Downtown St. Simons Island holiday rentals
We found 588 holiday rentals — enter your dates for availability
Discover a selection of 10 flats and other holiday rentals in Downtown St. Simons Island that are perfect for your trip. Holiday rentals offer the best amenities for you and your friends, family or even pets, such as a fireplace and garden. You'll be able to choose a property to rent for everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts – Downtown St. Simons Island
Showing deals for:18 Dec - 25 Dec
Exceptional
(130 reviews)
Newly Renovated Oceanfront Luxury Home - Pool, Putting Green & Steps to Village!
St. Simons Island
AU$16,346
for 7 nights, 1 home
AU$2,335 per night
includes taxes & fees
Exceptional
(188 reviews)
Gorgeous Upscale Villa, 2 minute walk to Beach and short walk to Pier!
St. Simons Island
AU$4,863
for 7 nights, 1 villa
AU$695 per night
includes taxes & fees
Exceptional
(113 reviews)
Daisy's Cozy Coastal Cottage located walking distance to the Village Area.
St. Simons Island
AU$3,542
for 7 nights, 1 cottage
AU$506 per night
includes taxes & fees
Exceptional
(193 reviews)
The Penthouse at High Tide - Best Views Right on the Beach - Great for Families!
St. Simons Island
AU$15,825
for 7 nights, 1 apartment
AU$2,261 per night
includes taxes & fees
Exceptional
(113 reviews)
Cute Cottage 3 Blocks to Beach & Village! BRAND NEW remodel Fall of 2024!
St. Simons Island
AU$4,539
for 7 nights, 1 home
AU$648 per night
includes taxes & fees
Exceptional
(165 reviews)
Great Location-Close to Everything. Perfect Fall/Winter Escape with Heated Pool!
St. Simons Island
AU$3,383
for 7 nights, 1 home
AU$483 per night
includes taxes & fees
Exceptional
(108 reviews)
OCEANVIEW CONDO - 100 Yards from the Beach!
St. Simons Island
AU$3,797
for 7 nights, 1 apartment
AU$542 per night
includes taxes & fees
Exceptional
(19 reviews)
Summer Special – Condo Steps to Pier & Shops
St. Simons Island
AU$1,671
for 7 nights, 1 apartment
AU$239 per night
includes taxes & fees
Exceptional
(54 reviews)
Oceanside, Top & Center at Pier Pointe-10% off most of yr for 7 or more nights
St. Simons Island
AU$4,745
for 7 nights, 1 apartment
AU$678 per night
includes taxes & fees
Exceptional
(77 reviews)
Welcome to SSI...near Pier, Village and Beach!
St. Simons Island
AU$2,448
for 7 nights, 1 home
AU$350 per night
includes taxes & fees
Exceptional
(152 reviews)
HIGH TIDE Ocean Front Beach Cottage, Best Views on St Simons Island! Pier Area!
St. Simons Island
AU$6,844
for 7 nights, 1 apartment
AU$978 per night
includes taxes & fees
Wonderful
(31 reviews)
Summer Special! Steps to Village & Pier
St. Simons Island
AU$1,707
for 7 nights, 1 apartment
AU$244 per night
includes taxes & fees
Excellent
(97 reviews)
Ocean Walk- Heated Pool Front Condo, with Tropical Views!
St. Simons Island
AU$1,720
for 7 nights, 1 apartment
AU$246 per night
includes taxes & fees
Find spaces that suit your style
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Villa
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Find properties near top attractions in Downtown St. Simons Island
Find the best place to stay - Downtown St. Simons Island
Watch all the goings on in the village from your deck overlooking Mallery St.
Sleeps 6 · 2 bedrooms · 2+ bathrooms
Two If By Sea- A Charming Duplex In Quiet Village Neighborhood
Sleeps 4 · 2 bedrooms · 1 bathroom
Beach Music | Walk to Beach & Pier Village | Family-Friendly St. Simons Island Cottage
Sleeps 6 · 2 bedrooms · 2 bathrooms
St. Simons Island Pool Home - Sleeps 16 - Walk to Beach & Village
Sleeps 16 · 6 bedrooms · 4+ bathrooms
The Peachy Palm – Luxurious Island Retreat Near the Beach & Everything!
Sleeps 4 · 1 bedroom · 1 bathroom
Location! Location IN the Village! Restored Historic Walk Charm Fenced
Sleeps 8 · 3 bedrooms · 4 bathrooms
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
Are there holiday rentals in Downtown St. Simons Island?
Yes, there are holiday rentals in Downtown St. Simons Island close to Neptune Park, or you can select a more secluded option if you're looking for a relaxing stay.
How many holiday rentals will I find in Downtown St. Simons Island?
With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Downtown St. Simons Island stay.
What can I see and do in Downtown St. Simons Island?
While exploring the area, visit family-friendly sights like Neptune Park, or get outside and enjoy nature at East Beach. In the wider area, you'll find Saint Simons Island Pier and St. Simons Lighthouse Museum.
What are holiday rentals like in Downtown St. Simons Island?
Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Downtown St. Simons Island. Holiday rentals offer extras such as patios, hot tubs and fire pits so you'll have everything you want. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from shared hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for family trips or small group gatherings.