Surfing Cowboy

Sleeps 8 - 3 Bedrooms - 3 Baths
57 Cassine Garden Circle, Santa Rosa Beach, FL 32459

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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House Rules

Who can stay.

  • Guests Maximum8 guests maximum
  • No petsNo pets

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

Community Amenities

  • Community elevatorCommunity elevator
  • Community poolCommunity pool

Outdoor

  • BalconyBalcony

Entertainment

  • CableCable
  • Smart TVSmart TV

Indoor

  • Wireless internetWireless internet

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
  • BathtubBathtub

Complimentary Items

  • 3 Oversee bikes3 Oversee bikes
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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

Reviews - 10

winnie
Hendersonville, TN
Oct 2024 Google
The house was clean and beautiful. A perfect location and had everything we needed and more! The communication from the host was amazing. We will definitely go back the the Surfin Cowboy!
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bonnie
Jul 2024 Google
karen
Jul 2024 Airbnb

We had a wonderful stay at Surfin Cowboy. It was just like the pictures. I was clean and the location was great!

peggy
Pekin, IL
Jan 2023 Oversee

Loved the location…..house was perfect.

heather
Roswell
Sep 2023 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!

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pia
Wildwood, MO
Mar 2023 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!

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traci
Mar 2023 Airbnb

Wonderful place to stay

karen
Woodstock, IL
Feb 2023 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.

ryleigh
Jan 2023 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!

peggy
Pekin, IL
Jan 2023 Vrbo

Adorable house and close to the beach

Host Family

Grayton Office

Crystal	Becktel
Alex Gray
Charles McTear
Ryan Pearson
Danny West
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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