Holiday houses in Sea Island

The living area features a light-colored sofa adorned with patterned cushions, complemented by a decorative ottoman. A large clock and coastal artwork are displayed on the walls, while natural light filters through the bright windows, enhancing the comfortable, inviting atmosphere.

4.99 out of 5 average rating, 173 reviews

Charming Home near downtown & beaches.

It's a Beauty! Forget your worries in this extremely well insulated charming home located in a quiet and safe neighborhood. The hard wood floors in this 1900's refurbished home are spectacular. This beautiful cottage is walking distance to downtown and a short 10-min drive to the beaches. This place is exactly what you are looking for & has all the amenities. Super clean and new. Enjoy a relaxing swing on the porch and if you listen close, you might even hear a ship's horn in the distance.

LocationFamilyBeach

Guest favourite

An aerial view of a charming Victorian home reveals its intricate architectural details. The porch extends across the front, framed by lush greenery and matured trees. Surrounding gardens provide a tranquil setting, highlighting the inviting entryway and multi-layered roofline.

4.92 out of 5 average rating, 106 reviews

Bosch Huis Goldie - Luxury Victorian Retreat

• A stunning Victorian home set in an unforgettable destination. • Elevated luxury and a thoughtfully curated experience — we’ve anticipated everything you need to make your stay truly special. • Just a short walk or drive to exceptional dining, shopping, pristine beaches, and tranquil waters. • Your stay helps support the ongoing restoration of this beautiful historic property and the vibrant community around it. • Flexible, guest-first policies — if it’s possible, we’ll make it happen.

ValueFamilyLong stay

Guest favourite

An open kitchen and living area are featured, showcasing high-end appliances and a large island with seating. Natural light floods in through large windows, providing views of the surrounding landscape. Stylish decor and rustic wood beams create a welcoming atmosphere.

Home in Sea Island

5.0 out of 5 average rating, 33 reviews

Riverfront 3 Bd, Renov. Home, 2 Blk to Cloister

This gorgeous home is perfectly located on Sea Island to provide you with stunning sunsets and breathtaking river and marsh views. 1106 River Club epitomizes quintessential Sea Island living and recently underwent a complete renovation and is newly furnished. This professionally decorated, 3 bedroom / 3.5 bathroom, waterfront home is nestled in the safe haven of River Club and only a 2 block walk from the private, 5-star Cloister Hotel, Beach Club and the Tennis, Spa and Fitness facilities.

LocationFamilyView

The outdoor area features a large, private pool surrounded by a screened-in patio. Two colorful inflatable floats—a unicorn and a flamingo—are positioned in the water. Comfortable seating is provided on the patio, enhancing the space for relaxation and enjoyment.

4.98 out of 5 average rating, 115 reviews

Private Pool | Pet-Friendly | Fenced-in Yard

Bring the whole family! Pet-friendly four bedroom home with fenced-in yard and oversized private pool (NOT HEATED). Great location near beaches, golf, dining, and FLETC. Please note: We do not accept events or gatherings of any kind. This spacious home is in a quiet neighborhood just 15 minutes from St. Simons and 30 minutes from Jekyll Island. Enjoy the in-home gym with a treadmill, wall-mounted barre, and Peloton. Enjoy all the Golden Isles has to offer without island prices!

FamilyValueComfort

4.95 out of 5 average rating, 22 reviews

Cozy Coastal Cottage

Your home away from home on St. Simons Island! Our house is beautifully updated with 3 private bedrooms, 2 full bathrooms and a spacious common area. The backyard is a private oasis complete with a sitting area, covered patio, large TV and grill. Bonus features include a fire pit and outdoor shower! Ample parking space. The house sits across from a quaint neighborhood park. Few minutes drive to the beach, and a short walk to shops and restaurants. We welcome you to St. Simon’s!

FamilyLocationNearby

A multi-story cottage features a light blue and white exterior, with multiple spacious porches adorned with white railings. Tropical palm trees and landscaped greenery surround the property, situated in a tranquil neighborhood. A white picket fence and a sign marked 'Information' are visible in the foreground.

