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

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47 Vacation rentals

Travelers going to Saint Simons Island are booking May dates now. Secure your vacation rental today and have the perfect trip.

25

Golden Isles of Georgia / Saint Simons Island

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly

 …see more

from $100 / night

$701 - $2520 / week

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from $100 / night

28

Golden Isles of Georgia / Saint Simons Island

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly

 …see more

from $237 / night

$1286 - $2168 / week

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from $237 / night

23

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

 …see more

from $111 / night

$777 / week

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from $111 / night

(34) Excellent 

15

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

 …see more

from $111 / night

$908 - $1613 / week

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from $111 / night

(3) Excellent 

33

Golden Isles of Georgia / Saint Simons Island

2 7 3 nights min

  • 2 bedrooms
  • Sleeps 7
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $272 / night

$1764 - $1966 / week

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from $272 / night

(1) Excellent 

17

Golden Isles of Georgia / Saint Simons Island

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $454 / night

$2722 - $3629 / week

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from $454 / night

(6) Very Good 

36

Golden Isles of Georgia / Saint Simons Island

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool

 …see more

from $100 / night

$705 - $2218 / week

Book View

from $100 / night

(4) Excellent 

28

Golden Isles of Georgia / Saint Simons Island

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly

 …see more

from $303 / night

$1815 - $2722 / week

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from $303 / night

(1) Excellent 

14

Golden Isles of Georgia / Saint Simons Island

3 6 6 nights min

  • 3 bedrooms
  • Sleeps 6
  • 6 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from $150 / night

$1109 - $1613 / week

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from $150 / night

20

Golden Isles of Georgia / Saint Simons Island

5 13 Min stay varies

  • 5 bedrooms
  • Sleeps 13
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from $807 / night

$5645 - $8064 / week

Book View

from $807 / night

(2) Very Good 

20

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

 …see more

from $167 / night

$908 - $1764 / week

Book View

from $167 / night

(6) Very Good 

30

Golden Isles of Georgia / Saint Simons Island

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool

 …see more

from $100 / night

$705 - $2520 / week

Book View

from $100 / night

(3) Excellent 

21

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

 …see more

from $152 / night

$933 / week

Book View

from $152 / night

(3) Very Good 

12

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

 …see more

from $202 / night

$1412 / week

Book View

from $202 / night

24

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

 …see more

from $429 / night

$2394 / week

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from $429 / night

13

Golden Isles of Georgia / Saint Simons Island

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $202 / night

$1008 - $1311 / week

Book View

from $202 / night

21

Golden Isles of Georgia / Saint Simons Island

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from $227 / night

$1588 - $1764 / week

Book View

from $227 / night

20

Golden Isles of Georgia / Saint Simons Island

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly

 …see more

from $182 / night

$807 - $1109 / week

Book View

from $182 / night

(4) Very Good 

14

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

 …see more

from $202 / night

$1210 - $3478 / week

Book View

from $202 / night

24

Golden Isles of Georgia / Saint Simons Island

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning

 …see more

from $278 / night

$2117 / week

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from $278 / night

11

Golden Isles of Georgia / Saint Simons Island

2 12 Min stay varies

  • 2 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $100 / night

$705 - $1411 / week

Book View

from $100 / night

18

Golden Isles of Georgia / Saint Simons Island

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
  • Air conditioning

 …see more

from $213 / night

$1487 - $1739 / week

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from $213 / night

22

Golden Isles of Georgia / Saint Simons Island

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 0.4 mi
  • Swimming pool
  • Child friendly

 …see more

from $101 / night

$706 - $1160 / week

Book View

from $101 / night

(5) Good 

11

Golden Isles of Georgia / Saint Simons Island

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from $152 / night

$908 - $1008 / week

Book View

from $152 / night

(1) Very Good 

40

Golden Isles of Georgia / Saint Simons Island

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning

 …see more

from $176 / night

$1225 - $1743 / week

Book View

from $176 / night

(4) Excellent 

13

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

 …see more

from $278 / night

$1664 / week

Book View

from $278 / night

16

Golden Isles of Georgia / Saint Simons Island

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning

 …see more

from $182 / night

$832 - $1008 / week

Book View

from $182 / night

(1) Excellent 

22

Golden Isles of Georgia / Saint Simons Island

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $167 / night

$756 / week

Book View

from $167 / night

16

Golden Isles of Georgia / Saint Simons Island

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly

 …see more

from $101 / night

$706 - $847 / week

Book View

from $101 / night

(4) Excellent 

22

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

 …see more

from $101 / night

$706 / week

Book View

from $101 / night

10

Golden Isles of Georgia / Saint Simons Island

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Ask about pets

 …see more

from $100 / night

$699 / week

Book View

from $100 / night

22

Golden Isles of Georgia / Saint Simons Island

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly

 …see more

from $202 / night

$958 - $1412 / week

Book View

from $202 / night

28

Golden Isles of Georgia / Saint Simons Island

4 12 3 nights min

  • 4 bedrooms
  • Sleeps 12
  • 3 nights min
  • Child friendly
  • Ask about pets

 …see more

from $373 / night

$2611 / week

Book View

from $373 / night

(1) Excellent 

8

Golden Isles of Georgia / Saint Simons Island

3 7 4 nights min

  • 3 bedrooms
  • Sleeps 7
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool

 …see more

from $268 / night

$1613 / week

Book View

from $268 / night

17

Golden Isles of Georgia / Saint Simons Island

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Air conditioning

 …see more

from $162 / night

$807 / week

Book View

from $162 / night

(2) Very Good 

27

Golden Isles of Georgia / Saint Simons Island

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning

 …see more

from $213 / night

$1311 / week

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from $213 / night

19

Golden Isles of Georgia / Saint Simons Island

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from $213 / night

$1489 / week

Book View

from $213 / night

(1) Excellent 

31

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

 …see more

from $237 / night

$1210 / week

Book View

from $237 / night

28

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

 …see more

from $173 / night

$1210 / week

Book View

from $173 / night

(1) Excellent 

17

Golden Isles of Georgia / Saint Simons Island

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $293 / night

$1840 / week

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from $293 / night

1