St. Simons Island holiday rentals

We found 1,742 holiday rentals — enter your dates for availability
Select from 776 houses, 735 flats and other holiday rentals to find the perfect place for your stay in St. Simons Island. Whether you're staying in a holiday rental with family or friends, you'll find the amenities that you need and want, which might include parking and a pool. What you'll find is a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – St. Simons Island

Showing deals for:4 Dec - 11 Dec

Second master bedroom on first floor overlooking pool and ocean. Private bath.
Third floor master balcony
Sunset over the ocean
Great view of the ocean from dining room
Exceptional
(129 reviews)

Newly Renovated Oceanfront Luxury Home - Pool, Putting Green & Steps to Village!

St. Simons Island

7% off
S$14,969
for 7 nights, 1 home
S$2,138 per night
includes taxes & fees
Newly Renovated Oceanfront Luxury Home - Pool, Putting Green & Steps to Village!
Room
Property grounds
Pool
Living area
Exceptional
(72 reviews)

Wake up to the rhythm of the Atlantic.

St. Simons Island

8% off
S$5,519
for 7 nights, 1 villa
S$788 per night
includes taxes & fees
Wake up to the rhythm of the Atlantic.
Living area
Front of the Cottage
Guest House Sink and Mini Fridge
Main Cottage Dining Room
Exceptional
(88 reviews)

East Beach Cottage and Guest House

St. Simons Island

6% off
S$6,252
for 7 nights, 1 cottage
S$893 per night
includes taxes & fees
East Beach Cottage and Guest House
Right Off Ocean Blvd, with Two Car Garage and Plenty of Parking
Enjoy Shopping and the Pier, Just Minutes Away
Enjoy Breakfast at the Granite Bar Area in Kitchen
Open Floor Plan with Great Room, Kitchen, Dining Area Views
Exceptional
(187 reviews)

Gorgeous Upscale Villa, 2 minute walk to Beach and short walk to Pier!

St. Simons Island

7% off
S$4,465
for 7 nights, 1 villa
S$638 per night
includes taxes & fees
Gorgeous Upscale Villa, 2 minute walk to Beach and short walk to Pier!
Private kitchen
Pool
Living area
Dining
Exceptional
(36 reviews)

1947 Renovated Beach Cottage w/ Private Heated Pool - 150 yards from the Beach!

St. Simons Island

7% off
S$3,881
for 7 nights, 1 home
S$554 per night
includes taxes & fees
1947 Renovated Beach Cottage w/ Private Heated Pool - 150 yards from the Beach!
Living area
Second Floor Porch
Exterior
Dining Room -The farmhouse table can easily seat 8-10 people.
Exceptional
(69 reviews)

Fall Special! Coast Cottage home steps to beach!

St. Simons Island

7% off
S$3,116
for 7 nights, 1 home
S$445 per night
includes taxes & fees
Fall Special! Coast Cottage home steps to beach!
Living area
Fully Remodeled down to the studs in 2020
Exterior from Driveway
Exterior detail
Exceptional
(106 reviews)

New 2 Bedroom Beach Cottage! One block to Beach! By CrabDaddy's and Crab Trap!

St. Simons Island

7% off
S$2,237
for 7 nights, 1 home
S$320 per night
includes taxes & fees
New 2 Bedroom Beach Cottage! One block to Beach! By CrabDaddy's and Crab Trap!
Interior
Sunroom
Front door with smart lock.
Kitchen open to living room
Exceptional
(112 reviews)

Cute Cottage 3 Blocks to Beach & Village! BRAND NEW remodel Fall of 2024!

St. Simons Island

8% off
S$4,095
for 7 nights, 1 home
S$585 per night
includes taxes & fees
Cute Cottage 3 Blocks to Beach & Village! BRAND NEW remodel Fall of 2024!
Master bedroom with king bed.
Kitchen and dining area
Front of home and drive with plenty of parking
Comfortable, coastal living area
Exceptional
(165 reviews)

Great Location-Close to Everything. Perfect Fall/Winter Escape with Heated Pool!

St. Simons Island

7% off
S$3,087
for 7 nights, 1 home
S$441 per night
includes taxes & fees
Great Location-Close to Everything. Perfect Fall/Winter Escape with Heated Pool!
Beach
Living area
Interior
Interior
Very good
(5 reviews)

Fall Special! Charming East Beach Cottage w Pool!

