50 Best Saint Simons Island Vacation rentals on Holiday Lettings - Apartments

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148 Vacation rentals

(7) Excellent 

Certificate of Excellence

22

Apartment rental in Saint Simons Island with shared pool

Golden Isles of Georgia / Saint Simons Island

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Nearest beach 5 mi
  • Swimming pool
  • Child friendly
2 bedroom / 2 1/2 bath Condo in quiet Brockinton Marsh. Short ride to beach, close to stores and restaurants. Fully equipped condo. Pool in Complex. King Bed, 2 twin beds, 1 inflatable twin. 3 LED TVs, high speed internet. …see more

Certificate of Excellence

from $100 / night

$700 / week

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Responds fast!
avg. 1 hour 35 minutes

from $100 / night

(1) Excellent 

25

Vacation condo in Saint Simons Island

Golden Isles of Georgia / Saint Simons Island

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Discover the Golden Isles St.Simons, Sea Island, Jekyll Island, Little St.Simons Island, and Brunswick Georgia. This island oasis has everything that you need to stay and relax at the beach. Very spacious, extra clean 2 bedroom condo, 1.5 baths with laundry room, di …see more

from $92 / night

$695 - $2,500 / week

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Responds fast!
avg. 32 minutes

from $92 / night

0

Vacation home in Saint Simons Island

Golden Isles of Georgia / Saint Simons Island

1 6 2 nights min

  • 1 bedroom
  • Sleeps 6
  • 2 nights min
  • Ask about children
Come and enjoy this 16 acre complex, with 2 pools (one is heated), 2 tennis courts, large playground, private stocked lake for those fishing lovers, and a fully equipped clubhouse with WiFi, business center, fitness center and 2 laundry facilities. Plenty of green space …see more

from $164 / night

$824 / week

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from $164 / night

17

Vacation apartment in Saint Simons Island

Golden Isles of Georgia / Saint Simons Island

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Air conditioning
This ground floor, two bedroom condominium is located 74 steps from the tide contingent beach and a five minute walk to the quaint village of St. Simons. A private patio overlooks the Atlantic ocean - offering fantastic sunrise and sunset vistas! Direct ocean views fro …see more

from $190 / night

$950 / week

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from $190 / night

22

Saint Simons Island Vacation apartment rental

Golden Isles of Georgia / Saint Simons Island

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Ask about children
This cute one bedroom unit is very comfy and will be a great home away from home for you during your stay. The unit has a great view of a pretty landscaped area and is close to the front heated pool. Come and enjoy this 16 acre complex, with 2 pools (one is heated), 2 …see more

from $110 / night

$770 / week

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from $110 / night

(1) Excellent 

13

Vacation condo with shared pool in Saint Simons Island

Golden Isles of Georgia / Saint Simons Island

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Your home away from home awaits you here on beautiful Saint Simons Island Ga. Welcome to Shipwatch, a family friendly complex right on the beach where this condo will have all of the necessities for a perfect beach vacation. There is some excellent restaurants within wa …see more

from $200 / night

$1,000 / week

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Responds fast!
avg. 3 hours 53 minutes

from $200 / night

0

Saint Simons Island Vacation apartment rental

Golden Isles of Georgia / Saint Simons Island

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Ask about children
Come and enjoy this 16 acre complex, with 2 pools (one is heated), 2 tennis courts, large playground, private stocked lake for those fishing lovers, and a fully equipped clubhouse with WiFi, business center, fitness center and 2 laundry facilities. Plenty of green space …see more

from $60 / night

$420 / week

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from $60 / night

21

Vacation apartment with swimming pool in Saint Simons Island

Golden Isles of Georgia / Saint Simons Island

3 7 3 nights min

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
In need of sun, sand, and fun? Saint Simons Island, Georgia is quickly becoming a destination for many around the world. This quaint, coastal island in Georgia has beautiful beaches, incredible nature scenes, historic landmarks, and full of activities! Convenient to Sav …see more

from $395 / night

$2,695 / week

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from $395 / night

18

Vacation apartment in Saint Simons Island

Golden Isles of Georgia / Saint Simons Island

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
Come and enjoy this 16 acre complex, with 2 pools (one is heated), 2 tennis courts, large playground, private stocked lake for those fishing lovers, and a fully equiped clubhouse with wifi, business center, fittness center and 2 laundry faucilities. Plenty of green spac …see more

from $144 / night

$824 - $1,133 / week

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from $144 / night

(36) Excellent 

15

Vacation townhouse with shared pool in Saint Simons Island

Golden Isles of Georgia / Saint Simons Island

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
This charming townhouse offers easy access to all St. Simon’s has to offer. Located just steps from the beach, this 3 bedroom 3 1/2 bathrooms get-away is uniquely decorated and newly furnished. Enjoy views of the marsh with your morning coffee in the recently updat …see more

