Holiday Homes in St. Simons Island

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Featured Holiday Homes in St. Simons Island and around

Outdoor dining
Blue Skies Cottage! Fun South Island Beach Cottage, Fire Pit, Private Backyard Close to EVERYTHING!
10.0 out of 10, Exceptional, (95)
"This property was beautiful. It was also especially nice for two couples because each has their own living area. We plan to go back again."
Blue Skies Cottage! Fun South Island Beach Cottage, Fire Pit, Private Backyard Close to EVERYTHING!
Private kitchen
Beach Square – optional BIKES – Walk 2 Redfern Village, shops, and restaurants!
10.0 out of 10, Exceptional, (68)
"Easy, convenient and exactly as advertised"
The price is €287
includes taxes & fees
10 Jun - 11 Jun
Beach Square – optional BIKES – Walk 2 Redfern Village, shops, and restaurants!
Pool
Pet Friendly! Private Getaway - Close to Village, Shopping & Restaurants!
10.0 out of 10, Exceptional, (92)
"We had 5 generations of family stay/meet up at this gorgeous home. The pool area is a huge highlight, and the kitchen has all the essentials you will need. We went around the island, but honestly didn’t feel the need to leave the house as we cooked out and enjoyed the heated pool. The layout of the home is great also (shaped like a U) with 3 bedrooms on one side (two kings and two twins with a trundle) and 1 bedroom on the other side (queen with its own bath), and the kitchen and living area in...
Pet Friendly! Private Getaway - Close to Village, Shopping & Restaurants!
Save an average of 15% on thousands of hotels when you're signed in
Fridge, microwave, oven, stovetop
Salty Paws for You & your pups
10.0 out of 10, Exceptional, (5)
"Our host thought of everything for our beach stay at St. Simons Island. From a wonderful welcome basket to brand new beach chairs for the whole family, there were plenty of thoughtful niceties that the owner certainly did not have to include, but went above and beyond to do so. The condo is located in a great area that is a short drive to the beach and to restaurants/shopping. The condo itself is beautiful! Very clean and welcoming for our family. We enjoyed our stay and would highly recommend!"
Salty Paws for You & your pups
Fridge, microwave, oven, stovetop
Cozy Coastal Cottage! Dog Friendly, Walk to Beaches, Village, Restaurants and Shopping!
10.0 out of 10, Exceptional, (6)
"Perfect house for us, clean, modern and lots of space. Thank you!"
Cozy Coastal Cottage! Dog Friendly, Walk to Beaches, Village, Restaurants and Shopping!
Exterior
Heated Pool! Quiet Neighborhood Location | Bike to Beach and Close to Shopping & Restaurants
10.0 out of 10, Exceptional, (18)
"Our family loved the darling accommodations, the quiet private street, and the pool!!! We lived in the water. It was a short drive or bike ride to countless restaurants and shops and the house had everything you could need."
Heated Pool! Quiet Neighborhood Location | Bike to Beach and Close to Shopping & Restaurants
Fridge, microwave, oven, stovetop
Ocean Walk M3 in St Simons Island
10.0 out of 10, Exceptional, (10)
"Very clean property and great location!"
Ocean Walk M3 in St Simons Island
Exterior
The Happy Magnolia: A happy cottage in the village on an island.
10.0 out of 10, Exceptional, (3)
"Great location, clean, perfect size for our needs! Located within 5 minutes to golf and can walk to shopping and dining area and the beach!!! Awesome spot!"
The Happy Magnolia: A happy cottage in the village on an island.
Fridge, microwave, oven, stovetop
Swim, bike, relax: South Side Condo near East Beach with 6 bikes included
10.0 out of 10, Exceptional, (14)
"A group of five of us came down for a few nights. There was plenty of room for us all! It was very conveniently located as we were able to walk to the beach and various restaurants. The place was very clean and the beds were very comfortable. The host was easy to reach and extremely welcoming. I would highly recommend this place!"
Swim, bike, relax: South Side Condo near East Beach with 6 bikes included
Fridge, microwave, oven, stovetop
Dog Friendly! Huge Privacy Fenced Backyard! Close to Beaches!
10.0 out of 10, Exceptional, (52)
"Internet and cable issues as mentioned by several others. Maybe this is a SSI issue rather than a property specific issue since we stayed on SSI earlier in the year and had the same problem with another property (not associated with Lilmar). Very clean, nice neighborhood, comfortable bed, well stocked kitchen, and prompt communication with Lilmar (they did their best to resolve the issue). I think this will be our last visit to SSI - but don’t let this stop you if communication with the outside...
Dog Friendly! Huge Privacy Fenced Backyard! Close to Beaches!
Property grounds
Magnificent Family East Beach Escape! Heated Private Pool, Bikes, Short Walk To Beach
10.0 out of 10, Exceptional, (43)
"Everything was as advertised. The house was clean and the hosts were very helpful. Great location! Would 100% stay again"
Magnificent Family East Beach Escape! Heated Private Pool, Bikes, Short Walk To Beach
Property grounds
St. Simons Island South End - Cozy & Quiet - 1 mile to beach, pier, village…
10.0 out of 10, Exceptional, (1)
"the rear patio afforded excellent environment for our family plants. We had hoped to move the plants to our new home, that didn't happen but plants thriving."
St. Simons Island South End - Cozy & Quiet - 1 mile to beach, pier, village…
Beach/ocean view
Sea Palms Paradise | 2 Bed, 2.5 Bath
10.0 out of 10, Exceptional, (4)
"We stayed here for a weekend for a wedding. This place was immaculate and well appointed. Loved the location, as it was the wedding pickup site for guests. Would definitely stay here again."
Sea Palms Paradise | 2 Bed, 2.5 Bath
Pool
3 Bedroom 3 Bath Cottage | Sleeps 8 | Private Pool | Short Walk to East Beach!
9.8 out of 10, Exceptional, (52)
"The place is awesome and looks like it does in the pictures. Sweet little street and great location close to two nice beaches. It’s an easy walk to East Beach. It was perfect for the six of us, would have been tight for 8. I rated it four stars because there was major construction going on next door that woke us up at 7:30 a.m. and impeded our ability to enjoy the space. Given the owners’ notes inside about being quiet to avoid disturbing neighbors, I would have appreciated a heads up. The...
The price is €985
includes taxes & fees
18 Jun - 19 Jun
3 Bedroom 3 Bath Cottage | Sleeps 8 | Private Pool | Short Walk to East Beach!
Smart TV, books
Luxury 3/3.5*East Beach*6 SEATER GOLF CART*BUNK ROOM
9.8 out of 10, Exceptional, (14)
"Very nice location to beach and to shop’s restaurants and local attractions."
Luxury 3/3.5*East Beach*6 SEATER GOLF CART*BUNK ROOM
Fridge, microwave, oven, stovetop
Close to Beach & Village | Pool | Pet Friendly
9.8 out of 10, Exceptional, (10)
"Wow!! What a great house. Everything was perfect! Pictures were accurate and the hosts were very accommodating when we needed to add a couple of days. Will definitely book agoin! Love this property!"
Close to Beach & Village | Pool | Pet Friendly
Beach nearby, sun-loungers, beach towels
Ultimate East Beach Townhome - Steps to the Sand!
9.8 out of 10, Exceptional, (67)
"We really enjoyed our stay! Nice neighborhood, quiet and safe."
Ultimate East Beach Townhome - Steps to the Sand!
Property grounds
Direct Ocean Front, Private Pool, 100 steps to Lighthouse
9.8 out of 10, Exceptional, (36)
"Our family bonded in beautiful relaxing beach home, swam, laughed, walked the beach, Kaye’s in bed watching waves."
Direct Ocean Front, Private Pool, 100 steps to Lighthouse
Property grounds
3BR, 3.5BA Pet Friendly Cottage, One Block to the Beach! Sleeps 6
9.8 out of 10, Exceptional, (35)
"We were able to walk everywhere and it was awesome!!"
The price is €852
includes taxes & fees
16 Jun - 17 Jun
3BR, 3.5BA Pet Friendly Cottage, One Block to the Beach! Sleeps 6
5 bedrooms, iron/ironing board, free WiFi, bed sheets
Giant Heated Pool! Pet Friendly. 5 Bedrooms. Sleeps 12. Amazing Beach House
9.8 out of 10, Exceptional, (38)
"Perfect location. Perfect house for families and friends gatherings. Several folks that stayed with us plan on booking this for their families."
Giant Heated Pool! Pet Friendly. 5 Bedrooms. Sleeps 12. Amazing Beach House
Don't see what you're looking for?
See all available properties in St. Simons Island
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in St. Simons Island