St. Simons Island

7% off
S$2,462
for 7 nights, 1 home
S$352 per night
includes taxes & fees
Fall Special! Charming East Beach Cottage w Pool!
Property grounds
Pool
Exterior
Private kitchen
Very good
(25 reviews)

Bright St. Simons Condo Near Beach & Dining

St. Simons Island

6% off
S$1,953
for 7 nights, 1 apartment
S$279 per night
includes taxes & fees
Bright St. Simons Condo Near Beach & Dining
Table
Living Room
Living Room
Kitchen
Exceptional
(44 reviews)

Steps to East Beach & Pet Friendly w/ 2 King Beds

St. Simons Island

7% off
S$1,704
for 7 nights, 1 apartment
S$243 per night
includes taxes & fees
Steps to East Beach & Pet Friendly w/ 2 King Beds
Wake up with your coffee with our view of the beach.  Only 100 yards away
St. Simons public pool located in the village is just a short distance away.
Moss covered oaks add to the charm of Saint Simons Island.
Private kitchen
Exceptional
(108 reviews)

OCEANVIEW CONDO - 100 Yards from the Beach!

St. Simons Island

10% off
S$3,476
for 7 nights, 1 apartment
S$497 per night
includes taxes & fees
OCEANVIEW CONDO - 100 Yards from the Beach!
Exterior
Property grounds
Living area
Property grounds
Exceptional
(168 reviews)

Totally Renovated Coastal Condo in Ocean Walk, Unit T-2

St. Simons Island

7% off
S$1,388
for 7 nights, 1 apartment
S$198 per night
includes taxes & fees
Totally Renovated Coastal Condo in Ocean Walk, Unit T-2
Exterior
North Breakers 200 -  Open Concept Butler's Pantry
North Breakers 200 - Private beach access
North Breakers 200 - Custom Shiplap Foyer
Exceptional
(57 reviews)

Oceanfront Condominium with Pool. Pet Friendly.

St. Simons Island

6% off
S$2,006
for 7 nights, 1 apartment
S$287 per night
includes taxes & fees
Oceanfront Condominium with Pool. Pet Friendly.
Beach Club 212 - Living Space
Beach Club Boardwalk and Beach Access
Beach Club Boardwalk
Beach Club Pool
Exceptional
(29 reviews)

Oceanfront Condo at The Beach Club!

St. Simons Island

6% off
S$2,170
for 7 nights, 1 apartment
S$310 per night
includes taxes & fees
Oceanfront Condo at The Beach Club!
Saint Simons Grand Grounds
Saint Simons Grand 324 - Living Space with Direct Ocean View
Saint Simons Grand Grounds
Saint Simons Grand Pool
Exceptional
(26 reviews)

Luxurious Condo is Great for Families!

St. Simons Island

7% off
S$4,226
for 7 nights, 1 apartment
S$604 per night
includes taxes & fees
Luxurious Condo is Great for Families!
Upstairs Living Room
Upstairs Living Room
Master Bedroom #1
Front Door Entrance
Exceptional
(52 reviews)

"Saintly" at Sea Palms 18th Green

St. Simons Island

7% off
S$1,759
for 7 nights, 1 apartment
S$251 per night
includes taxes & fees
"Saintly" at Sea Palms 18th Green
Bedroom with bed, dresser, ceiling fan, and hardwood floors
Dining area with wood table, bench, and chandelier
Entryway with white door, hardwood floors, and blue cabinet
Living room with sofas, blue chairs, rug, and sliding door
Wonderful
(7 reviews)

Minutes away from restaurants and activities and c

St. Simons Island

9% off
S$2,000
for 7 nights, 1 home
S$286 per night
includes taxes & fees
Minutes away from restaurants and activities and c
Exterior
View from Master Bedroom patio
New kitchen 2025
Room
Exceptional
(151 reviews)

HIGH TIDE Ocean Front Beach Cottage, Best Views on St Simons Island! Pier Area!

St. Simons Island

7% off
S$5,537
for 7 nights, 1 apartment
S$791 per night
includes taxes & fees
HIGH TIDE Ocean Front Beach Cottage, Best Views on St Simons Island! Pier Area!
Living area looking toward the outside front porch.
Private kitchen
Room
Roomy living area with comfy sectional sofa.
Exceptional
(52 reviews)

PRIME LOCATION! Beach 2 min walk / Village 5 min walk. New STUNNING Interior!

St. Simons Island

8% off
S$3,271
for 7 nights, 1 apartment
S$467 per night
includes taxes & fees
PRIME LOCATION! Beach 2 min walk / Village 5 min walk. New STUNNING Interior!
Shipwatch 211 - Dining area with seating for 4
Shipwatch 211 - Living room area with access to balcony
Exterior
Pool
Very good
(15 reviews)

Oceanfront Condominium with Balcony, Pool and Boardwalk

St. Simons Island

6% off
S$1,953
for 7 nights, 1 apartment
S$279 per night
includes taxes & fees
Oceanfront Condominium with Balcony, Pool and Boardwalk
Ocean Front
Dining Room
Room
large pool
Wonderful
(17 reviews)

