seagrove
Live Music
Dueling Piano can be enjoyed live from 7 to 10 PM.
Fri, December 27
Russ Whitten – Lakeside
Seagrove
Live Music
Russ Whitten can be seen performing live from 4:30 to 8:30 PM.
Fri, December 27
Dueling Piano – Main Stage
Seagrove
Live Music
Dueling Piano can be enjoyed live from 7 to 10 PM.
Sat, December 28
David Martin – Lakeside
Seagrove
Live Music
David Martin can be seen live from 5 to 9 PM.
Sat, December 28
Dueling Piano – Main Stage
Seagrove
Live Music
Dueling Piano can be enjoyed live from 7 to 10 PM.
Sun, December 29
Alex Napier – Main Stage
Seagrove
Live Music
Alex Napier will be performing live on the Main Stage from 7 to 10 PM.
Mon, December 30
Alex Napier Duo – Main Stage
Seagrove
Live Music
The Alex Napier Duo will be performing live from 7 to 10 PM.
Tue, December 31
New Year's Eve
Seagrove
Food & Drink
Attendees are invited to experience an unforgettable evening celebrating the New Year at the Old Florida Fish House, renowned as the premier party destination on 30A.
Tue, December 31
New Year's Eve Dinner 2024
Seagrove
Food & Drink
As the year draws to a close, Surfing Deer is excited to announce its much-anticipated New Year’s Eve celebration. This event has become a beloved tradition on the scenic 30A, making Surfing Deer the preferred destination for an unforgettable New Year’s Eve experience. The celebration features an exclusive five-course prix fixe dinner menu, which includes vegan options and curated optional wine pairings. This marks the ninth consecutive year that Surfing Deer has hosted this renowned event, cherished by both locals and visitors.
The five-course menu offers a variety of exceptional options, including choices for plant-based guests. Chef Greggory Smith has crafted a new menu for the 2024 festivities. A preview of the menu includes House Made Dinner Rolls with Pumpkin Butter for the first course. For the second course, guests can choose between Braised Elk Ravioli or Tempura Battered Cauliflower. The third course offers a choice of French Onion Soup with Beef Short Rib or a Little Gem Salad. For the main course, Chef Gregg will prepare options such as Blackened Red Snapper, Chargrilled Bison Tenderloin, Seared Yellowfin Tuna, or Creamy Pesto Pappardelle. Dessert options include Pear & Frangipane Tartlet, Chocolate Marquise, or Granny Smith Apple & Cranberry Crisp. The cost of this five-course chef-curated experience is $150.00 per person, with an additional wine pairing option available for $65.00 per person.
Guests will enjoy the ambiance of Surfing Deer on New Year’s Eve. This acclaimed event is highly sought after and has consistently sold out early in previous years, so guests are encouraged to make reservations promptly to secure their spot at the celebration.
For reservations or further inquiries, guests can contact Surfing Deer at (850) 213-4200 or visit their reservation page. Don’t miss the chance to be part of the unforgettable New Year’s Eve celebration at Surfing Deer.
For more information about Surfing Deer and Hartley Restaurant Group, please visit their website or follow Surfing Deer on social media.
Tue, December 31
NYE Celebration with 5-piece band Daybreak featuring local favorite Alex Napier
Seagrove
Live Music
Old Florida Fish House offers an unforgettable New Year’s celebration featuring live music by the energetic five-piece band, Daybreak, which includes the popular local artist, Alex Napier. The festivities begin at 9:30 PM and continue until 12:30 AM, providing a perfect mix of music, fun, and festive atmosphere to welcome 2024.
Tue, December 31
Alex Napier & Band
Seagrove
Live Music
Alexi Napier and Band invite everyone to celebrate the New Year with an unforgettable event. The celebration will feature electrifying live music on the Main Stage. The festivities begin at 10:00 PM, promising an evening filled with energy, rhythm, and the magic of the countdown.
Reviews - 10
Google
Google
Airbnb
We had a wonderful stay at Surfin Cowboy. It was just like the pictures. I was clean and the location was great!
Oversee
Loved the location…..house was perfect.
Vrbo
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!
Vrbo
We enjoyed our stay for Spring Break 2023. Great location, property was super clean. A little smaller than we envisioned but well equipped, well maintained house with nice amenities and super close to beach and main road. Great neighborhood. Nice extras like beach chairs and bikes. Great stay!
Airbnb
Wonderful place to stay
Vrbo
We greatly enjoyed our week at Surfing Cowboy. The home is gorgeous and the location couldn’t be better. The nature trail was a BIG surprise! The home is equipped with EVERYTHING to make your vacation complete.
Vrbo
This rental was everything we expected and more! The location is great, whether you are headed to the beach or cruising down 30A on a bike. We would definitely stay again!
Vrbo
Adorable house and close to the beach
Host Family
Grayton
Office location:
Grayton, Florida
Contact Grayton
Surfing Cowboy
Santa Rosa Beach - Sleeps 8
3 bedrooms - 4 beds - 3 baths