See all properties
Entire home

Cozy beach cottage with pool and beach access!

Choose dates to view prices

Photo gallery for Cozy beach cottage with pool and beach access!

Walk along the pier, taking in the serene views of the surrounding water.
Traditional coastal homes with symmetrical facades, central entrances, and balconies, set amidst manicured landscaping and palm trees.
Relax in this stylish living space with a central kitchen island, comfortable seating areas, and a large window.
Enjoy a tranquil retreat with a pool and lounge chairs under the shade of palm trees.
Relax on the porch surrounded by a palm tree and Adirondack chairs.

Entire home

3 bedrooms4 bathroomsSleeps 6

Popular amenities

  • Parking available
  • Air conditioning
  • Dryer
  • Washer
  • Pool
  • Outdoor Space

Explore the area

Map
St. Simons Island, GA
  • St. Simons Lighthouse Museum
    ‪3 min drive‬
  • Saint Simons Island Pier
    ‪4 min drive‬
  • Sea Island Golf Club
    ‪7 min drive‬
  • Brunswick, GA (BQK-Golden Isles)
    ‪29 min drive‬

Room options

About the neighborhood

St. Simons Island

This vacation home places you next to World War II Home Front Museum and within a 5-minute walk of East Beach. The vacation home includes a kitchen, a balcony, and a refrigerator.
View more Vacation Homes in St. Simons IslandOpens in a new window

What's nearby

  • St. Simons Lighthouse Museum - 3 min drive - 1.7 miles
  • Neptune Park - 3 min drive - 1.7 miles
  • Saint Simons Island Pier - 4 min drive - 1.9 miles
  • Beach - 4 min drive - 1.9 miles
  • Sea Island Golf Club - 7 min drive - 2.7 miles

Getting around

  • Brunswick, GA (BQK-Golden Isles) - 28 min drive

Restaurants

  • ‪Chick-fil-A - ‬3 min drive
  • ‪Brogen's - ‬4 min drive
  • ‪Starbucks - ‬4 min drive
  • ‪Wake Up Coffee Company - ‬3 min drive
  • ‪Barbara Jean's - ‬3 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Cozy beach cottage with pool and beach access!

Winn Pennie is a meticulously maintained cottage on one of the most sought after rental areas on St Simons Island!

This cottage is located just 250 steps from Coast Cottages ocean side pools, pavilion and private beach access boardwalk. Guests enjoy full privileges at Coast Cottage with access to pools, pavilion and beach boardwalk. Our neighborhood is positioned along the Coast Guard beach where the widest stretch of sand is and high tide always provides a place to walk or lounge!

This Coast Cottage is comprised of 3 bedrooms and 3.5 bathrooms. All bedrooms are located on the ground level and have ensuite bathrooms. Upstairs you will find a living area, back and front porches, and a fully equipped kitchen with a drip coffee maker. Each bathroom is equipped with a hair dryer to use during your stay. There are multiple dining and sitting areas in the home, allowing plenty of space to relax, spread out, or gather together.

**POOL HEATING: At least one of our pools is heated every weekend from Friday afternoon through Sunday, during Spring break from March 15 through April 15, Thanksgiving week, and from Christmas to New Years Day. If you wish to heat the pool outside of these days you may do so for $50 per day. Pool heat is not available during warmer season from May 21 through September 21.


✅ Easy Check-In Process for your rental agreement, ID verification, & security hold:
It’s just like when you check in at a hotel and give your ID and security deposit to the front desk, except our front desk is online! It's super easy to complete on your phone! We use a web-based system called Happy Guest, and you’ll receive a personalized rental agreement, ID verification, and a simple security hold (which is not a security deposit) to receive your arrival instructions. It’s simple: finish these steps, and you’re all set to enjoy your stay! Note: arrival info won’t be sent without completing these steps, and refunds aren’t possible if skipped. Your personalized guidebook will give you all the info about the home, my favorite local spots, automatic early check-in notifications, and sometimes even late checkout! You can even share it with friends and family! Got questions? Just message us anytime!
The vacation home is air-conditioned and features a kitchen, 3.5 bathrooms, and a balcony, and there's space to spread out with 3 bedrooms. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a washing machine, a coffee maker, and an ironing board.

Property manager

Ashley Fassnacht

Similar properties

Stunning two-story home with a spacious balcony and a charming white picket fence, surrounded by lush greenery.

Updated Coast Cottage! Heated Pool, Private Beach Access - Close to EVERYTHING!