5.0 out of 5 average rating, 33 reviews

Family-Run Cottage | Beach+Pool+Golf Cart Add On

Welcome to Savannah Cottage in the Coast Cottages neighborhood. Just steps from the beach, this spacious retreat is perfect for families to relax and make memories. Hop on a bike or golf cart and you’re minutes from SSI’s village pier, shops, and restaurants. Unwind with ocean breezes on three porches—ideal for morning coffee or sunset cocktails. Families enjoy two private-access pools, a pavilion, and a boardwalk to the sand. For more island fun, follow us @SavannahCottageSSI.

LocationFamilyLayout

4.97 out of 5 average rating, 38 reviews

Cater Cove - private pool, 1 mile to beach, quiet!

This home was fully renovated, top to bottom, in 2025 – everything is brand new! Welcome to your island escape on beautiful Saint Simons! This charming coastal retreat features a private backyard oasis with a pool, grill, and plenty of room to unwind. With 3 cozy bedrooms, Roku TVs throughout, and modern amenities, you'll have everything you need for a relaxing getaway. Just a short golf cart ride from shops, dining, and the beach—your perfect vacation starts here.

FamilyLocationHospitality

A charming beach house is nestled close to the shoreline, surrounded by lush palm trees and rocky formations. The clear blue sky complements the sandy beach and calm waters, creating a serene coastal atmosphere. Nearby homes reflect a mix of architecture, adding to the scenic view.

5.0 out of 5 average rating, 49 reviews

Perfect cottage ON THE BEACH! Golf Cart for RENT!

Built in 1944 and transformed in 2021, the Mildred Rose Cottage embodies the best of old and new. With direct ocean frontage on two sides, the cottage is uniquely positioned to watch both sunrise and sunset. Luxuriously renovated (all high-end furniture, appliances and fittings), and perfectly situated (bike or walk to town), the Mildred Rose cottage is in a league of its own. Welcome to Saint Simons! 6 SeaterGolf Cart ADD ON available as well!

LocationFamilyComfort

4.96 out of 5 average rating, 46 reviews

A sunlit living area features large glass doors providing views of the outdoors. Comfortable seating is arranged around a round wooden table, with a decorative rug enhancing the floor. A plant in the corner adds a touch of greenery to the space.

Condo in St. Simons

Renovated Lake View Golf Condo

Escape to our renovated 2BR/2.5BA multi-level condo in Sea Palms on St. Simons Island. Bright and spacious with vaulted ceilings, it comfortably accommodates families or small groups. Relax in two private sunrooms overlooking the golf course lake. Both bedrooms include TVs, and the condo offers modern comforts in a peaceful coastal setting. Please note: This property does not include access to a swimming pool.

FamilyValueTV

Guest suite in St. Simons

The open space features a king size bed framed by soft lighting and lush tree canopy views. Two patterned chairs with bright yellow cushions are positioned opposite a stylish side table, providing a cozy seating area. A decorative touch is added with framed artwork on the walls.

4.99 out of 5 average rating, 231 reviews

The Green Door | your treehouse 2mi from the beach

The green door is a newly built studio apartment, in the heart of SSI, a bike ride away from the beach and walking distance from bars and restaurants in nearby Redfern Village. Modern furnishing, fluffy bedding and lofted ceilings meet plenty of natural light in this cozy and peaceful space. With tree canopy views at every window, it is like staying in the most comfy -air conditioned- treehouse !

LocationValueGetting around

4.98 out of 5 average rating, 102 reviews

A spacious living area features a light-colored sectional sofa with decorative pillows. A coffee table rests on a striped area rug, while a wall mirror reflects natural light. Simple decor elements on a side table enhance the inviting atmosphere.

Cottage in St. Simons

Coastal Cottage Under the Oaks - 2 Bedroom, 2 Bath

The perfect vacation rental on St Simons Island. The rental is located in the beautiful Sea Palms community and is within walking distance to the Sea Palms Golf Resort. The cottage has 2 bedrooms, each with a queen sized bed, 2 bathrooms, a washer and dryer, kitchen and living space combo, Wi-Fi, and a 55'' TV with cable. The cottage also has a peaceful deck next to the front door.

FamilyValueGetting around

A charming red cottage is framed by lush greenery and tall trees, providing a sense of privacy. The entrance features a welcoming gray door with a doormat. A cozy seating area on the front porch is partially visible, inviting relaxation in the natural surroundings.