Family-friendly holiday rentals in St. Marys

We loved staying here. Beautiful home, extremely comfortable and very convenient to the old town. A nice surprise that Nancy decorated for Christmas with a tree, lights, etc. and set the mood for our Thanksgiving week with the town’s lights.

Sandra was a terrific host. her place was as described even better. beds were comfortable,lots of bathrooms, lots of outdoor seating, and pool toys and indoor and outdoor toys/games. perfect for us as we had a family wedding in the area. neighborhood was nice, quiet nearby to stores and restaurants.

We love this building, its view, the amenities and this condo. Spacious and clean. Super happy with the cable package for watching sports. Beach towels and wagon were super helpful.

Great condo right on the beach. Clean, comfortable. Internet and TV were flawless. We tried to get it another week but it was already booked! We'll stay there again. Pat Rhyner

Had a great time and loved the area. First time in Saint Augustine.

Beautiful space with amazing bathroom! Check-in was easy thanks to such clear instructions. We enjoyed cooking in a well equipped kitchen and going out to restaurants within walking distance. Josh was extremely helpful in helping us navigate our first visit to St. Simon

We had a wonderful stay! The condo is beautiful and had everything we needed to feel at home. This was our second time staying at one of Brigid’s beach condos, and she is such a kind and accommodating host.

This house had everything! W e watched the Koi fish, fine tuned our putting game, and enjoyed the wonderful screen porch while watching TV at night. Very clean and lots of extra amenities for the family+

Amy’s place was perfect! Clean, well located and nicely decorated. Her house had everything we needed! We will definitely be back!

This home is a peaceful and scenic retreat, perfect for relaxation and reconnecting with nature. With stunning marsh views and plenty of space, my family felt completely at home. Though it’s about a 25-minute drive to downtown St. Augustine and the beaches, the tranquil surroundings make it well worth the trip—especially for those who love fishing, boating, or outdoor adventures. From paddleboarding and swinging on the swing to gathering around the fire pit and playing tag in the beautiful Florida weather, this place truly feels magical. Patricia is a wonderful host—always responsive and ensuring a comfortable stay. The cozy beds and well-equipped space exceeded our expectations, making it hard to say goodbye. We created unforgettable family memories here and can’t wait to return. Thank you, Patricia, for making our family reunion truly special!

What a fun place! Our kids loved the novelty and attention to details. The house is full of stimulating art and objects. Clearly the host has a fun sense of style and hospitality. We’ll be back for sure.

Our entire week was perfect! Shastri was kind to us as our schedule changed and I had to move my date staying at his place. The instructions that were sent are clear and they give you everything that you need to know! The view from his place was amazing! Needed a peaceful getaway with family and this was the right spot! I would not hesitate going back again. Great host, great spot and beautiful location!

Our stay was very relaxing. This place is two minutes away from the beach! The best part was the porch where you could sit for hours to enjoy the cool breeze, loved it. Unfortunately there was construction going on in the area most of the days so make sure to look at the host's description before you book it. I missed it. Despite the morning noise, the place was a gem.

Deborah's cottage is quintessential "Old St. Simons Island." Close to the beach and the Village. Very quiet, no traffic to speak of. Dark at night. The cottage is very comfortable and solid. If I were to move to SSI, Four Oaks Cottage or something very similar would be the place for me.

We look forward ved staying at Brandon’s Tiny home. We love the Iceplant so its a plus and downtown is a short walk. This tiny home is perfect for a great getaway, is clean and has a great outside space.

Ms.Judith’s place was nice & clean. It was quiet , the neighborhood is pretty quiet. Would recommend & I would definitely stay again.

We ended up booking Dalerie’s place at the last minute due to a rental that did not meet our needs due to a recent surgery. Dalerie was quick to respond to our request and the place was perfect for our family. We had an 11 month old along so the availability of a highchair and the large space for us to move around was a huge win. Her house was stocked appropriately for things for the beach as well as the kitchen. The pool was a must as we have a four year-old granddaughter who loves to swim. It was the perfect opportunity in the afternoon to burn off some more energy after the beach before we went to one of many yummy places nearby for dinner. The screen porch is lovely! And her location in Vilano Beach is terrific. If you want to walk to the beach it is easily accessible down the street. We prefer Porpoise Point beach in order to drive with all our stuff and it is 5 minutes down the road. I highly recommend this rental!

This is the second time we stayed at this amazing property. It’s quiet and close to so many things. Pet friendly in most areas. Our puppy was super happy to be so close to the beach. The hosts responded almost immediately every time and honestly are so sweet. This is now our go to place for a quick weekend trip! Thank you so much!!!!

We had a wonderful time, and the place was such a quaint, comfortable atmosphere. Restaurants within walking distance when parking is somewhat limited. The beach is literally two seconds away and easy access. Host was very hospitable and accessible the entire time. Will definitely return in the future.

Our stay at this beachfront condo was nothing short of perfect! The ocean views are stunning, and the location next to the Ritz-Carlton is unbeatable. The condo is beautifully decorated, well-maintained, and equipped with everything we needed. We loved waking up to the sound of the waves and enjoying our mornings on the balcony. The hosts were incredibly thoughtful, providing everything from beach gear to local tips. We can't wait to return to this little slice of paradise!

Kirsten is a great host, very friendly and helpful. The home is in a quiet neighborhood, walkable to restaurants, historical sites and the bay front. Definitely a place I would stay at in the future.

Susan’s place was perfect! It was spotless and the decor gave a relaxing coastal vibe. The kitchen was WELL stocked and Susan had lots of little extras on hand that made our stay convenient. The townhouse is really spacious and in a great location on the island. I would highly recommend!

We loved our stay at Cathy’s place it felt like home and was in a great location will def be back

This was mine and my family’s second time staying at this location and we will continue to return. My children enjoyed the pool and lizard hunting around the vegetation. We took advantage of the grill one night for dinner, and walked to waterway to fish at the end of the street. This is an extremely walkable area and feels safe doing so. Can’t wait to return.