from $110 / night

$950 - $1,600 / week

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from $110 / night

15

Apartment rental in Saint Simons Island

Golden Isles of Georgia / Saint Simons Island

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Ask about children
This is a 2 bedroom, 2 bathroom, 1st floor unit in the beautiful Ocean Walk. Ocean Walk has 2 pools (one that is heated during the winter) and kiddie pool. It also has tennis and basketball courts, a lake that can be fished in, ducks that can be fed, business and fitn …see more

from $150 / night

$900 / week

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from $150 / night

29

Vacation home in Saint Simons Island

Golden Isles of Georgia / Saint Simons Island

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
This St. Simons Island condo for six is just what your family or group of friends need to truly relax. Take advantage of home essentials and enjoy a seasonal community pool. Marshland views can be seen from the balcony of your vacation rental. Plus, you can easily make …see more

from $135 / night

$945 / week

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from $135 / night

(3) Very Good 

12

Cottage rental in Saint Simons Island

Golden Isles of Georgia / Saint Simons Island

3 4 7 nights min

  • 3 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
Quiet, private French cottage with pool and spa in garden setting. Minutes from beach, restaurants and shopping. Freshly renovated cottage with European charm set in custom designed garden set around a new salt water pool. Extremely quiet neighborhood provides ultimate …see more

from $200 / night

$1,400 / week

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from $200 / night

21

Vacation home in Saint Simons Island

Golden Isles of Georgia / Saint Simons Island

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
Come and enjoy this 16 acre complex, with 2 pools (one is heated), 2 tennis courts, large playground, private stocked lake for those fishing lovers, and a fully equipped clubhouse with WiFi, business center, fitness center and 2 laundry facilities. Plenty of green space …see more

from $144 / night

$824 - $1,133 / week

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from $144 / night

21

Apartment rental in Saint Simons Island

Golden Isles of Georgia / Saint Simons Island

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Ask about children
Come and enjoy this 16 acre complex, with 2 pools (one is heated), 2 tennis courts, large playground, private stocked lake for those fishing lovers, and a fully equipped clubhouse with WiFi, business center, fitness center and 2 laundry facilities. Plenty of green space …see more

from $144 / night

$824 - $1,133 / week

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from $144 / night

(3) Excellent 

Certificate of Excellence

29

Condo rental in Saint Simons Island with shared pool

Golden Isles of Georgia / Saint Simons Island

3 7 3 nights min

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min
  • Nearest beach 2 mi
  • Swimming pool
  • Child friendly
Located in a nice, quiet cul-de-sac with trails for biking/walking. Access to community pool located 50 ft from front door. Within a mile to beach and town with lots of shops and restaurants. Newly decorated & furnished. 1600 square feet. *Private terrace off Master Be …see more

Certificate of Excellence

from $265 / night

$1,400 - $2,450 / week

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from $265 / night

27

Vacation apartment in Saint Simons Island

Golden Isles of Georgia / Saint Simons Island

3 8 5 nights min

  • 3 bedrooms
  • Sleeps 8
  • 5 nights min
  • Ask about children
  • Ask about pets
This three-bedroom, three-bath condominium, offered by Hodnett Cooper, is located at the St. Simons Beach Club - the largest oceanfront condominium community on the Island. Beautifully landscaped grounds feature stately oaks canopying the gated entrance, tropical foli …see more

from $270 / night

$1,890 / week

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from $270 / night

(2) Excellent 

13

Vacation condo in Saint Simons Island

Golden Isles of Georgia / Saint Simons Island

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
In between the hustle and bustle of the larger condos along ocean blvd is Ocean wood condos. A quiet little complex tucked under the live oaks right in the middle of all the beach action. This condo has all the amenities for a perfect beach vacation. The condo has 2 b …see more

from $225 / night

$1,250 / week

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Responds fast!
avg. 3 hours 53 minutes

from $225 / night

19

Apartment rental in Saint Simons Island

Golden Isles of Georgia / Saint Simons Island

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
Come and enjoy this 16 acre complex, with 2 pools (one is heated), 2 tennis courts, large playground, private stocked lake for those fishing lovers, and a fully equipped clubhouse with WiFi, business center, fitness center and 2 laundry facilities. Plenty of green space …see more

from $144 / night

$824 - $1,133 / week

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from $144 / night

(4) Excellent 

13

Vacation apartment rental

Golden Isles of Georgia / Saint Simons Island

2 8 6 nights min

  • 2 bedrooms
  • Sleeps 8
  • 6 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
Accommodations: Condominium, 2 Bedrooms + Convertible bed(s), 2 Baths (Sleeps 4-6) Georgia's Atlantic Coastline is only about 100 miles long, but along this green corridor you'll see some of America's most breathtaking natural landscapes... It's a region richly woven …see more

