Pineapple Cottage

The past several years keeps me coming back. A very well-appointed, comfortable home that has everything we could need. The fenced back yard is loved by my pup and the bushes along the back fence line offers plenty of privacy. This home is close to the village and the beach.

I loved relaxing on the porch. The kitchen was fabulous. I come to come back again.

no problems

It was a short stay but a very nice home. I wish there was a king size bed in one bedroom and there is an issue in the vanity in the second bathroom, but overall, it's a lovely property. I would recommend this home to anyone.

This is my favorite place to say on Saint Simons Island! Absolutely beautiful inside! The pictures don’t even do it justice!

We enjoyed our stay. The fenced in yard was great for our doodle. We loved the gas stove in the kitchen. We always book with Real Escapes and have always been happy.

This cottage was perfect for the two of us plus the pup! The location was central for the island and an easy walk to town. The neighbors we met were very nice. This was our first visit to SSI and we loved it!

This is my 6th year in this charming comfortable house. It is clean, well appointed, bright and cheery. Walking distance to pier park with all its small shops and restaurants.

Very nice house. We really enjoyed the porch and fenced yard. Beautiful kitchen with everything you need.

Pineapple Cottage was wonderful. It is in a great location and has a large screened in porch for evening cocktails with a gentle breeze. My pups loved the fenced in yard. House was clean and we had some essentials to start the week like coffee, paper towels, toilet paper... St. Simon's a fun town and the trolley ride and restaurants were most enjoyable. Hats off to Delaney's Pub - spectacular food.

We throughly enjoyed our stay in the Pineapple Cottage! It was very well appointed and very fresh and clean! We would definitely come back!

We loved it! So did our dog.

Wonderful little place to stay while on the island!

Wonderful kitchen, the dos loved the back yard, and not far from the village.

Great cottage. We especially enjoyed the large screened in porch and fenced in yard. The kitchen was well appointed and the cottage was nicely furnished. Relatively walkable to the beach and the pier but bikes are recommended if you want to avoid driving.

We had a great stay at Pineapple Cottage and would book this home again!

We loved the location of the house. It was a good central location to come back to after sightseeing on the island. We loved the screened in back deck and the fenced in backyard for our dog. The house had everything we needed. The bed was comfortable. We would stay here again!

We loved our stay here. Everything about the cottage was great, its condition (not a shabby, beat up rental), its location (close to the beach and restaurants), and the huge fenced in yard for our pups. This one's a gem!

I have rented this cottage for a number of years and plan oncoming back next year. The house is well maintained and stocked with everything I need. The living room furniture is uncomfortable but clean.

The house that I stayed in was very nice and accommodating Took a lot of liking to the screened patio, big backyard for my dog and the gas grill.

Cottage was clean and very comfortable. Back porch is to die for! Yard was great for the pups!

Very charming and beautiful. Thank you for allowing our dog to be here as well.

The cottage was very tastefully decorated, clean and well equipped.
Our dogs loved the back yard.

Kitchen is awesome! Everything was above and beyond my expectations. Love, love, love this house!

The cottage is very nice, updated, large screened porch and big fenced yard. We stayed a few days with our dog and it was wonderful! Nicely appointed kitchen with all you need, and two sitting areas inside with TVs in both.

This was my second stay at Pineapple Cottage, and while I still love its charm, screened porch and fenced yard, the place is beginning to show some wear and tear. The kitchen could use a new Keurig, the sink in one bathroom had a slow drain, a lamp in one bedroom was broken and kept falling over, and furniture on porch needs be cleaned and/or replaced.

The house was very cute! Better than the pictures!

Great location and great neighborhood. Very pet friendly. This year was number 7 staying at this cottage. Love the big screen porch and private backyard . Real Escapes are very helpful with anything you need. Great people work there.

Pineapple Cottage was a perfect place for myself, husband and our Boykin Spaniel, River. The home was decorated lovely and was in a great location. We really enjoyed the screened in porch and large fenced in backyard. Home was spotless and well stocked. Would recommend this property to everyone. The rental agency was friendly and informative.

The Pineapple Cottage is the perfect spot for adults! We loved the large screened in porch and the proximity to town was a 1/2 mile walk. Our overall experience was excellent. We will return! Thank you!

The Pineapple Cottage was a great place for two couples to spend a week. The kitchen was spacious and well equipped. We enjoyed the spacious porch for dining and just relaxing. The location was a comfortable walk to town and the ocean. Lots of nearby restaurants to choose from.

We enjoyed our stay here. The house is bigger than it appears on line. The back porch is a nice size, and the yard is actually quite large. We had our dog with us and it was an ideal place for her. The kitchen had everything for us to cook at home. The bathrooms were very clean, but I did not realize that the second bathroom is off of the family room in the back and not connected to either bedroom. We could walk to the beach (1-2 miles depending on which one), and we could easily walk to restaurants in town. Very little airport noise and it did not bother us. We would stay at this cottage again.