  • Pool
  • Kitchen
  • Washer
  • Dryer
10.0 out of 10, Exceptional, 56 reviews
Updated Coast Cottage! Heated Pool, Private Beach Access - Close to EVERYTHING!

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Communal pool
  • Heated pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Car recommended
  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 3.5 bathrooms
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Books
  • Games
  • Smart TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near the sea

Things to do

  • Heated pool

Safety features

  • 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 (host has indicated there is a smoke detector on the property)

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

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

  • This property doesn't allow pets

Important information

You need to know

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
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated there is a smoke detector on the property
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
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 30

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a smoke detector.

Property is also known as

orp5b64ea8x

Frequently asked questions

What is there to do close to this vacation home?

This vacation home in St. Simons Island is within a 10-minute walk of East Beach and World War II Home Front Museum. You'll also find Massengale Park and Glynn Visual Arts less than a mile away.

Will I be able to park at this vacation home?

No, this vacation home doesn't offer parking.

Is this vacation home associated with a casino?

No, this vacation home is not connected to a casino.

Will I find an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home.

What will couples enjoy most about a stay at Cozy beach cottage with pool and beach access!?

Couples staying at this vacation home will appreciate amenities like a kitchen and a smart TV as well as a heated pool.

Does Cozy beach cottage with pool and beach access! have a hot tub?

No, but guests can enjoy a heated pool at this vacation home.

Does this vacation home offer breakfast?

No, this vacation home doesn't offer breakfast.

Will this vacation home allow pets to stay for free?

No, pets aren't allowed at this vacation home.

Does this vacation home have connecting rooms?

No, this vacation home doesn't feature connecting guestrooms.

How far is the airport from this vacation home?

The closest major airport to this vacation home is Brunswick, GA (BQK-Golden Isles), which is 15.9 mi away (28 minutes by car).

Can I book a room with a balcony at Cozy beach cottage with pool and beach access!?

Yes, every accommodation at Cozy beach cottage with pool and beach access! comes with a balcony.

Cozy beach cottage with pool and beach access! Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 64 out of 65 reviews
Rating 8 - Good. 1 out of 65 reviews
Rating 6 - Okay. 0 out of 65 reviews
Rating 4 - Poor. 0 out of 65 reviews
Rating 2 - Terrible. 0 out of 65 reviews

10/10

Cleanliness

Reviews

8/10 Good

Michael D.

Liked: Cleanliness

Winter Retreat

We had a lovely stay at your charming SSI home! The home was beautiful and had all the kitchen odds and ends to make it feel like you were cooking at home. The home was clean and had lots of space for hanging out together. We walked on the beach, walked to town enjoying the quaint shops and played golf too! We look forward to visiting again in the future!
Stayed 3 nights in Dec 2024

10/10 Excellent

Pamela C.

Liked: Cleanliness

Adult getaway

House very clean and location was wonderful. Had a non functioning coffee maker, but was replaced promptly by management team. Very quiet and comfortable stay…
Stayed 5 nights in Mar 2024

10/10 Excellent

Julia O.

Liked: Cleanliness

Excellent place made for a wonderful stay!

This was our 3rd time visiting SSI but the first time staying at this place. The add said "Immaculate" which I thought was a strong word but in reality it was just that. A spotless and very well appointed house that is in the best spot possible. Steps from the beach, next to my kids' favorite WW2 museum and a short bike ride away from downtown. So many special touches, spots to gather and everything you could ever need in the kitchen. A very inviting and comfortable place with designer touches. The owner was very prompt to reply to any questions and very accommodating. We have thoroughly enjoyed our stay and can't wait to be back.
Stayed 4 nights in Dec 2023

10/10 Excellent

Nicki G.

Liked: Cleanliness

Birthday Celebration

Stayed here for a birthday celebration with friends. Wonderful property that met all our needs. Immaculately decorated warm and cozy.
Stayed 3 nights in Oct 2023

10/10 Excellent

Steve M.

Liked: Cleanliness

Great stay

This is a beautiful and comfortable property. Perfect for a family of 5. Everything worked, the host provided a number of thoughtful amenities (beach chairs, umbrellas, agon for ferrying supplies, a well-stocked kitchen with clearly labeled storage), and we had a great week. This was our second stay and we will be back. Highly recommended. Thank you Denise!
Stayed 7 nights in Aug 2023

10/10 Excellent

Shira K.

