Vacation Rentals with Pool in St. Simons Island

Close

Enter dates for more accurate prices

Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more

Filtering by: Swimming pool

95 vacation rentals

(4) Excellent 

50

Best South Island Location Gated Luxury Condo sleeps 6 pool fitness 75 mgbs WIFI

Golden Isles of Georgia / St. Simons Island

Saint Simons Island condo

1 6 2 nights min

  • 1 bedroom
  • sleeps 6
  • 2 nights min
  • Nearest beach 1 mi
  • Swimming pool
  • Child Friendly

Price per night from

$116

Responds fast!
avg. 1 hour 35 minutes

Price per night from

$116

(8) Excellent 

21

Beach House Private Pool Sleeps 10

Golden Isles of Georgia / St. Simons Island

Saint Simons Island house

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$449

Responds fast!
avg. 3 hours 4 minutes

Price per night from

$449

(17) Excellent 

2

Come escape winter or plan for summer!

Golden Isles of Georgia / St. Simons Island

Saint Simons Island apartment

2 5 3 nights min

  • 2 bedrooms
  • sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Great time!” Place was nice, clean and convenient! The pool was right there by the unit. Price was great!! Had a couple of minor issues with supplies in the unit but that was okay since the price was reasonable. Would definitely stay here again. Ow
…see more

Price per night from

$111

Price per night from

$111

(2) Very Good 

22

Traci's Salt Air

Golden Isles of Georgia / St. Simons Island

Saint Simons Island apartment

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$190

Price per night from

$190

(6) Excellent 

33

Beautiful Beach House +Pool Near Village Sleeps 14

Golden Isles of Georgia / St. Simons Island

Saint Simons Island house

5 14 min stay varies

  • 5 bedrooms
  • sleeps 14
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$650

Responds fast!
avg. 3 hours 4 minutes

Price per night from

$650

(4) Excellent 

13

Beautiful large condo - Great Ocean View

Golden Isles of Georgia / St. Simons Island

Saint Simons Island apartment

2 8 6 nights min

  • 2 bedrooms
  • sleeps 8
  • 6 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask about children
“Stay here! Great view, walking or biking distance to everything.” We stayed here on our honeymoon. It was perfect. The place is huge. You could easily fit 6-8 people comfortably. The kitchen was large and accessible and the balcony had a great view of
…see more

Price per night from

$317

Price per night from

$317

(3) Very Good 

20

Fabulous Beach Cottage with Ocean Views

Golden Isles of Georgia / St. Simons Island

Saint Simons Island cottage

5 11 min stay varies

  • 5 bedrooms
  • sleeps 11
  • min stay varies
  • Nearest beach 0 mi
  • Swimming pool
  • Child Friendly

Price per night from

$516

Price per night from

$516

(1) Excellent 

20

Hideaway Cottage Oceanfront East Beach

Golden Isles of Georgia / St. Simons Island

Saint Simons Island house

5 13 min stay varies

  • 5 bedrooms
  • sleeps 13
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$975

Responds fast!
avg. 3 hours 7 minutes

Price per night from

$975

(4) Excellent 

22

Pool Home- 3 BR- Located Close to Beach & Village

Golden Isles of Georgia / St. Simons Island

Saint Simons Island house

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Perfect base for a family holiday” We have rented many holiday homes in various countries and this was far and away the best. The location is convenient for the beach and the village (being mad English people, we even walked to both in the noonday sun
…see more

Price per night from

$494

Price per night from

$494

36

THE NEW ON THE MARKET!! CONDO 113 A MUST SEE LOCATION 2018!! BE FIRST TO STAY!!

Golden Isles of Georgia / St. Simons Island

Saint Simons Island condo

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$120

Responds fast!
avg. 31 minutes

Price per night from

$120

(1) Very Good 

24

St. Simons Island Condo w/Pool Access - Near Beach

Golden Isles of Georgia / St. Simons Island

Saint Simons Island apartment

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$132

Responds fast!
avg. 22 minutes

Price per night from

$132

(3) Very Good 

13

2 Bedroom Condo-Beach-Pool-Bikes

Golden Isles of Georgia / St. Simons Island

Saint Simons Island condo

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$287

Responds fast!
avg. 2 hours 4 minutes

Price per night from

$287

(37) Excellent 

16

Vista Soleil Townhouse: St. Simon's Beach Getaway

Golden Isles of Georgia / St. Simons Island

Saint Simons Island townhouse

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Nice House, Great Location” Fantastic location with all the amenities you would ever need for a weeks stay. Three bedrooms each with their own bathrooms is great for groups. The only thing that was ever a hassle was how small the kitchen was.
…see more