Beach
Best Location Peaceful Luxurious 1 bdrm/1 Bath Gated Condo, Pool, Fitness, Wifi
10.0 out of 10, Exceptional, (212)
"Cute and clean space. Perfect for a couple. A little crowded with 4, but enough sleeping space. There’s a pull out couch on each side of the fireplace and a king bed in bedroom. Located close to everything and in a quiet neighborhood. Owners respond quickly. We had a really great stay."
Best Location Peaceful Luxurious 1 bdrm/1 Bath Gated Condo, Pool, Fitness, Wifi
Beach
NEWLY REFURBISHED 2 BR/2 BA Ocean Front Condominium
9.6 out of 10, Exceptional, (202)
"We had a wonderful stay for Mother's Day weekend. we loved the location and the condo had everything we needed. We loved that there were Menu's to the local restaurants. This helped make our decisions for dinner much easier, especially since this was our first time to SSI. We enjoyed this condo so much and plan on coming back next year."
NEWLY REFURBISHED 2 BR/2 BA Ocean Front Condominium
Fridge, microwave, stovetop, dishwasher
Sea Gate Inn
4.0 star property
9.6 out of 10, Exceptional, (516)
"Close to beach. Views and location on the he island"
The price is €367
includes taxes & fees
2 Jun - 3 Jun
Sea Gate Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

St. Simons Island Holiday Homes information

Number of reviews
676
Accommodation
531 Holiday Homes
Lowest Price
€287
Highest Price
€985

Recent Reviews in St. Simons Island
Expedia verified reviews