Jessamine Retreat New on VRBO, beautifully updated home! 5 minute walk to the beach!

$439-929/night
4 Bedrooms • 5 Baths (4 full, 1 half) • Sleeps 2-10
Internet Near Ocean Private Pool Hot Tub (more...)

Be one of the first to stay in this beautiful home on Jessamine Place — a spacious, newly renovated single‑story ranch designed for comfort, connection, and effortless vacation living. Thoughtfully updated with a focus on comfort, convenience, and calmness, this coastal retreat is centrally located in the heart of Sea Pines. From this home you can walk to the beach in minutes or bike to either South Beach or Harbor Town in less than 15 minutes.

This home offers four beautifully appointed bedrooms, each with its own ensuite bathroom, plus an additional powder room for guests. The master bedroom is a true indulgence with a king bed, large walk-through closet into the master bath that has a double vanity, stand-alone soaking tub, and zero-entry walk-in shower. One guest room offers a king bed and another offers two queen beds. Both have walk-in showers with a large vanity. The fourth guest room offers versatility with two twin beds both with trundles. A twin-to-king bed converter is available, at no extra cost, adding flexibility for couples.

Inside, an open and airy layout provides multiple inviting gathering spaces. The living room features abundant comfortable seating and a 75" TV, ideal for movie nights or relaxing after a day at the beach. Just off the living room, a quiet den with a sleeper sofa offers a flexible space for reading, working, or accommodating additional guests. A stylish wet bar with two beverage coolers connects the living room to the well‑appointed kitchen, making entertaining seamless.

The heart of the home is the expansive kitchen and adjoining seating area. The reclaimed wooden dining table seats eight, with four additional seats at the island counter. A cozy lounge area — complete with a large sofa and two swivel chairs — provides another comfortable spot to gather around the 65" TV. Outfitted with top‑of‑the‑line Bosch appliances, the kitchen is designed for both cooking and connection, whether you’re preparing meals or planning the next day’s adventures.

Both the kitchen and living room open to the screened‑in porch, a true private outdoor retreat. The large pool and spa — both of which can be heated — create the perfect setting for morning swims, afternoon lounging, or evening relaxation under the stars. The screened enclosure keeps the space comfortable and enjoyable throughout the day and night.

Jessamine Retreat is thoughtfully designed to make your stay easy, relaxing, and memorable. Whether you’re here for sun‑soaked days, quiet evenings, or quality time with loved ones, this beach house offers the space, comfort, and amenities to make it all happen. This location truly has it all.

Jessamine Retreat is professionally managed by the JKS Abbott Group, which manages premier vacation homes exclusively within Sea Pines! As a boutique property management company with over 18 years of experience managing 5 STAR vacation homes in Sea Pines, our firm has become an instant favorites with our Guests, many who return year after year to the same home as they appreciate the service, cleanliness, and amenities found only in the luxury homes we represent.


Among the many amenities of being a guest within Sea Pines you'll have easy access to:

• Shopping, dining, or enjoy the special evenings of family fun at Harbour Town
• Restaurants and shops of South Beach Marina
• Tennis at The Sea Pines or South Beach Racquet Clubs
• 3 World class golf courses: The Harbour Town Golf Links, Heron Point by Pete Dye, and the new Atlantic Dunes course (formerly The Ocean Course)
• Ride your bikes on the beach or on the paved paths that cover more than 20 miles
• Fishing and crabbing in the lagoons (keep an eye out for Al the gator)
• Ride horses at Lawton Stables
• Or just relax poolside with your favorite adult beverage!

**** Frequently Asked Questions ****

Do you offer Traveler's Insurance? Yes, an option to purchase Traveler's Insurance will be presented to you at time of check-out. If the option does not auto-generate at the time of check-out, and you're interested in purchasing, please let us know and we'll be happy to send you the Traveler's Insurance information.

What arrangements are made to pick up a key? Jessamine Retreat is equipped with an electronic 'keyless' entry system that is programmed with a code of your choice. This makes it very convenient for our guests as they do not have to worry about getting locked out, or losing a key.

Does your pool get any direct sun as many of the homes we've stayed in within Sea Pines, well their pools are too shaded? Yes, the pool gets sun light from morning to late afternoon. Summer pool temps generally range from 86 - 88 degrees.

What if there is an issue while we are staying at your house? All issues are quickly addressed with minimal disruption to your vacation. So, you never need to worry about trying to contact an absentee owner to address any issues.

How close are you to the beach? About a 5 minute walk!

Are you close to Harbour Town and South Beach? Yes, its about a 9810 minute bike ride to either location, and just 10 minutes to the Sea Pines Beach Club.

What size is Jessamine Retreat? The home is just over 3,137 square feet.

Is the home for sale and could we have our vacation interrupted by an agent wanting to show the house? No, the home is not for sale. We do caution prospective guests that are looking at other properties to check with the owner or manager to insure that the property they are considering is not for sale, or that they will not have their vacation interrupted by agents wanting to show the home!