from $275 / night

$1,650 / week

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from $275 / night

(2) Very Good 

20

Vacation condo in Saint Simons Island

Golden Isles of Georgia / Saint Simons Island

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
2 BR/2 BA condo at Northbreakers Condominiums on beautiful Saint Simons. Come and enjoy St. Simons, named NO. 1 BEACH TOWN IN AMERICA last year by Travel & Leisure Magazine! Relax by the large pool that is limited to only property guests. This well-stocked condo slee …see more

from $165 / night

$900 - $1,750 / week

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from $165 / night

(7) Excellent 

Certificate of Excellence

21

Saint Simons Island Vacation villa rental

Golden Isles of Georgia / Saint Simons Island

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
Two story unit located within walking distance to the charming Pier Village of St. Simons and its famous lighthouse. This beautiful unit offers unique style, amazing décor and outstanding comfort throughout. Features include: luxurious master suite, gorgeous dining area …see more

Certificate of Excellence

from $110 / night

$795 - $925 / week

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Responds fast!
avg. 1 hour 42 minutes

from $110 / night

30

Saint Simons Island Vacation home rental

Golden Isles of Georgia / Saint Simons Island

4 11 Min stay varies

  • 4 bedrooms
  • Sleeps 11
  • Min stay varies
  • Child friendly
  • Air conditioning
Discover the light-filled island charm of this beautiful four-bedroom home, a recently redecorated St. Simons Island retreat with family-friendly amenities, a screened porch, a fenced backyard, updated furnishings and appliances, and a perfect location close to shops, r …see more

from $114 / night

$798 / week

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from $114 / night

(1) Excellent 

24

Vacation home rental

Golden Isles of Georgia / Saint Simons Island

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Captain's Bluff is a newly renovated historical house on the Frederica River. Come and see St. Simons the way it used to be on 18 acres of undeveloped wilderness. There are 3 bedrooms and 2.5 bathrooms in this 1800 sf home. Two bedrooms have queen beds with pr …see more

from $425 / night

$2,375 / week

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Responds fast!
avg. 3 hours 53 minutes

from $425 / night

(2) Very Good 

17

Vacation cottage in Saint Simons Island

Golden Isles of Georgia / Saint Simons Island

5 11 2 nights min

  • 5 bedrooms
  • Sleeps 11
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Welcome to the Centennial Cottage at St. Simons Coast Cottages. The Centennial Cottage is located just a few steps from the beach and pools. The Coast Cottages are one of the premier places to stay at St. Simons. The Centennial has spectacular ocean views and plenty …see more

from $450 / night

$2,700 / week

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from $450 / night

22

Vacation home rental

Golden Isles of Georgia / Saint Simons Island

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
FLETC Rental Properties is excited to announce this new pet friendly home just a 3 minute walk from one of the islands best beaches. This cottage located just 2 blocks from the beach has 3 bedrooms and 2 bathrooms. This open concept floor plan is pet friendly with a gre …see more

from $235 / night

$1,500 / week

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Responds fast!
avg. 49 minutes

from $235 / night

(4) Excellent 

28

Vacation home in Saint Simons Island

Golden Isles of Georgia / Saint Simons Island

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Charming St Simons Island home with private backyard with pool and a short walk to the beach and village! Backyard newly updated with huge deck area. Includes 6 chaise lounges, 4 Adirondack chairs, grilling area, hammock and putting area for mini golf! This home feature …see more

from $325 / night

$2,700 - $2,900 / week

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Responds fast!
avg. 2 hours 58 minutes

from $325 / night

28

Vacation home in Saint Simons Island

Golden Isles of Georgia / Saint Simons Island

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Air conditioning
Old-world elegance meets modern comfort with this beautiful home on the south Georgia coast. Surrounded by moss-draped oak trees and adorned with double front porches, this elegant two-story vacation home is the perfect location to celebrate a special occasion with the …see more

from $400 / night

$2,800 / week

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from $400 / night

10

Saint Simons Island Vacation home rental

Golden Isles of Georgia / Saint Simons Island

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Ask about children
Come and enjoy this 16 acre complex, with 2 pools (one is heated), 2 tennis courts, large playground, private stocked lake for those fishing lovers, and a fully equipped clubhouse with WiFi, business center, fitness center and 2 laundry facilities. Plenty of green space …see more

from $144 / night

$824 - $1,133 / week

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from $144 / night

28

Saint Simons Island Vacation home accommodation

Golden Isles of Georgia / Saint Simons Island

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 11 mi
  • Swimming pool
If you are tired of your busy life style and looking for an escape, or want to spend a memorable weekend in St. Simons, Coastal Georgia you have come to the right place. Our peaceful and well designed home on the island of St. Simons (it is part of Golden Isles of Georg …see more

