• As low as $675/Night
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
rental image 1

General Features

  • DVD player
  • 3 bathrooms
  • 5 bedrooms
  • Air conditioning
  • Barbecue grill
  • Bed sheets provided
  • Birdwatching nearby
  • Car required
  • Carbon monoxide detector
  • Coffee/tea maker
  • Cookware/dishes/utensils
  • Cycling nearby
  • Dining room
  • Dishwasher
  • English
  • Fire extinguisher
  • First aid kit
  • Fishing nearby
  • French
  • German
  • Heating
  • Horse riding nearby
  • Ice maker
  • Internet access
  • Iron/ironing board
  • Italian
  • Kayaking nearby
  • Living room
  • Microwave
  • Near a hospital
  • Near coin laundry
  • Near outlet shopping
  • Near the sea
  • Note from host: Smoking is not permitted anywhere on the premises.
  • On the waterfront
  • Onsite parking
  • Oven
  • Patio
  • Pet friendly
  • Phone
  • Private pool
  • Refrigerator
  • Sailing nearby
  • Smoke detector
  • Smoke-free property
  • Spanish
  • Stovetop
  • Surfing/body boarding nearby
  • Swimming nearby
  • Tennis on site
  • Toaster
  • Towels provided
  • TV with cable/satellite service
  • Unit size: 3359 sq ft (312 sq m)
  • Washing machine and dryer
  • Windsurfing nearby

About this Property

  • Sleeps 10
  • 5 Bedrooms
  • 3 Bathrooms
  • Private vacation home
  • Approximately 3359 square feet

Gloucester 36

Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'

Gloucester 36 offers everything you would want for your Hilton Head vacation: a great location, exceptional amenities, superb decoration, and plenty of space and privacy, ideal for a family hideaway. This ground floor getaway has everything you and your guests could need on the main and only level of the home. Upon entering, you'll notice high-end furnishings and finishes and plenty of light. To your right, you'll find a bedroom/studio equipped with a twin daybed with a trundle, a well-equipped desk, and a modest flatscreen TV on a stand. Right off the studio is the laundry room with a private washer/dryer, a sink, cleaning supplies, and an Avalon water dispenser. Then, you'll come across the entirely-equipped kitchen–a prepare's heaven. It's roomy enough to move around freely while cooking and comes equipped with plenty of counter space, modern appliances that include a double-door, full-size refrigerator, stove, dishwasher, coffee maker, blender, toaster, double oven, electric oven, mixer, utensil, wine refrigerator, mini-refrigerator, and even a modest flatscreen TV on the counter! The kitchen island seats three and the dining table right off the kitchen has space for up to six people.

As you leave the kitchen, your jaw will drop at the sight of the cavernous living room area, which is actually separated into two smaller areas. The media area is made up of a huge, wall-mounted flatscreen TV surrounded by four recliners (one is a double), a desk, a DVD player, a gaming console with games supplied, a record player, and a ceiling fan. The other part of the living area is the ideal place to relax–here you'll find plenty of seating such as two chairs and a high table, a chaise lounge, a couch with a footstool, two armchairs, and a two-person couch. There are plenty of magazines throughout the home, so don't hesitate to grab one of them, snuggle up on the couch, and get lost in them. A cozy see-through room divider will take you to the main dining room featuring high-end touches, a sizable dining table with space for up to eight dinner guests, a convenient wine cooler, and a wine rack.

The screened porch is a great place to relax if you're looking for some seclusion from the group–wall-to-wall windows allow vistas of the marvelous backyard, giant trees, deck, and pool area. The inviting sectional couch and wall-mounted flatscreen TV create the ideal spot for a calming afternoon. Air conditioning and one ceiling fan in each room will be ideal for warm days and to stay away from the heat. This dog-friendly getaway offers five bedrooms and three full bathrooms. The main bedroom has a king bed, ceiling fan, a wall-mounted flatscreen TV, drawers, a huge closet, and a chaise lounge. Off the main bedroom is an ensuite bathroom with charming decor, a two-person vanity, a walk-in tiled shower, a makeup vanity, a towel heater, and yes, a wall-mounted flatscreen TV. Bedroom number two has a queen bed, a closet, a ceiling fan, and a flatscreen TV on top of a drawer. Bedroom number three has a queen bed as well, a enormous wall-mounted TV and mirror, a closet, a ceiling fan, and a folding ottoman. And last, but not least, bedroom number four has a queen bed, a ceiling fan, a modest couch at the foot of a bed, and a flatscreen on top of a drawer. One full bathroom features a double vanity and a walk-in shower, while the other has a one-person vanity and a walk-in shower.