Price per night from

$127

Responds fast!
avg. 3 hours 34 minutes

Price per night from

$127

(1) Excellent 

17

Great Ocean View Condo on the Beach

Golden Isles of Georgia / St. Simons Island

Saint Simons Island apartment

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$307

Price per night from

$307

(3) Very Good 

12

Private retreat w/heated pool/spa in hidden garden

Golden Isles of Georgia / St. Simons Island

Saint Simons Island cottage

3 4 7 nights min

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

Price per night from

$288

Price per night from

$288

37

Ocean Six *walk to the village sleeps 6 in beds 2 on sleeper sofa

Golden Isles of Georgia / St. Simons Island

Saint Simons Island house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 1 mi
  • Swimming pool
  • Child Friendly

Price per night from

$339

Price per night from

$339

(1) Excellent 

31

Lovely poolside condo, convenient to everything!

Golden Isles of Georgia / St. Simons Island

Saint Simons Island condo

1 3 2 nights min

  • 1 bedroom
  • sleeps 3
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$114

Responds fast!
avg. 1 hour 4 minutes

Price per night from

$114

(10) Very Good 

29

THE GREAT LOCATION!!!!! A MUST SEE!!! 2018 GASGOINGE #75

Golden Isles of Georgia / St. Simons Island

Saint Simons Island apartment

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
“Awesome place to visit!” We decided to take a quick trip for Thanksgiving and this was the perfect spot! The condo was the perfect size for our family of 3 although it would be comfortable for 4-6 people! The neighborhood is quiet and close to the pie
…see more

Price per night from

$120

Responds fast!
avg. 52 minutes

Price per night from

$120

(9) Excellent 

47

Oceanfront Condo - Recently Renovated and Dog Friendly

Golden Isles of Georgia / St. Simons Island

Saint Simons Island condo

2 7 min stay varies

  • 2 bedrooms
  • sleeps 7
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Great visit!” Recently stayed here for a weekend. I could not be happier with the accommodations. The condo was extremely clean, quiet, convenient to the Village and other restaurants, attractions and shops on the island. I look forward to staying her
…see more

Price per night from

$228

Responds fast!
avg. 3 hours 52 minutes

Price per night from

$228

(8) Excellent 

Certificate of Excellence

21

Gorgeous 2bed/2.5bath -Walking Distance to the Village & Beach

Golden Isles of Georgia / St. Simons Island

Saint Simons Island villa

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
“Very Clean and well kept.” Near the beach very clean and quiet well equipped and comfortable villa. Would stay again in a minute .
…see more

Certificate of Excellence

Price per night from

$172

Responds fast!
avg. 42 minutes

Price per night from

$172

(10) Very Good 

11

St. Simons Island Secret

Golden Isles of Georgia / St. Simons Island

Saint Simons Island apartment

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
“Nice place” Very nice condo. The only thing that could be improved is the kitchen. Overall, nice, clean place. Convenient to the beach and a short bike ride to the village.
…see more

Price per night from

$144

Responds fast!
avg. 2 hours 10 minutes

Price per night from

$144

(7) Excellent 

22

Booking NOW for Spring and Summer

Golden Isles of Georgia / St. Simons Island

Saint Simons Island apartment

2 5 3 nights min

  • 2 bedrooms
  • sleeps 5
  • 3 nights min
  • Nearest beach 5 mi
  • Swimming pool
  • Child Friendly

Price per night from

$115

Responds fast!
avg. 1 hour 59 minutes

Price per night from

$115

60

South Island Gated Luxury Ground Floor Condo Sleeps 4 Best Location Free WIFI

Golden Isles of Georgia / St. Simons Island

Saint Simons Island condo

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Nearest beach 2 mi
  • Swimming pool
  • Child Friendly

Price per night from

$96

Responds fast!
avg. 1 hour 35 minutes

Price per night from

$96

28

An Oasis of Relaxation

Golden Isles of Georgia / St. Simons Island

Saint Simons Island condo

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$203

Price per night from

$203

7

NEW LUXURIOUS CONDO THAT HAS IT ALL !!

