• 5 Bedrooms
  • 3 Bathrooms
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General Features

  • Air Conditioning
  • Clothes Dryer
  • Coffee Maker
  • Deck/Patio
  • Dining Area
  • Dining Room
  • Dishes & Utensils
  • Dishwasher
  • DVD Player
  • Family
  • Fire Extinguisher
  • Grill
  • Heating
  • Ice Maker
  • Internet
  • Iron & Board
  • Kitchen
  • Linens Provided
  • Living Room
  • Microwave
  • Oven
  • Parking
  • Private Pool
  • Refrigerator
  • Satellite/Cable
  • Smoke Detector
  • Stove
  • Telephone
  • Television
  • Tennis
  • Toaster
  • Towels Provided
  • Washing Machine

About this Property

Gloucester 36

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Gloucester 36 offers everything you would want for your Hilton Head holiday: a great location, exceptional luxuries, superb decoration, and plenty of space and privacy, ideal for a family hideaway. This ground floor getaway has everything you and your visitors 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 supplied with a twin daybed with a trundle, a well-supplied 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 thoroughly-supplied kitchen–a prepare's utopia. It's big enough to move around freely while preparing and comes supplied 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 enormous 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 whimsical see-through room divider will take you to the main dining room including high-end touches, a huge dining table with space for up to eight dinner visitors, 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 accept vistas of the marvelous backyard, giant trees, outdoor space, and pool area. The inviting sectional couch and wall-mounted flatscreen TV create the ideal spot for a inviting afternoon. Air conditioning and one ceiling fan in each room will be just right 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 sizable closet, and a chaise lounge. Off the main bedroom is an ensuite bathroom with superb 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 sizable 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 includes 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 children and children 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 outdoor space 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 enjoyment spot with a ceiling fan, a swing, and a convenient b-ball hoop.

What’s close by:
Shipyard Plantation is an elite resort community with a impressive coastal mood on the south end of Hilton Head Island. The 803-acre gated plantation includes 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 dramatic 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 unit is managed by Vacasa South Carolina LLC.
This rental is located on floor 1.

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

Parking Notes: Park in the driveway. No garage access for visitors and no street parking allowed.

Money Saving Rental Tips

  • Many rental managers and vacation rental houses supply Hilton Head area promotional travel books that feature coupons, either offered independently by local companies, or by way of a partnership between the property manager and the vendor itself. These guides may provide a good start to your vacation rental search.
  • Flexible about when you can travel? Off-peak times offer up sizable deals.
  • Active Duty and veterans of the US Military may be eligible for cost savings. Make sure to confirm with property management company to see if your visiting crew is eligible for a discounted rate.
  • Some homes are particularly suited for specific types of visitors. Large event homes are best for weddings, receptions and corporate retreats. Some properties cater to beach bums. Other homes are situated close to music venues. If there's a certain Hilton Head activity that you just love, be on the lookout for rentals that cater especially to your needs.
  • Think about obtaining trip insurance together with your rental contract. Trip insurance, which generally costs somewhere between 1% - 5% of the basic vacation rental cost, offers guests reimbursement of their trip expenses for any days missed due to medical emergencies or hurricanes, and additionally ensuing extra hurricane evacuation costs or charges, such as an unforeseen hotel stay or additional fuel.

The Rental Process

Newcomers are likely to be surprised at the number and wide range of short-term rental properties available in the Hilton Head area. With such a big selection, guests are sure to discover a vacation home that fits their wishes and spending plan.

Rental homes are usually owner operated or managed by rental management companies. Property management companies are liked by property owners mainly because they manage the advertising and operations..

Seasoned Hilton Head vacationers have identified a handful of tips and tricks throughout the years when it comes to renting vacation homes, however many newcomers will be happy to discover that many of these "tricks" are in plain sight, if you know where they should search.

How to find and reserve the right rental property:

Do you think "Family-Friendly Home w/Private Pool, Screened Porch, Free WiFi, Gas Grill, & W/D" is the perfect vacation property for your next vacation? Browse through this guide to ensure it fits your preferences.

Begin Your Search Early

Hilton Head vacation homes book several months (and up to a year) in advance. Reserving your rental home 6-12 months before your travel dates is recommended, whenever possible. A lot of households plan to begin their search during Thanksgiving, Christmas and New Year holiday gatherings.

Find your Spot and Identify Dates

Sometimes, the toughest portion of organizing your vacation is deciding on where to search, and when. After the big decisions are tackled, the rest will be easier.

Select a Size

How many family members are planning to share your trip? Remember that that a lot of rental homes list maximum guest capacity, which often includes sofa beds in the living room space. You will need to figure out what is suitable for your company. Generally rental listings will describe each of the unit's specific bedrooms and beds.