from $171 / night

$1,200 / week

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from $171 / night

28

Condo rental in Saint Simons Island with shared pool, golf nearby

Golden Isles of Georgia / Saint Simons Island

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
New on the market.... an "Oasis of Relaxation"! This 2300 square-foot condo on the north end of Saint Simons, is ready for occupancy. Bring your golfing buddies for a fun and relaxing getaway. Enjoy peaceful tranquility as you sip your morning coffee overlooking the eig …see more

from $177 / night

$1,228 / week

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from $177 / night

(2) Very Good 

18

Vacation townhouse in Saint Simons Island

Golden Isles of Georgia / Saint Simons Island

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
  • Air conditioning
Beth's Beachcomber is a four bedroom townhouse that has a view of the Atlantic from the top floor patio. With remodeled baths and kitchen this condo is stunning! Amenities include 5 new flat screen TVs, a renovated kitchen and renovated baths and WIFI. The condo is jus …see more

from $295 / night

$1,800 / week

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from $295 / night

22

Vacation apartment in Saint Simons Island

Golden Isles of Georgia / Saint Simons Island

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
This condo is located in the heart of the St. Simons Island pier and village area. It is directly across the street from tide contingent beach access. Just steps away are the St. Simons lighthouse, oceanfront Neptune Park with resort-style pool, playground, miniature g …see more

from $200 / night

$950 - $1,400 / week

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from $200 / night

11

Vacation apartment in Saint Simons Island

Golden Isles of Georgia / Saint Simons Island

2 5 5 nights min

  • 2 bedrooms
  • Sleeps 5
  • 5 nights min
  • Ask about children
  • Ask about pets
Ocean Walk is a picturesque condominium community within biking distance of the Village Pier, numerous shops and restaurants, as well as the beach. Century old oaks shade the various buildings, while palm trees and colorful foliage landscape the two large swimming po …see more

from $120 / night

$840 / week

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from $120 / night

24

Vacation home rental

Golden Isles of Georgia / Saint Simons Island

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning
This stunning designer decorated home is located in the gorgeous East Beach neighborhood. East Beach was just rated as the best 'Neighborhood on St. Simons Island' by Elegant Island Living Magazine. If you are looking for wide, sandy beaches without rocks, this is the a …see more

from $275 / night

$2,100 / week

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from $275 / night

21

Vacation apartment in Saint Simons Island

Golden Isles of Georgia / Saint Simons Island

3 4 Min stay varies

  • 3 bedrooms
  • Sleeps 4
  • Min stay varies
  • Ask about children
Come and enjoy this 16 acre complex, with 2 pools (one is heated), 2 tennis courts, large playground, private stocked lake for those fishing lovers, and a fully equipped clubhouse with wifi, business center, fitness center and 2 laundry facilities. Plenty of green space …see more

from $144 / night

$824 - $1,133 / week

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from $144 / night

(1) Very Good 

24

Saint Simons Island Vacation home rental

Golden Isles of Georgia / Saint Simons Island

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
Come and enjoy this 16 acre complex, with 2 pools (one is heated), 2 tennis courts, large playground, private stocked lake for those fishing lovers, and a fully equipped clubhouse with WiFi, business center, fitness center and 2 laundry facilities. Plenty of green space …see more

from $144 / night

$824 - $1,133 / week

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from $144 / night

25

Saint Simons Island Vacation apartment rental

Golden Isles of Georgia / Saint Simons Island

2 6 5 nights min

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min
  • Ask about children
  • Ask about pets
Hodnett Cooper presents this delightfully furnished two-bedroom, two-bath condominium located at the St. Simons Beach Club - the largest oceanfront condominium community on the Island. Beautifully landscaped grounds feature stately oaks canopying the gated entrance, …see more

from $177 / night

$1,239 / week

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from $177 / night

28

Saint Simons Island Vacation home rental

Golden Isles of Georgia / Saint Simons Island

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
Listen to the waves crash on the beach and feel the ocean breeze from the private upstairs balcony! Renovated Kitchen & Bedrooms in January 2017. All new furniture! First year on the market a 2 Bedroom 1 Bathroom upstairs unit in a duplex property. Bedroom one has a K …see more

from $145 / night

$1,100 - $1,240 / week

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from $145 / night

(1) Good 

20

Vacation apartment in Saint Simons Island

Golden Isles of Georgia / Saint Simons Island

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
This two bedroom condominium is located just 74 steps from the tide contingent beach and a five minute walk to the quaint village of St. Simons. A private balcony overlooks the Atlantic ocean - offering fantastic sunrise and sunset vistas! Direct ocean views from the …see more

from $180 / night

$800 - $1,000 / week

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from $180 / night