St. Simons Island South Island Rentals

If you're dreaming of a coastal escape that combines Southern charm with modern luxury, Lilmar Vacations' South Island rentals on St. Simons Island are your ticket to paradise! These thoughtfully curated homes and condos offer a slice of island life that's both relaxing and invigorating. 

Prime Locations

Situated on the southern end of St. Simons Island, these South Island rentals place you within walking distance of pristine beaches, the iconic Pier Village, and a variety of local shops and eateries. 

Whether you're planning a romantic getaway or family reunion, there's a South Island rental to suit your needs. From cozy cottages to spacious homes, each property is designed with comfort and style in mind. 

Enjoy features like private pools, gourmet kitchens, and multiple lounge areas. Many of our South Island rentals offer pet-friendly options, so your furry friends can join the fun! 

St. Simons Island is more than just a destination; it's a lifestyle. Spend your days exploring historic landmarks, biking through scenic trails, or simply lounging on the beach with a good book. Check out more things to do on on our St. Simons Island attractions page.  As the sun sets, indulge in fresh seafood at local restaurants or enjoy a quiet evening on the balcony of your South Island rental. 

Ready to make your island dreams a reality? Book your South Island vacation rental with Lilmar Vacations today! 


Properties Available 29 properties available
Welcome to Houdini by the Sea! This wonderful island escape is centrally located just a short walk to the beaches and the best village area shops, restaurants and sites on St. Simons Island. Guests of Houdini by the Sea will have their own private heated pool (heated upon request for $75/day) with plenty of pool side seating and lounging for use du
Houdini by the Sea
Home
$530.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 (59)
Welcome to Beachology, a charming and spacious vacation retreat nestled in the inviting Demere Landing neighborhood of Saint Simons Island. This 2,300-square-foot coastal escape offers the perfect setting for families and friends looking to unwind and explore the beauty of the island. Whether you're seeking relaxation, adventure, or a little of
New Listing! New Listing!
New Listing!
New Listing!
Beachology Pet Friendly
Condo
$346.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths / 1 half bath
Guests 9 guests
Rating 4.9 (37)
Welcome to Peachtree Oak Cottage, a charming island retreat located in the quiet neighborhood of St. Simons Heights. This inviting home offers the perfect mix of comfort, privacy, and convenience, with easy access to beaches, restaurants, and shopping on St. Simons Island. One of the standout features of this property is the spacious backyard and o
Peachtree Oak Cottage
Home
$308.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 4.9 (114)
Oleander Cottage is what beach vacation dreams are made of! This newly decorated home exudes coastal style at it`s finest. It`s attractive sophisticated, yet oh so comfortable! The plush furnishings will make your stay a relaxed experience! Any group gatherings and events at this property are limited to the number of occupants (10persons). Events
Oleander Cottage Pet Friendly
Home
$650.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 (69)
Welcome to the Indigo Cottage!Newly Renovated for 2025! Travelers from near and far come to St. Simons Island to find their place under the sun. When youre craving a getaway experience where time on the beach is wonderfully balanced out with time exploring, a stay in the Indigo Cottage puts you near the heart of it all. This 4-bed, 3.5-bath propert
Indigo Cottage Pet Friendly
Home
$850.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths / 1 half bath
Guests 10 guests
Rating 4.9 (184)
Welcome to the Island Pearl! This beautifully updated vacation rental offers guests the perfect St. Simons Island escape with a private pool and tons of outdoor space for guests to relax and play. Fully renovated in 2021, the Island Pearl is a short 5-minute drive to the beach (1.5 miles), the island's best restaurants and shopping.Guest reserv
Island Pearl
Home
$525.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 (77)
Welcome to 30 Waterfront Dr. #332, a sophisticated coastal retreat nestled in the South Island area of Saint Simons Island, Georgia. This pet-friendly rental offers breathtaking marsh views, creating a serene and private sanctuary for your stay.Spanning 1,550 square feet, this elegant three-bedroom, three-bathroom condo comfortably accommodates up
30 Waterfront Dr. #332 Pet Friendly
Condo
$225.00 / per night avg
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 4.9 (61)
Welcome to Latitude Adjustment!Welcome to Latitude Adjustment!Located in the south-end cul-de-sac neighborhood of Couper Place on St. Simons Island, this beautiful coastal escape has it all! Latitude Adjustment features 4 bedrooms, spacious living areas, and an outdoor pool living space that dreams are made of!Escape to your own private oasis! Gues
Latitude Adjustment
Home
$555.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths / 1 half bath
Guests 13 guests
Rating 5 (88)
Welcome to Coastal Crush! Location, Location, Location... get ready to have everything from the amazing St. Simons Island beaches to dining experiences right at your doorstep. This beautifully furnished, fully renovated townhome is one block from beach access. Once guests walk in the door, they will immediately feel the relaxation of island time wi
Coastal Crush
Condo
$337.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths / 1 half bath
Guests 8 guests
Rating 4.9 (128)
Welcome to Serenity Oasis Villa 2, a stunning duplex vacation home nestled in the highly sought-after South End of Saint Simons Island. This brand-new, professionally designed retreat blends modern luxury with coastal charm, creating the perfect haven for families, groups of friends, or anyone seeking a refined island escape. Serenity Oasis consist
New Listing! New Listing!
New Listing!
Serenity Oasis - Villa 2
Home
$312.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths / 1 half bath
Guests 8 guests
Rating 5 (29)
Welcome to Serenity Oasis Villa 1, a stunning duplex vacation home nestled in the highly sought-after South End of Saint Simons Island. This brand-new, professionally designed retreat blends modern luxury with coastal charm, creating the perfect haven for families, groups of friends, or anyone seeking a refined island escape.Serenity Oasis consists
New Listing! New Listing!
New Listing!
Serenity Oasis - Villa 1
Home
$312.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths / 1 half bath
Guests 8 guests
Rating 4.9 (32)
Welcome to The Beach House!Nestled on a quiet street, just a 5-minute walk to the beach, this completely remodeled island cottage is the perfect south end escape for guests to enjoy ALL of the fun on St. Simons Island. The 8x14 heated (upon request in advance for $75/day) pool is a tropical escape for guests to enjoy privacy and the full island exp
The Beach House Pet Friendly
Home
$652.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths / 1 half bath
Guests 10 guests
Rating 4.9 (70)

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St. Simons Island South Island Rentals FAQs


Where are the South Island rentals located on St. Simons Island?

South Island rentals are located on the southern end of St. Simons Island, placing guests within walking distance of the beaches, Pier Village, and a variety of local shops and eateries.

What types of South Island rentals are available?

Lilmar Vacations offers a variety of South Island rentals, including cozy cottages, spacious homes, and condos designed for everything from romantic getaways to family reunions.

What amenities do South Island rentals offer?

Many South Island rentals feature private pools, gourmet kitchens, multiple lounge areas, and comfortable spaces designed for relaxing island stays. Amenities vary by property.

Do you offer pet-friendly South Island rentals?

Yes. Many South Island rentals offer pet-friendly accommodations, making it easy to bring your four-legged companion along. Browse our pet-friendly St. Simons Island rentals to explore available options.

What can I do during my stay in a South Island rental?

Guests can explore historic landmarks, bike along scenic trails, relax on the beach, or enjoy fresh seafood at local restaurants. You can also discover more local activities on our St. Simons Island attractions page.

Can I find South Island rentals with private pools?

Yes. The South Island collection includes vacation rentals with private pools. You can also browse our vacation rentals with pools and spas to explore additional accommodations with pool amenities.