Liked: Cleanliness

Family vacation

We had a wonderful stay at the Win Pennie. The house is lovely and so well appointed. Denise was extremely responsive to our queries. This is the third place we've stayed in Coast Cottages and by far the nicest. We hope to come again!
Stayed 7 nights in Jul 2023

10/10 Excellent

Mark E.

Liked: Cleanliness

The Perfect Beach Cottage

A family vacation to remember, made possible in no small part to Denise and her beautiful cottage. Her attention to detail was amazing....we wanted for nothing. The house itself is so welcoming and cozy. It was wonderful coming back to it after an outing. Her recommendations on dining, family activities, and shopping were invaluable. An amazing week for all of us. Thank you!
Stayed 7 nights in Jul 2023

10/10 Excellent

Ginger L.

Liked: Cleanliness

Perfection!

This property is absolutely beautiful. The owner had EVERYTHING you will need to make your stay relaxing and enjoyable. The location is perfect, and the house is stocked full of beautiful decor and amenities for the family. The communication and friendliness from the owner was above and beyond. She gave us recommendations that made our vacation so enjoyable. Truly the best daily vacation in years!
Stayed 5 nights in Jul 2023

10/10 Excellent

Julie B.

Liked: Cleanliness

Great vacation and awesome host!

I stayed at this rental with my husband and our daughters age 4 and 1.5. This is one of the best rentals we have stayed in with a lovely host. The spot is perfect for young children with books and toys and games and has all the beach gear you need for the week. It's a very quick walk to the beach (very manageable with kids). The front and back porches are great places to relax at the end of the day. We would definitely stay again!
Stayed 5 nights in May 2023

10/10 Excellent

Krissy V., Avon, OH

Liked: Cleanliness

Loved everything about our stay at Winn Pennie

Denise is a wonderful host and the property was perfect for our family. The cottage home was very clean, well stocked with everything we could possibly need, plenty of space and great location. Denise was responsive to all questions and provided great suggestions. The location is central on East Beach, with a nice beach and pool just for Coast Cottages. No problem for our teens to bike to the Village but also easy drive to many restaurants and things to do. Wonderful experience overall!
Stayed 7 nights in Apr 2023

10/10 Excellent

Stephanie M.

Liked: Cleanliness

Saint Simons

Loved this house! Stocked with everything you need and loved the decor and porches.
Stayed 7 nights in Apr 2023

10/10 Excellent

Christine K.

Liked: Cleanliness

Wonderful stay!

Our family of four had a wonderful time at Denises’s beautiful home. The house was super clean, had tons of room, and had everything we needed to settle in for the week comfortably. It is in a secluded row of beautiful cottages, and a short walk to the beach and pools. Denise was super responsive with questions I had as well. We would definitely come back- 5 stars!
Stayed 7 nights in Mar 2023

10/10 Excellent

Leah P., Cartersville, GA

Liked: Cleanliness

Get away without worry or hassle

I have booked places to stay prior and then found myself at a nearby grocery store supplementing. Everything has truly already been thought out for you at this property…which means that it is impossible to not have what you need. It is so clean and organized that everything is easily located. I booked this quick getaway based on all of the positive reviews, and this place did not disappoint. We will definitely book again in future.
Stayed 3 nights in Feb 2023

10/10 Excellent

Holly P.

Liked: Cleanliness

Another great vacation!

Wonderful property in a wonderful location! We really love our stay each summer and look forward to it all year. We love the new addition to the beach access - it makes getting everyone and everything out to the beach a breeze!
Stayed 6 nights in Aug 2022

10/10 Excellent

Laura L.

Liked: Cleanliness

Girls’ Weekend

This was the perfect place for four women enjoying a week away. So we’ll appointed and so clean! We will definitely be back. Denise was wonderful!
Stayed 7 nights in Aug 2022

10/10 Excellent

Elizabeth D.

Liked: Cleanliness

Fun and charming beach house.

Win Pennie was such a fun place to celebrate the 4th of July. We enjoyed strolling on the beach and biking around the island. The house is comfy and spacious, with a well-stocked kitchen. We grilled on the 4th, and got a kick out of watching the decorated golf carts driving by. Thanks for hosting us!
Stayed 7 nights in Jul 2022

10/10 Excellent

Nathan C., Charlotte, NC

Liked: Cleanliness

Amazing Vacation

We have stayed at our fair share of beach houses around the country and this was one of our absolute favorites. The cottage is beautiful, just a short walk to the pools/private beach access. It is wonderfully decorated and updated. Inside you’ll find everything you would need for an island getaway. We and the kids had an incredible experience. Denise and her family were so welcoming and engaging. We would highly recommend this place and look forward to visiting again in the future.
Stayed 7 nights in Jun 2022

10/10 Excellent

Peter P.