Would rent again!

Dog friendly vacation home. Large, fully fenced backyard. Close to all dog friendly restaurants, shops, and beach. Comfortable beds, unfortunately can't say the same about the furniture.

We loved staying at the Pineapple Cottage. It was very clean, convenient to many attractions and the kitchen is well equipped. We loved the back screened front porch and ate almost every meal. We would definitely stay there again.

Adorable cottage! Well appointed and cared for. We loved how the house is set up and enjoyed coffee on the back porch every morning. Neighborhood great for walking. Cottage is centrally located and an easy walk to the center of town for restaurants and shopping. Easy drive to East beach with parking and facilities (house provides beach chairs and towels!). Would love to visit again!

Loved our stay! Very cute cottage. Kitchen was great. Bed comfortable. Good location, we rode our bikes most everywhere.

Super house. Great yard for our dog, large screen porch, great a/c,clean, fairly close to the Village. Will return.

Super house. Great yard for our dog, large screen porch, great a/c,clean, fairly close to the Village. Will return.

Enjoyed our stay. House was very comfortable with a good layout. Only complaint was there are no cabinets or pantry to store food.

What a GREAT place! VERY clean! Ideal if you have a dog with fenced in backyard. A/C kept us nice and cool.

The first thing we noticed when we opened the door was how clean the cottage smelled. In these Covid times, that was a huge relief. Our stay was very relaxing and we really enjoyed having the back yard for our cockapoo. Can’t wait until we can stay again!

Nice cozy cottage. Perfect for 1-2 or a small group/family. Loved it.

Pineapple Cottage was wonderful. Check-in and check-out were easy. Communication was great.

My forth year at this property does not disappoint. I would like to add an extra month next year. The house is very clean and well equipped. Love the two porches.

The rental property was really awesome from first sight. Really cute and well groomed yard in a quaint and really nice neighborhood, clean and very well supplied and cute beachy decorative touches. Kitchen was spectacular. We even grilled! The back porch was the favorite spot for us and the dogs. Just the right distance for a walk or short drive (Uber) to downtown or Red Fern. Cannot wait to rent this property again!

Great location, Great amenities, quite neighborhood (especially for my kiddos on bicycles), family friendly, beautiful fenced in backyard & screen porch, pet friendly, phenomenal experience.

Manager's Response

Great location, Great amenities, quite neighborhood (especially for my kiddos on bicycles), family friendly, beautiful fenced in backyard & screen porch, pet friendly, phenomenal experience.

Manager's Response

We loved our stay at this property. The yard was perfect for our dog Daisy to play catch in. We loved the screened in porch. We had everything that we needed. We will be back next year.

Manager's Response

We took our dog and she loved the back yard and porch. The only problem was when we arrived - thirsty for a cold glass of water - there were no icemaker or ice trays. It didn't detract from our visit.

Manager's Response

A super cottage located in a quiet and safe residential area. Perfect for a solo traveler looking for a peaceful retreat from the big city and their real world! The house itself is clean, peaceful with comfortable with super air con, WiFi, and the best equipped kitchen ever. For me, the cherry on the cake has to be the large screened porch with its comfortable seating, ceiling fans, and twinkling lights. Quite magical any time of the day or night. This house made me happy and I can hardly wait to return the next time I’m on St Simons Island.

Manager's Response

This was a super rental and I loved every minute here! Quiet, comfortable, well equipped kitchen. Lovely screened porch. Highly recommend. Will return for another trip!

Thank you for a wonderful, comfortable and relaxing stay to celebrate our marriage on SSI. We would definitely rent again :) -The Wrays

Fantastic stay and will be back

Manager's Response

Fantastic stay and will be back

Manager's Response

Pineapple Cottage was a great escape. It's ideal for pets, we loved the safe yard. Will come again.

Very pleased with this house. Will rent again.

Manager's Response

Very pleased with this house. Will rent again.

Manager's Response

Clean, quiet location, very much enjoyed our stay. Loved the screened porch and fenced backyard. Would definitely stay again.

Manager's Response

Clean, quiet location, very much enjoyed our stay. Loved the screened porch and fenced backyard. Would definitely stay again.

Manager's Response

My family has spent time me on the island for about the last 10 years and have had a wonderful experience with Real Escapes and each property we have rented. We have stayed at the Pineapple Cottage and will stay there for all future vacations . Great home, great yard and perfect accessibility to virtually the entire island!

My family has spent time me on the island for about the last 10 years and have had a wonderful experience with Real Escapes and each property we have rented. We have stayed at the Pineapple Cottage and will stay there for all future vacations . Great home, great yard and perfect accessibility to virtually the entire island!

