Search Vacation Homes in St. Simons Island

Plan, book, stay with confidence

Be picky

Search almost a million properties worldwide

Treat yourself

Change your mind

Book hotels with free cancellation

Compare 604 Vacation Homes in St. Simons Island with updated reviews, rates, and availability.

"Very nice place to stay. "

"Our group of longtime friends chose the Sassy Peach Cottage as our destination this fall. The property was so well situated within the village, and it fit all of us with ease. We had three young children with us, and they absolutely loved the pool, the games and puzzles available for us to use, and the spiral staircase! If we return to St. Simon's in the future, we'll return to the Sassy Peach as well."

Plenty of entertaining space for the whole family w/ this large open floor plan!

"Wonderful stay!"

"We ended up with five women all going to a convention on Jekyll Island. We stayed on St Simons because they have better restaurants and amenities. This house was perfect for us. We we’re all able to pile up on the couch and watch the Georgia Bulldogs game Saturday night. We felt like we were at home. Beautiful big house. Great location."

"Beautiful house with plenty of space and walking distance from the beach and restaurants."

Pool shed with mural for memorable photos

"Booking, checking in and out was a breeze. Our questions were answered swiftly and accommodations were pleasant. We enjoyed our family vacation for the Thanksgiving weekend and everyone agreed we would be back! "

"Great home with plenty of space. Fantastic outdoor space with nice dipping pool. Would definitely stay at again!"

Enjoy a fun evening with family and friends around the wood burning firepit!

"Great time to have time with Family. "

"This lovely property is even better than the photos. The house is spotless, well cared for, and has all the amenities you could ask for. The hosts were so quick to answer when we had questions, and the check in and check out process was so smooth. Several things to note - there are stairs, however, they were easy to navigate and are very sturdy. This is it's own house, but there are neighbors - our experience was SO QUIET - no noise within the house at all! The porches are absolutely lovely. ...

"Stayed in this house last year and loved it. This year it is evident that house needs some TLC, such as grout broken in shower, dusty ceiling fans and bathroom vents, and roaches in the kitchen cabinets. Please put out some bait and remedy this problem."

"It’s a great location for our stay walk to shops and restaurants "

Pool area with outdoor tables, chairs, loungers, and table umbrellas

"Great property. Everything as stated. Would definitely stay there again. J"

"Vrbo gave us the perfect place to stay for our family vacation!! "

"We stay in SSI every other Thanksgiving and as our family has grown, we have tried different locations. The Village Sea House was our favorite so far! From the fantastic location, spacious house layout, beautiful pool and yard, to the two included golf carts, it was perfect for our family of 10. Communication with the host and the property manager was excellent. We experienced some issues with the washer/dryer and found the first level bedroom and bed was not as comfortable as hoped, but...

"The property on College St. was perfect! The house was cuter in person than it was in pics! It was clean, beautifully decorated, and had an adorable layout. We also really enjoyed the grill and the fenced-in yard. We would definitely stay here again…HAPPILY!"