Surfing Cowboy

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

57 Cassine Garden Circle is professionally managed by Oversee Rentals

3BR / 3 BA home in Seagrove Beach, Cassine Village - close to everything

This is it! The Surfin’ Cowboy offers the perfect 30A beach getaway for up to 8 guests. This 3 BR / 3 BA home was custom built in 2020 and offers an upscale retreat only a leisurely 500 paces from some of the best beaches in the world. The home is situated in tranquil Cassine Village which offers guests 2 swimming pools, tennis courts, a nature trail and a variety of shops and restaurants within short walking distance.


Specifically designed to maximize your family fun, the home features an open living / dining / kitchen floor plan on the main level with a huge screened in porch in the back with a ping pong table, custom bar and seating area. The screened in porch backs up to a nature preserve offering privacy and lush tropical greenery.

Outside you will find parking for 3 cars, a hot/cold shower, a gas grill and a beach gear storage closet with complimentary chairs. Each level has a covered porch on the front of the house for your morning coffee and relaxing in the outdoors. TV’s in each bedroom, complimentary Wi-Fi, a well equipped kitchen and a washer dryer provide everything you need to make your trip effortless.


The large master suite features a queen-size bed with an en-suite bathroom that offers his and hers vanities, a large soaking tub and walk-in shower.The upstairs bunk room features 3 twin XL bunk beds and an en-suite bathroom. The first floor bedroom has a queen bed with a twin XL bunk and a walk in closet.


The well-equipped kitchen, appointed with a full suite of stainless steel appliances and colorful backsplash, has everything you will need to cook at home. The kitchen has seating for three at the counter and when it’s time to eat, gather at the six-person table


Within walking distance of the home you will find excellent dining, a fresh local seafood market (highly recommended), shopping and bike and golf cart rentals. The idyllic town of Seaside is just 2 miles away for additional dining and shopping fun (bikes recommended). The HUB, a nearby hotspot, offers outdoor entertainment, food and fun for all ages. Deer Lake State park is an easy bike ride along 30A to experience the untouched beauty of the 30A beaches and rare dune lakes. Seagrove Beach is centrally located on 30A, allowing you to explore all of the great towns along 30A with a short drive in either direction. Come see what 30A has to offer!

*.3 miles from One Seagrove Place Beach Access
*3 bedrooms, 3 baths
*1500 sq ft
*table tennis
*outdoor shower
*2 bikes included
*bassinet available

*twin/queen built in bunk in 1st floor guest; hall bath; TV
*queen in 2nd floor master bedroom; private bath; TV
*twin/twin bunk and single twin bed in 2nd floor guest room; private bath; TV

*check-in is at 4:00 PM CST and checkout is at 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


Community Amenities

  • Free ParkingFree Parking
  • Community elevatorCommunity elevator
  • Community poolCommunity pool


  • Pool Access (Airbnb Only)Pool Access (Airbnb Only)
  • BalconyBalcony
  • BalconyBalcony
  • Grill - VrboGrill - Vrbo


  • Basketball Court - Community or Private
  • CyclingCycling
  • DeepSea Fishing
  • Fishing
  • Fishing - Bay
  • Fishing - Fly
  • Fishing - Freshwater
  • Fishing - Surf
  • Hiking
  • Jet Skiing
  • Para-sailing
  • Pier Fishing
  • Sailing
  • Snorkeling
  • Surfing
  • Swimming
  • Water Tubing


  • Tennis - Community or LocalTennis - Community or Local
  • Shopping
  • Wildlife Viewing
  • Television
  • Wind Surfing
  • Meal delivery
  • Smart TVSmart TV
  • Table Tennis


  • Air Conditioning
  • Cleaning: Included
  • Wireless internetWireless internet
  • Washer and dryerWasher and dryer


  • Bed Linens
  • Towels, soap, PT, TP
  • Living Room
  • Parking Vrbo/Airbnb
  • Towels
  • Hangers
  • Heating
  • Hot Water
  • Private Entrance
  • Private Living Room
  • Shampoo
  • Kitchen


  • Standard coffee makerStandard coffee maker
  • Dishes & Silverware
  • MicrowaveMicrowave
  • RefrigeratorRefrigerator
  • ToasterToaster
  • DishwasherDishwasher
  • Oven
  • Kitchen
  • StoveStove
  • Kitchen Island
  • Dining table


  • Marina
  • Water Parks
  • Zoo
  • Outlet Shopping

Safety Features

  • Fire extinguisher
  • Smoke Detector
  • Hospital

Bed And Bathroom

  • Hair dryer
  • Iron & boardIron & board
  • Bathtub


  • Long Term Stays Allowed


  • Antiquing
  • Bird Watching
  • Boating
  • Eco Tourism
  • Paddle Boating


  • Near Ocean


  • Family

Complimentary Items

  • Complimentary bikes
  • 3 Oversee Bikes
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Bed and baths

Level 1 Bunk 1

1Bunk Bed

Level 2 Primary 2

1Queen Bed

Level 2 Bunk 3

1Bunk Bed

Level 2 Bunk 3

1Single Bed


Host Family


Acquired in 2014 and fully renovated in 2019, the Grayton Office is solely used to provide the fastest hospitality to the homes that are just a stone’s throw away.

Family members:

Joshua Lunsford Kurt Lowrey Ryan Pearson Jacob Scali Danny West Maegan Bradley

Office location:

Contact Grayton

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