Outside is all about entertaining with a partially covered patio with two ceiling fans and a seating area with a two-person couch and four outdoor chairs, a private outdoor pool with pool toys for the kids and kids at heart, a pool area with a poolside bar with a flatscreen TV and four stools, six lounge chairs, one seating area near the bar with a couch and two cushioned lounge chairs, a private gas grille, a deck with an outdoor dining area for six people, and another seating area near the pool with three chairs, a table, and a lounge chair. The front porch offers another great relaxation spot with a ceiling fan, a swing, and a convenient basketball hoop.

What’s close by:
Shipyard Plantation is an elite resort community with a beautiful coastal ambiance on the south end of Hilton Head Island. The 803-acre gated plantation features a 27 hole championship golf course at Shipyard Golf Club, and Van Der Meer Shipyard Racquet Club, one of the top 50 tennis resorts in the country. Relaxing comes naturally on the beach at Shipyard Beach Club and if you’re feeling adventurous, take a spectacular walk or bicycle ride down the winding trails. You’ll also find yourself within walking distance to the heart of Hilton Head, Coligny Plaza.

Things to know:
Free high-speed WiFi
Renter must be 25 years old.
Please note that the private pool is not heated.
One parking pass for the Shipyard Beach Club Parking.
Dog-friendly for a modest, nightly fee! Two dogs are allowed.

This property is managed by Vacasa South Carolina LLC.

If you are bringing a dog on your trip, the nightly pet fee is already included in your quote when selecting 'Yes' to family pets. If you would like to add more dogs, please contact us. The $20 nightly fee will apply for each additional dog.

Parking notes: There is parking available for a fee and charges will apply for 5 cars.
This rental is located on floor 1.



Damage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if allowed.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furnishings, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.
More information can be downloaded from the "Rental Agreement" on the checkout page.

Due to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.

City/town permit number: 26640
City/town permit number: 026640

About the Area

Located in Hilton Head Island, this vacation home is on the waterfront. Sea Pines Forest Preserve and Newhall Audubon Nature Preserve reflect the area's natural beauty and area attractions include The Sandbox and Lawton Stables. Pirate's Island Adventure Golf and Hilton Head Zipline are also worth visiting. Be sure to check out the area's animals with activities such as game walks and birdwatching.

Special Instructions

Extra-person charges may apply and vary depending on property policy

Know Before you Go

A car is required for transportation to and from this property

Pet Policy

Note from host: Dogs only. Max of 2.

Strategies to get the best Hilton Head vacation rental experience:

Get the most from your rental budget:

  • The sooner you can book, the easier your search will be. The most desirable properties are booked early. Booking your vacation rental six - twelve months before your vacation dates is recommended. Holidays such as Christmas and Thanksgiving are excellent times to plan and reserve your vacation rental.
  • Book your rental property in the Spring or Fall to get the benefit of warm weather while saving money and avoiding crowded roads, restaurants, and activities. Many vacationers use this method to reserve larger homes, or to reserve a beach front vacation rental that would otherwise be unaffordable during the Summer. Speaking of the off-season, don't overlook the holidays for a Hilton Head vacation! Who wouldn't love a holiday on the coast? Christmas, Thanksgiving, and New Years Eve are great times to gather with friends and family at your favorite beach.
  • Some owners offer discounts or promotional rates for veterans. It's always a good idea to check with your property manager to see if special offers are available for your group.
  • Booking websites usually offer their guests an option to obtain trip insurance. Trip insurance, which will generally cost 1% - 5% of the base booking price, offers visitors reimbursement of costs for any missed days as a result of personal medical-related catastrophes or weather disasters, as well as ensuing additional hurricane evacuation charges, such as an unexpected hotel stay or extra fuel expenses. Trip insurance is definitely a life-saver if the unforeseen occurs. Ask the property owner for program terms and fees.
  • Many rental management companies supply Hilton Head area visitors guides which often include money-saving deals, either offered independently by local businesses, or through a relationship with the rental management company and the business itself. You can also find Hilton Head visitors guide magazine and coupon books at local grocery stores, shopping centers, and visitor centers.