Stay on a Budget

Confirm that "Family-Friendly Home w/Private Pool, Screened Porch, Free WiFi, Gas Grill, & W/D" fits your price range *during your desired dates*. Ensure that you get cost-sharing commitments from travel companions well before reserving an expensive rental property. Most rental documents call for a single person to be liable for the entire reservation.

Vacation home Amenities

What amenities is the group looking for? Is a screened deck a requirement? Do you wish to be away from it all, or near civilization? Are linens offered with the rental, or will you need to bring your own? Gather a list of prioritized "necessities and preferences" from your party to help filter your search to the perfect property.


Grandpa and Grandma will appreciate you for not renting a stairs-access-only property on the Third floor. Be sure to remember and ask about wheelchair entry, pool lifts and specialized equipment needs..

Paws-Friendly, Please

Make sure you include your furry family members. Even though a number of vacation homes allow household pets, rules and fees vary per rental. Many restrictions could eliminate a potential rental property. Study your agreement very carefully! Additional fees or deposits may be applied to your agreement.

Start your Search

. In combination with Homeaway, VRBO and Tripadvisor, we suggest searching Google for "Hilton Head local rental properties" for local vacation home management companies. Besides offering exclusive properties, local companies offer top-notch service..

Negotiate the Price

Re-read the description to ensure that the home has everything you need. If lacking, the rental home management company might know of comparable homes that fit your style and budget..

Some property owners will negotiate prices, and some won't. If they are hesitant to budge on a peak-season stay, try getting an extra night. Your best chance for a reduced rate is switching to a less desirable week.

Study the Contract

Learn which of the following is included in your quoted rate:

  • Electric bills
  • Internet Connectivity
  • Telephone service
  • Hot Tub Heating
  • Pay Per View Movies
  • Cleaning Fees
  • Trash collection
  • Maintenance policies
  • Key exchange
  • Parking Space

In addition to the standard charge, visitors will have to pay state taxes when renting "Family-Friendly Home w/Private Pool, Screened Porch, Free WiFi, Gas Grill, & W/D", along with any other fees that may be required depending on their situation, including a pet charge, earlier check-in or later check-out fee, or a pool heat fee for private swimming pool usage during the fall or spring months.

Do you know the Cancellation Policy?

Make sure you understand the cancellation policy before booking. Rental home management companies and individual property owners typically offer their guests the choice to buy trip insurance. Trip insurance, which commonly costs between 1% - 5% of your standard rental price, provides guests with reimbursement of their vacation costs (and subsequent rental costs) for any nights missed a result of personal health-related emergencies or weather, as well as hurricane evacuation expenses, such as a unanticipated hotel stay or additional gas.

Reserve your Rental Home

Once you believe you've identified "the one", begin the reservation process. You will likely be asked to submit a security deposit at time of booking.

Keep Your Property Manager's Info

Put the rental manager's contact info into your smartphone and wallet for quick access to answers during your stay.

Congrats on booking your rental home! You're on your way to a fabulous vacation!

During your Stay

  • Take pictures on your arrival. Take notes of any damage immediately after you arrive. We also advise immediately phoning the rental manager with a report of any damage, along with your request for any critical repairs.
  • Ask questions. You might need instructions for a fireplace, Television or jacuzzi. Get in touch with your home manager. They are there to help. A phone call can save several hours of difficulties.
  • Please remember to respect your neighbors. Residents often live within earshot. Remember the golden rule and treat others the same way you'd like to be treated by visitors next to your residence.
  • Ask a local. Local people are a good source of recommendations. Who better to ask where to order the best nachos, have a great date night, or the best spots for wildlife?
  • Enjoy your stay! Make sure you protect the property owner (and your things!) by keeping the property locked up when you are away, exactly like you would in your own home.

At the end of your stay

  • You should make sure you've packed everything. Inspect drawers, bath cabinets and closets.
  • When everything is out, perform a walk-through of the rental home to make sure no property damage occurred during your remain. We suggest walking through with the property manager wherever possible (this may not be possible).. If the property manager is not available, you'll want to take photos of the property to record its condition.
  • Did you love your vacation? Virtually all rental management company web sites seek testimonials after your stay . Owners and rental managers will appreciate your positive ratings. If something was wrong and they failed to correct it in a acceptable manner, or if the vacation rental was not as described, you may want to make it a point in your critique.

Learn and Improve

Hold a vacation recap meeting with your family. Did they love their vacation? We hope this guide helped you find a fantastic vacation home. Maybe the rental home was not ideal, and you will better understand how to perfect your search for the next time.

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