Welcome to Courtside Dream at Live Oak Park
Immerse yourself in relaxation at Courtside Dream, a private, top-floor villa nestled beneath the majestic live oak trees of Live Oak Park. Located just beyond the iconic entrance to Seabrook Island, this peaceful retreat offers the perfect balance of convenience, comfort, and Lowcountry tranquility.
Picturesque Views and Private Balconies
Enjoy beautiful views overlooking the Seabrook Island Racquet Club courts, home of the annual Alan Fleming Tournament each fall. Private balconies provide inviting spaces to sip your morning coffee, take in a stunning Lowcountry sunset, curl up with a good book, or relax after a day at the beach.

Step inside to a welcoming living room featuring ample seating, vaulted ceilings, and a large-screen TV. The adjacent dining area and fully stocked kitchen make preparing meals and entertaining easy. The kitchen is thoughtfully appointed with custom cabinetry, granite countertops, and everything needed for a comfortable stay.

The primary bedroom features a plush king-size bed, TV, dresser, generous closet space, private balcony, and an ensuite bathroom with a shower.
The second bedroom includes a queen-size bed, dresser, closet, and Juliet balcony. Its ensuite bathroom also opens to the hallway for added convenience.
Sleeping accommodations include:
Primary bedroom with king bed and private balcony
Second bedroom with queen bed and Juliet balcony
Private balconies attached to both bedrooms
Parking and Community Amenities
Parking for up to two vehicles is available in the carport beneath the villa.
Guests receive complimentary access to the outdoor Lake House pool, basketball court, volleyball court, and playground. Seasonal access to the Courtside Villas complex pool is also included.
Seabrook Island Access and Gate Passes
Seabrook Island is a private, gated community, and every vehicle entering the island requires a gate pass. A valid photo ID may be required during gate check-in.
Each vehicle is currently subject to a $40 gate-pass fee, which is included with your reservation. The maximum number of vehicle passes permitted for this property is two, including Low-Speed Vehicles, also known as LSVs.
Optional Seabrook Island Amenity Card
Guests may purchase a Seabrook Island Amenity Card for access to additional island amenities, including:
Seabrook Island Beach Club
Club dining options
Tennis facilities
Award-winning golf courses
Amenity cards are available for $50 per day, per family.
The fitness center is available for an additional daily fee of $16 per guest.
Dog-Friendly Accommodations
Courtside Dream welcomes one dog weighing up to 40 pounds for a pet fee of $125 per stay. Your four-legged family member can join you in enjoying a memorable Seabrook Island getaway.
A Stress-Free Stay
Courtside Dream includes:
Bed linens and bath towels
In-home washer and dryer
High-speed internet and Wi-Fi
Convenient contactless check-in
A curated starter supply of essentials, including coffee, soaps, detergents, tissue paper, and more
Bikes and beach equipment are not included. Guests may rent gear from local providers such as Seaside Cycles or Kiawah Island Bike Rentals to complete their Seabrook Island experience.
Important Property Information
Seabrook Island STR Permit: STR-2024-0124
Business License: 2023-0063
Dog-Friendly: One dog up to 40 pounds with a $125-per-stay fee
Amenity Card: Available for $50 per day, per family
Fitness Center: Available for $16 per guest, per day
Maximum Vehicle Passes: Two, including LSVs
Gate-Pass Fee: $40 per vehicle, included with the reservation
SkyRun Cancellation Policy
All cancellations must be submitted in writing by email or through the booking site’s messaging system.
Cancellations received 30 days or more before the arrival date are eligible for a full refund, less a 5% cancellation fee based on the base rental rate.
Cancellations made within 30 days of the arrival date will result in the forfeiture of all payments made unless optional travel insurance was purchased and the reason for cancellation is covered under the policy.
Travel and cancellation insurance are highly recommended.
There are no refunds for early departures, regardless of the reason. Travelers must cancel by 11:59 p.m. on the applicable cut-off date before check-in to qualify for a refund. All cancellation deadlines and times are based on the property’s local time zone, Eastern Time.

Seabrook Short Term Rental Permit #: STR25-000575
Maximum Overnight Occupancy: 6
Maximum Number of Overnight Vehicles: 2