Golden Isles of Georgia / St. Simons Island

Saint Simons Island condo

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$120

Responds fast!
avg. 47 minutes

Price per night from

$120

(1) Excellent 

23

Completely Remodeled Coastal Condo

Golden Isles of Georgia / St. Simons Island

Saint Simons Island townhouse

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning
“nice place” The Condo was very nice & very clean, we enjoyed our stay and the owner was very nice and also gave us details on good places to eat and things to see. St Simon Island was beautiful. The only thing was we thought we could fish on the plac
…see more

Price per night from

$144

Responds fast!
avg. 2 hours 1 minutes

Price per night from

$144

(1) Excellent 

8

3 Bedroom, Sleeps 7 at The Reserve

Golden Isles of Georgia / St. Simons Island

Saint Simons Island house

3 7 4 nights min

  • 3 bedrooms
  • sleeps 7
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
“We shared the townhouse with our son, wife and daughter.” Very nice townhouse and easy to work with owners. Quiet neighborhood and excellent appliances. Parking for 2 vehicles was often a problem as some neighbors were having a party in the evenings
…see more

Price per night from

$304

Price per night from

$304

(5) Excellent 

12

St Simons Condo - Perfect for Boaters

Golden Isles of Georgia / St. Simons Island

Saint Simons Island apartment

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“Spacious and luxurious condo with relaxing waterfront view” My husband and I rented this unit for a week in July and brought along our 9 month old son and my parents. The unit was very spacious, clean and luxurious. We used the balcony every night t
…see more

Price per night from

$264

Price per night from

$264

(9) Very Good 

Certificate of Excellence

36

THE 2018 BEST KEPT SECRET LOCATION!! LOCATION!! LOCATION!! #64

Golden Isles of Georgia / St. Simons Island

Saint Simons Island apartment

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool

Certificate of Excellence

Price per night from

$120

Responds fast!
avg. 36 minutes

Price per night from

$120

(4) Excellent 

29

Perfect Family Vacation Bi-Level Townhouse

Golden Isles of Georgia / St. Simons Island

Saint Simons Island condo

3 7 3 nights min

  • 3 bedrooms
  • sleeps 7
  • 3 nights min
  • Nearest beach 2 mi
  • Swimming pool
  • Child Friendly

Price per night from

$304

Responds fast!
avg. 2 hours 3 minutes

Price per night from

$304

(2) Excellent 

20

Island Haven at Ocean Walk, a great condo for families or meeting friends.

Golden Isles of Georgia / St. Simons Island

Saint Simons Island condo

3 6 4 nights min

  • 3 bedrooms
  • sleeps 6
  • 4 nights min
  • Nearest beach 2 mi
  • Swimming pool
  • Child Friendly

Price per night from

$172

Price per night from

$172

43

South End Townhouse - Recently Renovated and Dog Friendly!

Golden Isles of Georgia / St. Simons Island

Saint Simons Island townhouse

3 11 min stay varies

  • 3 bedrooms
  • sleeps 11
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$228

Responds fast!
avg. 3 hours 52 minutes

Price per night from

$228

(2) Average 

21

King & Prince South Beach Villa

Golden Isles of Georgia / St. Simons Island

Saint Simons Island apartment

3 7 3 nights min

  • 3 bedrooms
  • sleeps 7
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$396

Price per night from

$396

24

St Simons Island Marshfront Condo with Pool

Golden Isles of Georgia / St. Simons Island

Saint Simons Island condo

3 6 30 nights min

  • 3 bedrooms
  • sleeps 6
  • 30 nights min
  • Nearest beach 2 mi
  • Swimming pool
  • Child Friendly

Price per night from

$84

Price per night from

$84

20

Avonlea Cottage, 5 bedrooms, 2 community pools

Golden Isles of Georgia / St. Simons Island

Saint Simons Island house

5 12 min stay varies

  • 5 bedrooms
  • sleeps 12
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$574

Price per night from

$574

21

Luxury Condo on SSI

Golden Isles of Georgia / St. Simons Island

Saint Simons Island condo

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$277

Responds fast!
avg. 3 hours 17 minutes

Price per night from

$277

(1) Excellent 

29

Stylish condo with marsh-facing balcony and shared pool!

Golden Isles of Georgia / St. Simons Island

Saint Simons Island house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$112

Price per night from

$112

24

Elegant resort townhouse w/ shared pool, private deck & on-site golfing!

Golden Isles of Georgia / St. Simons Island

Saint Simons Island house

2 2 min stay varies

  • 2 bedrooms
  • sleeps 2
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$124

Price per night from

$124