Winn Pennie | Steps to Beach & Pools | 3BR Cottage | House in St. Simons Island

10.0 (67 Reviews) |   3 Bedrooms  3 Bathrooms  6 Guests
Saint Simons Island House | Winn Pennie | Steps to Beach & Pools | 3BR Cottage

3 Bedroom House in Saint Simons Island, St. Simons Island

Welcome to Winn Pennie, a meticulously maintained Coast Cottage located in one of the most sought-after vacation rental communities on St. Simons Island. Perfectly positioned just 250 steps from the ocean-side pools, pavilion, and private gated beach boardwalk, this home offers the ideal blend of comfort, convenience, and coastal charm.
Our neighborhood sits along Coast Guard Beach, known for having the widest stretch of sand on the island. Even at high tide, there is always plenty of room to walk, relax, or lounge by the shore.
The home features a thoughtfully designed layout with 3 bedrooms and 3.5 bathrooms. All bedrooms are located on the ground level and include private ensuite bathrooms. Upstairs, you will find a spacious living area, a fully equipped kitchen with a drip coffee maker, and both front and back porches. Multiple dining and sitting areas throughout the home provide ample space to gather together or spread out and relax.
For your comfort, each bathroom is equipped with a hair dryer, and guests enjoy full access to the community pools, pavilion, and private gated beach access.
Pool heating information:
At least one community pool is heated every weekend from Friday afternoon through Sunday, during Spring Break from March 15 through April 15, Thanksgiving week, and from Christmas through New Year’s Day. Pool heating may be requested outside of these dates for $50 per day. Pool heat is not available during the warmer season from May 21 through September 21.
Easy online check-in is required prior to arrival. Similar to a hotel check-in, guests complete a rental agreement, ID verification, and a security hold through our secure web-based system, Happy Guest. This process is quick, mobile-friendly, and must be completed in order to receive arrival instructions. Failure to complete check-in may result in cancellation without refund.
You will also receive a personalized digital guidebook with helpful information about the home, local favorites, early check-in notifications when available, and occasional late checkout opportunities. The guidebook can be shared with friends and family for easy trip planning.
If you have any questions before or during your stay, feel free to message us anytime.

Winn Pennie | Steps to Beach & Pools | 3BR Cottage is located in Saint Simons Island. Winn Pennie | Steps to Beach & Pools | 3BR Cottage provides accommodation, featuring Parking, Pool, TV, among other amenities. This House features Parking, Pool, TV, to make your stay a comfortable one.

Winn Pennie | Steps to Beach & Pools | 3BR Cottage has 3 Bedrooms , 3 Bathrooms, and max occupancy of 6 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Saint Simons Island has interesting places to visit. If you want to learn more about the House in Saint Simons Island, such as places to visit and things to do nearby, you can check below to learn more.

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Amenities

Air Conditioner
Parking
Pool
TV
View
Ocean View
Balcony/Terrace
Oceanfront
Security/Safety
Sports/Activities
Bedding/Linens
Wellness Facilities
Fireplace/Heating
Entertainment
Barbecue/Outdoor Cooking
Child Friendly
Internet
Kitchen
Laundry

Facility Overview

Air Conditioner
  • Air conditioning
  • Heating
Bathrooms
  • Hair dryer
  • Shower
  • 3+ bathrooms
  • Towels provided
Bedroom
  • Bed sheets provided
  • 3 bedrooms
  • Dining table
  • Living room
Kitchen
  • Stovetop
  • Coffee/tea maker
  • Microwave
  • Spices
  • Ice maker
  • Dishwasher
  • Refrigerator
  • Kitchen island
  • Oven
Laundry
  • Washing machine and dryer
  • Laundry facilities
Ocean view
  • Near the beach
Parking
  • Car recommended
  • Onsite parking
Pet Friendly
  • No pets allowed
Accessibility
  • Smoke-free property
Entertainment
  • Smart TV with cable/satellite service
  • Games
  • Books
General
  • Near the sea
Guest Services
  • Iron/ironing board
Internet
  • Free WiFi
Outdoors
  • Balcony
  • Barbecue grill
Security/Safety
  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector installed (host has indicated there is a smoke detector on the property)
Spa
  • Shared/communal pool
  • Heated pool

Policies

Check-in
Check-in time starts at 4:00 pm contactless check-in available minimum check-in age: 30
Check-out
Check-out before 10:00 am
Child Policy
Children are welcome.
Event Policy
No events allowed
Pet Policy
Pets not allowed
Smoking Policy
Smoking is not permitted

Extra-person charges may apply and vary depending on property policy government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges host has indicated there is a smoke detector on the property host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip onsite parties or group events are strictly prohibited special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room this property is managed through our partner, vrbo. you will receive an email from vrbo with a link to a vrbo account, where you can change or cancel your reservation

Reviews

Samantha M.
Aug 19, 2025 05:28:38 AM
Review Score:   10
Summary: We enjoyed the 3-minute walk to the beach and pools, and the location on St. Simons Island. It was also a nice touch that they had beach/pool toys and kids equipment stocked at the house.
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