Do you offer discounts? If your arrival date is less than 30 days away and our home is available, we will certainly work with you.

Are there any additional fees outside of what is included in the quote? The only other fee(s) is the optional fee to heat the pool and/or spa. If you'd like a quote to include heat for one, or both, please let us know.

Where can we rent bikes and how much does it cost? There are many bike rental companies on the island. We prefer Hilton Head Bicycle Company - www.hiltonheadbikerental.com - 843-384-9322 and highly recommend arranging your bike rental before you arrive so they will be delivered and waiting for you on your arrival day.

Keywords: Free-Standing Home, house, private, resort, comfortable, classic, close to beach, updated, modern, convenient, beach, deer run, Heritage Woods, Baynard cove, sea pines, water, heritage classic, golf, tennis, kid friendly, the best home, clean house, relaxing

Hilton Head Island, South Carolina

Vacation Rental home Type House
Check-In Smart lock
House Rules
  • Maximum occupancy: 10
  • Children welcome
  • Infants welcome
  • Smoking not allowed
  • Wheelchair inaccessible
  • Minimum age of primary renter: 33
  • Pets not allowed
Setting & View
  • Beach
  • Near Ocean
  • Resort
  • Shared Beach Access
  • Resort Access
General
  • Internet
  • Telephone
  • Air Conditioning
  • Central Heating
  • Linens Provided
  • Towels Provided
  • Washing Machine
  • Clothes Dryer
  • Hot Water
  • Hair Dryer
  • Iron & Board
  • Wifi
  • Ceiling Fans
  • Laptop Friendly Workspace
  • Basic Soaps
  • Paper Towels
  • Shampoo
  • Toilet Paper
  • Hangers
  • Private Entrance
  • Lock On Bedroom Door
  • Free Internet
  • Body Soap
  • Hair Conditioner
  • Shower Gel
  • Clothing Storage (closet or wardrobe)
Kitchen
  • Kitchen
  • Refrigerator
  • Stove
  • Oven
  • Microwave
  • Dishwasher
  • Dishes & Utensils
  • Spices/Pantry Items
  • Coffee Maker
  • Toaster
  • Ice Maker
  • Freezer
  • Blender
  • Pots & Pans
  • Kitchen Island
  • Dining Table
  • Baking Sheet
  • Barbeque/Grill Utensils
  • Coffee
  • Mini Fridge
  • Wine Glasses
Bathrooms 5 Baths (4 full, 1 half)
  • Primary Bathroom – Shower, Tub
  • 2nd – Shower
  • 3rd – Shower
  • 4th – Combination Tub/Shower
  • Powder Room – Toilet
Sleeping Arrangements 4 Bedrooms, sleeps 2-10
  • Primary – 1 King Bed
  • 2nd Room – 1 King Bed
  • 3rd Room – 2 Queen Beds
  • 4th Room - sleeps 4 w/ two twin and two trundles – 2 Twin Beds, 2 Trundles
Entertainment
  • Television
  • Satellite/Cable
  • Books
  • Smart TV
Outdoor
  • Outdoor Grill
  • Lanai/Gazebo (covered)
  • Beach Essentials
  • Private Yard
  • Outdoor Dining
Pool/Spa
  • Private Pool
  • Hot Tub
  • Fenced Pool
Vehicles
  • Parking
  • Free Parking
  • Free Parking On Premises
Theme
  • Adventure
  • Family
  • Historic
  • Romantic
  • Tourist Attractions
Attractions
  • Bay/Sound
  • Health/Beauty Spa
  • Marina
  • Zoo
Leisure
  • Bird Watching
  • Eco Tourism
  • Horseback Riding
  • Outlet Shopping
  • Paddle Boating
  • Boating
  • Shopping
  • Wildlife Viewing
  • Water Sports
Sports & Adventure
  • Cycling
  • Deepsea Fishing
  • Fishing
  • Bay/Sound Fishing
  • Freshwater Fishing
  • Surf Fishing
  • Golf
  • Golf Privileges Optional
  • Jet Skiing
  • Kayaking
  • Parasailing
  • Sailing
  • Surfing
  • Swimming
  • Wind Surfing
  • Mini Golf
Safety
  • Deadbolt Lock
  • Fire Emergency Contact
  • Fire Extinguisher
  • Medical Emergency Contact
  • Exterior Lighting
  • Police Emergency Contact
  • Smoke Detector
  • Enhanced Cleaning Practices
  • Cleaning Disinfection
  • Common Surface Disinfectant Cleaned
  • Linens High Temp Wash
  • Cleaning Products
Expectations
  • Cameras/Surveillance
  • Near Lake, River, or Water Body
Check Out Tasks
  • Throw Away Trash

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Cancellation Policy: Fifty percent (50.00%) of the total booking charges will be refunded if the cancellation is made more than 31 days prior to the arrival date of the reservation. For cancellations made within 31 days prior to the arrival date, no refund will be issued.