Use filters to narrow your search:

  • Choose a designated group leader, choose your vacation week, and select a spending budget.
  • Determine how many beds and what type of bedroom configuration your family requires. Family-Friendly Home w\/Private Pool, Screened Porch, Free WiFi, Gas Grill, & W\/D has 5 bedrooms and 3 bathrooms.
  • Precise details about bedrooms and bed counts & types is commonly available on booking websites. If you don't see them listed, call the property owner before you reserve the vacation property. Note that most property listings specify the maximum guest capacity, which often includes pull-out couches and bunk beds. You'll need to work out what is best for your vacation.
  • Traveling with pets? Although a number of vacation homes allow pets or animals, guidelines and costs vary per property. Allowable pet type, breed, and size are often limited. Ask your property manager before booking, and study your agreement! Extra fees or could be applied to your agreement.
  • Is your family looking for particular amenities? Most rental search websites include amenity lists and search filters. Amenity filters help you quickly remove less-optimal properties.
  • Appropriate accessibility amenities can make or break a vacation for persons with disabilities. Make certain to inquire about wheel chair entry, pool lifts and specialized equipment needs.

Advice for a wonderful stay:

  • Get the owner's contact number and arrival/departure procedures for your rental.
  • Ask questions. You may need instructions for a garage door opener, elevator or coffee maker. Contact your host. They are there to help! A brief telephone call can prevent many concerns.
  • Ensure you protect the rental owner (and your stuff!) by locking the property when you are gone, just like you would at home.
  • To make certain no damages are attributed to your visit, inspect the property for any problem areas upon your arrival. text the host right away to relay any issues. If there is a dispute about who is responsible, having the recorded issues and contact attempts will be very helpful.
  • Be a good neighbor! You wouldn't like disagreeable visitors disrupting your peaceful home life. Use the golden rule for best judgement. Happy residents may even recommend great local food and places you would have not otherwise known!
  • Don't forget to... Ask a local resident! Locals can frequently help you find exactly what you're looking for. Who better to ask where to get the best breakfast in town, have a great night out, or the best spots for BBQ?
  • Just prior to departing, complete a final walk-through to make sure you didn't forget anything. Re-check dressers, closets, and bathrooms for hidden items. Clean the refrigerator and take any leftovers home.
  • Record a video to document the condition of the property.
  • Remember to leave a review! Property managers rely on excellent reviews to inspire new bookings. They'll be grateful for your review. Alternatively, if something wasn't as described, other families will be thankful you shared your experience and help them have the best future vacation. Be fair with your review. If something fell short of expectations, consider whether the owner could control the issue, and if so, whether they responded reasonably to fix it.

Nearby Activities

Ready to book Family-Friendly Home w\/Private Pool, Screened Porch, Free WiFi, Gas Grill, & W\/D?

Book Online Get Information Call:

Similar Rentals

New to the Rental Market!

New to the Rental Market!

  • Hilton Head
  • 5 Bedrooms
  • 5 Bathrooms
1 Shore Crest- Pool, Ping Pong, 50% OFF ...

1 Shore Crest- Pool, Ping Pong, 50% OFF ...

  • Hilton Head
  • 5 Bedrooms
  • 4 Bathrooms
13 Moonshell Rd - Near Ocean,Huge Pool,F...

13 Moonshell Rd - Near Ocean,Huge Pool,F...

  • Hilton Head
  • 5 Bedrooms
  • 3 Bathrooms
Palatial Home Just a Short Walk to the B...

Palatial Home Just a Short Walk to the B...

  • Hilton Head
  • 5 Bedrooms
  • 6 Bathrooms
Expansive Private Oceanfront Home with V...

Expansive Private Oceanfront Home with V...

  • Hilton Head
  • 5 Bedrooms
  • 6 Bathrooms
3 Shore Crest Lane- Chefs Kitchen, Game ...

3 Shore Crest Lane- Chefs Kitchen, Game ...

  • Hilton Head
  • 5 Bedrooms
  • 6 Bathrooms
Close to beach, pickleball, tennis & gol...

Close to beach, pickleball, tennis & gol...

  • Hilton Head
  • 5 Bedrooms
  • 6 Bathrooms
19 Sand Dollar Road-Luxury 2nd Row Home,...

19 Sand Dollar Road-Luxury 2nd Row Home,...

  • Hilton Head
  • 5 Bedrooms
  • 6 Bathrooms
Lovely house with gourmet kitchen, scree...

Lovely house with gourmet kitchen, scree...

  • Hilton Head
  • 5 Bedrooms
  • 5 Bathrooms
Stunning oceanfront home offering privat...

Stunning oceanfront home offering privat...

  • Hilton Head
  • 5 Bedrooms
  • 6 Bathrooms