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Top 6 Vacation Rentals on St. Simons and Jekyll Islands to Book Now

Planning a getaway to the Golden Isles? Whether with friends, on a bachelorette trip, or alongside your extended family, St. Simons Island and Jekyll Island offer hundreds of vacation rentals. Choose from cozy beachfront condos for a weekend escape or spacious multi-bedroom homes for a full week. Snowbirds will appreciate the long-term rental options during the mild winter months. 

Discover six standout vacation rentals on St. Simons Island and Jekyll Island:

Top 6 Vacation Rentals on St. Simons and Jekyll Islands to Book Now

Strachan Carriage House

Situated on the south end of St. Simons Island, this historic gem built in 1910 by F.D.M. Strachan—the area's first millionaire—stands as a testament to local lore. Legend has it, Strachan constructed it after the Jekyll Island Club denied his membership. Nestled in the vibrant St. Simons Pier Village, it offers walkable access to top restaurants, shops, the Pier, Neptune Park Fun Zone, and St. Simons Lighthouse. 

Bedrooms: Six; Sleeps up to 16 | Ideal for: Families | Onsite pool: Yes | Other amenities: Two-story veranda, adjoining pool house, outdoor showers, WiFi, cable, and more | Pet-friendly: No | Learn more

Top 6 Vacation Rentals on St. Simons and Jekyll Islands to Book Now

Hodnett Cooper Vacation Rentals

With over 150 years of combined experience managing more than 300 properties, Hodnett Cooper excels in crafting perfect Golden Isles vacations. Their portfolio includes sought-after St. Simons Island condos like The Beach Club, The Grand, and North Breakers, plus private homes from charming beach bungalows to luxurious multi-bedroom retreats. Many properties welcome pets, ensuring no family member is left behind.

Bedrooms: One to 12+; Sleeps up to 30 | Ideal for: Families, couples, groups, snowbirds | Onsite pool: Yes, from private to community pools | Pet-friendly: Yes | Learn more

Top 6 Vacation Rentals on St. Simons and Jekyll Islands to Book Now

Captain's Bluff

Tucked along the Frederica River on St. Simons Island's north end, this 18-acre private estate is ideal for weddings and family gatherings. The renovated historic home, complete with a private dock, boathouse featuring three extra bedrooms, and vast natural surroundings, offers seclusion and exploration opportunities.

Bedrooms: Three each; Sleeps up to 16 total | Ideal for: Families or weddings | Onsite pool: No | Other amenities: Private dock, 18 acres of nature preserve, WiFi, cable | Pet-friendly: No | Learn more

Top 6 Vacation Rentals on St. Simons and Jekyll Islands to Book Now

Real Escapes Properties

Real Escapes Properties offers oceanfront rentals and family homes in prime St. Simons Island neighborhoods. Their 140 properties range from luxurious modern homes to conveniently located condos, perfect for biking to the beach or strolling to shops. Pet-friendly options abound for couples, families, groups, and snowbirds.

Bedrooms: One to 5+; Sleeps up to 14 | Ideal for: Families, couples, groups, snowbirds | Onsite pool: Yes, from private to community pools | Pet-friendly: Yes | Learn more

Top 6 Vacation Rentals on St. Simons and Jekyll Islands to Book Now

Georgia Coast Realty

Based on St. Simons Island, Georgia Coast Realty combines deep local expertise with a premier inventory of vacation rentals. Near East Beach, their properties offer walkable beach access. Highlights include homes with expansive outdoor spaces, private pools, and capacity for up to nine guests—ideal for any group.

Bedrooms: One to 5+; Sleeps up to 14 | Ideal for: Families, couples, groups, snowbirds | Onsite pool: Yes, from private to community pools | Pet-friendly: Yes | Learn more

Top 6 Vacation Rentals on St. Simons and Jekyll Islands to Book Now

Parker-Kaufman Realtors

For Jekyll Island specialists, Parker-Kaufman Realtors deliver unmatched knowledge and hospitality. Choose from quaint coastal homes or new builds at The Cottages, with options for families, couples, groups, and snowbirds across various sizes and amenities.

Bedrooms: One to 5+; Sleeps up to 18 | Ideal for: Families, couples, groups, snowbirds | Onsite pool: Yes, from private to community pools | Pet-friendly: Yes | Learn more

Both islands provide everyday conveniences: Winn-Dixie and Harris Teeter on St. Simons, plus Jekyll Market in Beach Village. Restaurants, gas stations, and stores are easily accessible. 

We can't wait to welcome you to the Golden Isles! 

*Header image courtesy of Hodnett Cooper Vacation Rentals.

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