Beach front condo! #102 Pool, Hot Tub and tennis

St. Simons Island

6% off
S$1,648
for 7 nights, 1 apartment
S$235 per night
includes taxes & fees
Beach front condo! #102 Pool, Hot Tub and tennis
Pool
Living area
Living area
Private kitchen
Exceptional
(16 reviews)

Oceanfront Condo - Private Boardwalk - Pool & Balcony

St. Simons Island

7% off
S$2,062
for 7 nights, 1 apartment
S$295 per night
includes taxes & fees
Oceanfront Condo - Private Boardwalk - Pool & Balcony
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Historical St. Simons Island will entice you

The area's churches and history are just some of the reasons to come on holiday to St. Simons Island. This city's island views, beaches and seaside draw many visitors. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Sightseeing in and around St. Simons Island

Are you hoping to discover attractions to see during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes St. Simons Island a one-of-a-kind holiday spot. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Sea Island Golf Club (1.7 mi / 2.7 km)
  • Sea Palms Resort Golf Course (3.2 mi / 5.2 km)
  • Jekyll Island Golf Club (6.5 mi / 10.5 km)
  • Mary Ross Waterfront Park (6.5 mi / 10.5 km)
  • Summer Waves Water Park (8.6 mi / 13.9 km)
  • King and Prince Golf Course (9.2 mi / 14.8 km)

Exploring the beaches and other natural features in St. Simons Island

Travellers enjoy St. Simons Island for its island views and seaside. Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in St. Simons Island. These are some of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • East Beach (1.5 mi / 2.5 km)
  • Driftwood Beach (3.4 mi / 5.4 km)
  • Sea Island Beach (3.6 mi / 5.9 km)
  • Mary Ross Waterfront Park (6.5 mi / 10.5 km)
  • Demere Park (1.2 mi / 1.9 km)
  • Massengale Park (1.5 mi / 2.4 km)

Seasonal weather averages in St. Simons Island

If you're planning a holiday around the weather, July, August, June and September are the hottest months to visit, when temperatures average 27°C.

How to get to and around St. Simons Island

The nearest airport is in Brunswick, GA (BQK-Golden Isles), located 8.1 mi (13.1 km) from the city centre.

Frequently asked questions

What is the most popular type of holiday rental accommodation in St. Simons Island?
Based on our data, houses are the most popular type of holiday rental in St. Simons Island. But having said that, everyone's idea of an epic stay can vary. Vrbo has holiday homes with every shape, size and budget in mind, and we'll help you locate the best fit for your needs.
How much does it cost to rent a holiday rental in St. Simons Island?
A range of things can influence how much you'll pay for a holiday rental in St. Simons Island, such as the type of property, length of stay and season. Still, all of our holiday homes have one thing in common — amazing value. Simply add your travel dates to find your ideal fit.
How much does it cost to rent a beach house in St. Simons Island?
When you travel and the size and style of the property will help determine the cost of your beachside stay. Type in your St. Simons Island travel dates to view your available options on Vrbo. Can't live without a hot tub, or maybe a private pool? Use our filters to pick the features and amenities you want in your rental.
What are popular rental amenities in St. Simons Island?
A water view, a nearby waterfront and a swimming pool top the list of most popular rental amenities in St. Simons Island. Whether you're taking a trip as a party of one, with a partner or as a family group, Vrbo will help you find a holiday home that matches your style with all the conveniences you're looking for.
What are the top attractions for families in St. Simons Island?
Keeping the kids occupied during your holiday in St. Simons Island is child's play with these top family-friendly attractions:
  • Driftwood Beach
  • Saint Simons Island Pier
  • Emerald Princess II Casino
Can I find two-bedroom holiday rentals in St. Simons Island?
St. Simons Island has 154 two-bedroom properties that you can choose from. Enjoy a holiday home with all the comfort and space you're looking for at an attractive price on Vrbo.
Are there holiday rentals with WiFi in St. Simons Island?
St. Simons Island has 233 holiday rentals with WiFi, so you can stay connected during your holiday. Simply check the "WiFi" box in our handy search filter for a list of properties with this feature. From streaming Hollywood blockbusters to sending emails, these Vrbo homes make it a cinch to go online.
How old do you have to be to rent a holiday rental in St. Simons Island?
We recommend checking with the St. Simons Island holiday property you want on Vrbo as the age limit differs. However, it's generally 16, 18 or 21.
How long can I rent a holiday rental in St. Simons Island for?
The amount of time you can rent a St. Simons Island holiday rental for is up to the property. Simply tap in your travel dates to browse available options offering longer term stays. They come with all you need to make your extended break more convenient and enjoyable, like kitchens and air conditioning. Some holiday homes might also offer weekly or monthly discounted prices, so you can stick around for longer for less.

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