Love this little house. Nice quiet neighborhood, close to the village. The bed in the guest bedroom isn’t the best but the house is clean and well stocked for a comfortable stay.

Love this little house. Nice quiet neighborhood, close to the village. The bed in the guest bedroom isn’t the best but the house is clean and well stocked for a comfortable stay.

This is my third year renting this house and I love it more each year. It is well maintained and very clean and comfortable. Being close to the village and the beaches is important and it is easy to find good food if I don’t feel like cooking in this gorgeous kitchen. The property managers are friendly and responsive.

This is my third year renting this house and I love it more each year. It is well maintained and very clean and comfortable. Being close to the village and the beaches is important and it is easy to find good food if I don’t feel like cooking in this gorgeous kitchen. The property managers are friendly and responsive.

After initial arrival at 4:20 pm on September 16th to find house had not been cleaned and we had to leave for property management to get a crew into clean up, our stay was peaceful and enjoyable. The cleaning crew cleaned bathrooms and made beds, 1 hour approximately. We recommend the home be given a thorough cleaning in near future...sweep up debris in floor, could use a good mopping, dusting, especially ceiling fans...appliances could use good exterior cleanup... Cushions on porch furniture smells badly from the dampness it's exposed to. Can vers on indoor furniture need a good washing. Never stayed in a house on vacation that was super clean so this one would get a 7 out of 10. Loved the house n yard. Didn't enjoy lawn mower company interrupting my much awaited nap at 2 pm on Wednesday afternoon. But, the yard is beautiful.

Wonderful, charming cottage. Very quick response to non functioning water heater. Beautiful, quiet neighborhood. The back yard is great for pets with lovely old oaks for shade.Kitchen has everything. Pineapple Cottage is one of the best vacation rentals we've stayed in.

We had another great vacation on the Island. The house was very nice and well equipped, great screened porches and fenced in yard. Cannot wait until next years visit.

We had a great time!

We had a great time!

This is the best home we have stayed in since we have been coming to St Simons! The yard is wonderful, open, flat, quiet. The indoor space is calm and relaxing with very high quality craftsmanship in all living spaces. WE have stayed at several houses on the island but this was, by far, the best experience we have had to date! We have already reserved the cottage for next year... can't wait!

This is the best home we have stayed in since we have been coming to St Simons! The yard is wonderful, open, flat, quiet. The indoor space is calm and relaxing with very high quality craftsmanship in all living spaces. WE have stayed at several houses on the island but this was, by far, the best experience we have had to date! We have already reserved the cottage for next year... can't wait!

Very nice house. Love the screen porch. Nice kitchen renovation. Easy walk to the 2nd year renting.love this place!!

Absolutely great place to stay. Very close to village, shopping, and beach. The large screen porch is a great place to enjoy the day. Will be back next year

Love this cottage. It is comfortable with the two porches and a nice big yard. The neighborhood is peaceful and friendly with the perfect distance to the village and beach.

Love this cottage. It is comfortable with the two porches and a nice big yard. The neighborhood is peaceful and friendly with the perfect distance to the village and beach.

This cottage is well appointed and maintained. Love the screened porches, both front and back. The neighborhood is peace and friendly with nice large yards and we are just under a mile from the pier village. I am already looking forward to returning next winter.

This cottage is well appointed and maintained. Love the screened porches, both front and back. The neighborhood is peace and friendly with nice large yards and we are just under a mile from the pier village. I am already looking forward to returning next winter.

This is my second year staying in this charming cottage. It is clean and comfortable. The updated kitchen as well as the front and back porches are terrific. I love the location and the nice big lot. I will stay again.

This is my second year staying in this charming cottage. It is clean and comfortable. The updated kitchen as well as the front and back porches are terrific. I love the location and the nice big lot. I will stay again.

This cottage had everything we needed. Screened back porch and front porch. Fenced in back yard that our dog really enjoyed. Grill on cement patio. Beach towels, everything provided. Will rent again

The house was an older house that had been updated. The kitchen was probably one of the best stocked kitchens we have ever seen. Everything worked and the backyard was perfect for our two dogs. Back porch is enclosed and great for meals or lounging. The house is within an easy walking distance to the pier and shops. I would definitely stay here again.

Overall, it is a good place to stay, being one of the least expensive houses we saw to rent. The floors could use a little cleaning and the grass is long in the back ( both dogs picked up ticks) but it's walkable to the village, beds are comfy, TV's work, and the back screened in porch is great...

had a wonderful time. loved the porches. easy walking to village .

Most comfortable and convenient stay in ten years of annual vacations. Property management makes the entire experience easy.

Great place to stay. Close to shopping, beach,village. Great little house with wonderful screen porch and private backyard. Will be back next year for my third visit. Real Escapes are great to work with