Liked: Cleanliness

Great house

The house was perfect in every way. Lovely and quiet neighborhood. Photos were accurate, the house was clean, comfortable, bright and beautifully decorated. Short walk to the pool and beach. Kitchen was well stocked. The owner was very helpful in recommending restaurants prior to our arrival.
Stayed 4 nights in Apr 2022

10/10 Excellent

Sara A., Mooresville, NC

Liked: Cleanliness

Great stay!

Our stay here was wonderful! It was probably the best rental we've stayed in and I definitely hope we'll be back. The house was very clean, furnished beautifully, and the location was great. There were a lot of small touches that made things even better - beach towels, paper towels, toilet paper, bathroom toiletries, beach wagon and tons of toys, games, books, crockpot, etc. These things make the vacation easier. The house was super comfortable and we loved both porches. The walk down to the pool and beach was easy and the pool facilities were very nice. The owner was super responsive and accommodating. I would not hesitate to recommend this house to anyone and plan to come back!
Stayed 3 nights in Apr 2022

10/10 Excellent

Kristy H.

Liked: Cleanliness

We had a fantastic week!!

What a great week in St. Simons. Property was everything we needed and can’t wait to come back. Great location, great pool and the beach was perfect!! Can’t wait to come back.
Stayed 6 nights in Mar 2022

10/10 Excellent

Michael F.

Liked: Cleanliness

Every single little thing was PERFECT

My family and I spent 5 days at this property and I can’t say enough wonderful things about it! Where do I start because so many things to comment on… First, Denise was truly amazing to work with right from the beginning. She gave numerous recommendations for dining, bike rentals (Bike Dude just awesome to work with), grocery shopping, fishing charter, horseback riding etc. Denise was extremely responsive and really went above and beyond sharing her knowledge of the area as we were first time visitors. Now onto the house, let me start by saying my family and I travel a lot and I’ve never written a glowing review like this one. The house was absolutely spotless and I am extremely picky. The bed linens, towels, furniture were all in as new condition. The decor of the house was something out of a magazine. The house had everything you would need which was so nice not to have to run out and buy garbage bags, toilet paper, tissues, paper towels, dishwasher pods, travel size toiletries and even laundry detergent, she has really thought of everything! We were traveling with 3 young children and the house had everything you would need for the beach, towels, chairs, beach toys, umbrellas … everything! Location, the street the house is located on is right out of a movie. Every house is cuter than the next. The pool and beach are a super short walk from the house, you can see the entrance to pool and beach from the house it’s that close. We rode our bikes into town every day ! We cannot thank Denise enough for a wonderful vacation. We will for sure rent this house again the next time we are in the area.
Stayed 5 nights in Oct 2021

10/10 Excellent

Kate K.

Liked: Cleanliness

A wonderful week at a wonderful home!

We had the best time at Winn Pennie. One of the cleanest prosperities we’ve ever rented. So warm and welcoming with everything you could possibly need for a perfect beach week. We can’t wait to stay again!
Stayed 7 nights in Sep 2021

10/10 Excellent

Bradley w. W.

Liked: Cleanliness

Wanderful Vacation.

Extremely CLEAN!!
Stayed 3 nights in Aug 2021

10/10 Excellent

Holly P.

Liked: Cleanliness

Wonderful!!

We enjoyed another fabulous week at Win Pennie! The house is spotless, the kitchen is fully equipped for any occasion, the chairs / toys / cart under the house are super helpful, and dealing with Denise went flawlessly. Thank you!
Stayed 11 nights in Aug 2021

10/10 Excellent

stuart k.

Liked: Cleanliness

Lovely Week at Win Pennie

Thank you for a great week at Win Pennie. This was our first trip to St Simons Island and your cottage was a perfect home base for our family of five. Beautiful, modern, well appointed and a great location. We enjoyed the close proximity to the beach, lots of bike rides and some great food. Thank you for recommending “The Bike Dude”. Great bikes and top notch customer service. We also enjoyed Uncle Dom’s Market, Southern Soul BBQ, Certified Burger and Moo Cow Ice Cream. We explored Gould’s Inlet at low tide (lots of pelicans), and enjoyed visiting historic Fort Frederica. A ride on the 1940 biplane capped the week and provided a unique perspective of the island. Looking forward to a return trip!
Stayed 7 nights in Jul 2021