Snowbird & Winter Rentals on St. Simons and Jekyll Island

Winter on St. Simons is the version locals keep for themselves.

Fewer crowds. Easier reservations. If you’re looking for a snowbird rental (or a longer winter stay), this page will get you pointed at the places that actually live well past day 7. Compare St. Simons and Jekyll Island homes below.

See Winter Stays

Every Emmons stay gets our full attention.

  • Professionally cleaned and photo-inspected between guests.
  • Local Emmons staff available 24/7. No call centers.
  • No chore lists at checkout.

Snowbird Quick Start: Monthly Winter Rentals

Enter your actual dates to see availability and pricing. Every Emmons property is included here. Our staff can help you find a home for a month, a season or whatever stretch of winter you have in mind.

Choose your daily rhythm: walk-to-everything near the Village, beach-near neighborhoods, or gated condo communities with easy amenities.

Walkable “Park the car” winter living near Pier Village

  • Harbour Oaks: gated grounds, a pool, a tennis court and a fitness room. It is our closest condo community to Pier Village.
  • Ocean Walk: two pools, including a heated pool, and Pier Village about a mile down Mallery Street.

Beach-first winter stays

East Beach has wide sand and a residential feel. Shipwatch offers two-bedroom condos in an oceanfront complex, with a private boardwalk to the beach.

Central island convenience: easy errands, easy routines

Compare Island Retreat for another gated condo setting. Prefer to browse by area? Try Mid Island, King & Prince Area, or Kings Terrace.

Winter swimmers: if warm water matters during your stay, browse our Heated Pool vacation rentals to see which homes and communities keep swimming on the table in cooler months. Confirm the heating schedule for your dates.

Bringing your dog for the winter?

Good call. St. Simons is better with a co-pilot. Start with Dogs Welcome, then narrow by neighborhood and home style.

A few winter booking tips

  • Condos are often the easiest “live here for a while” option: simple layouts, consistent amenities, fewer moving parts.
  • If your dates are flexible, widen by 3–5 days to explore more long-stay availability.
Browse by category

Pier Village • Near Beach • Condos • Large Homes • Private Pool

Also considering Jekyll Island for winter?

Browse our Jekyll Island vacation rentals and let us help with a longer stay. All Emmons properties on both islands are included in the listings below.

Snowbird / Winter Stay FAQs

Do you offer monthly winter rentals?

Our staff can help you find a home for a month, a season or whatever stretch of winter you have in mind. Enter your actual dates to see availability and pricing.

Which communities are best for snowbirds?

For walkability and consistency, start with Harbour Oaks and Ocean Walk. For oceanfront condo living, check Shipwatch. For central convenience, Island Retreat is a strong option.

Want us to sanity-check your shortlist? Call (912) 230-5136. We’ll tell you which homes truly work for a longer stay.

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The Osprey Nest

7 bedroom

7 bathroom

Sleeps 14

Pelican's Perch On Peachtree

4 bedroom

3.5 bathroom

Sleeps 10

Rising Tide At Seaside

4 bedroom

3.5 bathroom

Sleeps 9

Jekyll Coastline Cottage

4 bedroom

4.5 bathroom

Sleeps 8

Rewind On 11th

5 bedroom

3.5 bathroom

Sleeps 12

Beach Crew Cottage

5 bedroom

3.5 bathroom

Sleeps 12

Blue Heron Cottage

4 bedroom

3.5 bathroom

Sleeps 10

Tabby On 12th

4 bedroom

4 bathroom

Sleeps 9

Sundowner

4 bedroom

3 bathroom

Sleeps 8

Seagull Cottage At Coast Cottages

3 bedroom

2 bathroom

Sleeps 6

Mallery Beach House

4 bedroom

3 bathroom

Sleeps 8

Sea Glass Cottage

3 bedroom

3 bathroom

Sleeps 7

530 Delegal Dream

4 bedroom

3.5 bathroom

Sleeps 10

419 Beach Drive

4 bedroom

3 bathroom

Sleeps 9

Jack's Place

4 bedroom

2 bathroom

Sleeps 8

1041 Ocean View

4 bedroom

3.5 bathroom

Sleeps 10

Mary's House On Bruce Drive

3 bedroom

2 bathroom

Sleeps 6

Sea Psalm On Peachtree

3 bedroom

3.5 bathroom

Sleeps 6

Seagull Cottage

2 bedroom

1.5 bathroom

Sleeps 4

1049 Oceanview

3 bedroom

3 bathroom

Sleeps 6

Sea Point Lodge 208

2 bedroom

2 bathroom

Sleeps 6

760 Ocean Blvd 202

2 bedroom

2 bathroom

Sleeps 6

Mocama

2 bedroom

2 bathroom

Sleeps 6

Normandy Cottage

2 bedroom

1 bathroom

Sleeps 6

The Stumble Home

3 bedroom

2 bathroom

Sleeps 6

1913 3rd Ave

3 bedroom

2.5 bathroom

Sleeps 6

Bertie's Nest

2 bedroom

1.5 bathroom

Sleeps 4

617 Harbour Oaks

2 bedroom

2 bathroom

Sleeps 6

143 Demere Landing

3 bedroom

3.5 bathroom

Sleeps 8

Ocean Walk R-1

3 bedroom

2 bathroom

Sleeps 6

116 Circle Drive

2 bedroom

1 bathroom

Sleeps 4

204 Ashantilly Avenue

2 bedroom

1 bathroom

Sleeps 4

Courtyard Villas E-5

2 bedroom

1.5 bathroom

Sleeps 6

409 Harbour Oaks

3 bedroom

2 bathroom

Sleeps 6

406 Harbour Oaks

2 bedroom

2 bathroom

Sleeps 6

309 Harbour Oaks

2 bedroom

2 bathroom

Sleeps 5

Magnolia Cottage

3 bedroom

2 bathroom

Sleeps 5

Gone Coastal

3 bedroom

2 bathroom

Sleeps 8

402 Harbour Oaks

3 bedroom

2 bathroom

Sleeps 6

Shipwatch #300

2 bedroom

2 bathroom

Sleeps 6

Ocean Walk W-10

2 bedroom

2 bathroom

Sleeps 4

Ocean Walk J-11

2 bedroom

2 bathroom

Sleeps 4

Ocean Walk W-14

2 bedroom

2 bathroom

Sleeps 6

Ocean Walk J-10

2 bedroom

2 bathroom

Sleeps 6

316 Harbour Oaks

2 bedroom

2 bathroom

Sleeps 6

323 Harbour Oaks

3 bedroom

2 bathroom

Sleeps 6

Shipwatch #101

2 bedroom

2 bathroom

Sleeps 6

Island Retreat #8

3 bedroom

2 bathroom

Sleeps 7

Island Retreat #6

1 bedroom

1 bathroom

Sleeps 4