Vacation Rentals with Pool in St. Simons Island

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Filtering by: Swimming pool

326 vacation rentals

(4) Excellent 

    50

    Best South Island Location Gated Luxury Condo sleeps 5 pool fitness 75 mgbs WIFI

    Golden Isles of Georgia / St. Simons Island

    Saint Simons Island condo

    1 5 2 nights min

    • 1 bedroom
    • sleeps 5
    • 2 nights min
    • Nearest beach 1 mi
    • Swimming pool
    • Child Friendly
    “Attention to Detail” Thank you Amy and Tom for providing all the details a traveler needs. It is also evident that you have put a lot of time and thought into decorating the condo. We had a wonderful week on Saint Simons Island. We biked and walked

    Price per night from

    $132

    Responds fast!
    avg. 1 hour 21 minutes

    Price per night from

    $132

    (17) Excellent 

      2

      Book for Summer! Cheery Ocean Walk 2bd/2bd condo near Village, Parks, Pools!

      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

      Price per night from

      $110

      Price per night from

      $110

      (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

        $400

        Responds fast!
        avg. 3 hours 4 minutes

        Price per night from

        $400

        (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

          $686

          Responds fast!
          avg. 3 hours 4 minutes

          Price per night from

          $686

          (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

            Price per night from

            $315

            Price per night from

            $315

            (2) Very Good 

              22

              Traci's Salt Air

              Golden Isles of Georgia / St. Simons Island

              Saint Simons Island apartment

              1 4 min stay varies

              • 1 bedroom
              • sleeps 4
              • min stay varies
              • Swimming pool
              • Child Friendly
              • Air conditioning

              Price per night from

              $189

              Price per night from

              $189

              (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

                (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

                  Price per night from

                  $492

                  Price per night from

                  $492

                  (2) 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

                    $971

                    Responds fast!
                    avg. 3 hours 1 minutes

                    Price per night from

                    $971

                      36

                      A 2019 MUST SEE CHARM... LOCATION LOCATION!! BE THE FIRST TO STAY IN CONDO 113

                      Golden Isles of Georgia / St. Simons Island

                      Saint Simons Island condo

                      2 6 min stay varies

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

                      Price per night from

                      $119

                      Responds fast!
                      avg. 41 minutes

                      Price per night from

                      $119

                      (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.

                        Price per night from

                        $126

                        Responds fast!
                        avg. 3 hours 14 minutes

                        Price per night from

                        $126

                        (1) Very Good 

                          24

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

                          Golden Isles of Georgia / St. Simons Island

                          Saint Simons Island apartment

                          2 6 min stay varies

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

                          Price per night from

                          $132

                          Responds fast!
                          avg. 40 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

                            $286

                            Responds fast!
                            avg. 2 hours 3 minutes

                            Price per night from

                            $286

                              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

                              $337

                              Price per night from

                              $337

                              (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

                                $349

                                Price per night from

                                $349

                                (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 .

                                  Certificate of Excellence

                                  Price per night from

                                  $172

                                  Responds fast!
                                  avg. 40 minutes

                                  Price per night from

                                  $172

                                  (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

                                    $286

                                    Price per night from

                                    $286

                                    (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

                                      $113

                                      Responds fast!
                                      avg. 1 hour 0 minutes

                                      Price per night from

                                      $113

                                      (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

                                        Price per night from

                                        $228

                                        Responds fast!
                                        avg. 3 hours 41 minutes

                                        Price per night from

                                        $228

                                        (10) Very Good 

                                          29

                                          THE GREAT LOCATION!!!!! A MUST SEE!!! 2019 GASGOINGE #75

                                          Golden Isles of Georgia / St. Simons Island

                                          Saint Simons Island apartment

                                          2 6 min stay varies

                                          • 2 bedrooms
                                          • sleeps 6
                                          • min stay varies
                                          • Beach / lakeside relaxation
                                          • Nearest beach 2 mi
                                          • Swimming pool

                                          Price per night from

                                          $119

                                          Responds fast!
                                          avg. 56 minutes

                                          Price per night from

                                          $119

                                          (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.

                                            Price per night from

                                            $144

                                            Responds fast!
                                            avg. 2 hours 16 minutes

                                            Price per night from

                                            $144

                                              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

                                              $114

                                              Responds fast!
                                              avg. 1 hour 21 minutes

                                              Price per night from

                                              $114

                                              (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

                                                Price per night from

                                                $143

                                                Responds fast!
                                                avg. 2 hours 2 minutes

                                                Price per night from

                                                $143

                                                (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

                                                  $144

                                                  Responds fast!
                                                  avg. 1 hour 1 minutes

                                                  Price per night from

                                                  $144

                                                    7

                                                    NEW LUXURIOUS CONDO 2019!! THAT HAS IT ALL !! #10

                                                    Golden Isles of Georgia / St. Simons Island

                                                    Saint Simons Island condo

                                                    2 6 min stay varies

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

                                                    Price per night from

                                                    $119

                                                    Responds fast!
                                                    avg. 47 minutes

                                                    Price per night from

                                                    $119

                                                    (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

                                                      Price per night from

                                                      $304

                                                      Price per night from

                                                      $304

                                                        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

                                                        (9) Very Good 

                                                        Certificate of Excellence

                                                          36

                                                          THE 2019 BEST KEPT SECRET LOCATION!! LOCATION!! LOCATION!! #64

                                                          Golden Isles of Georgia / St. Simons Island

                                                          Saint Simons Island apartment

                                                          2 6 min stay varies

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

                                                          Certificate of Excellence

                                                          Price per night from

                                                          $119

                                                          Responds fast!
                                                          avg. 36 minutes

                                                          Price per night from

                                                          $119

                                                          (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

                                                            Price per night from

                                                            $318

                                                            Price per night from

                                                            $318

                                                            (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 min stay varies

                                                              • 3 bedrooms
                                                              • sleeps 6
                                                              • min stay varies
                                                              • Nearest beach 2 mi
                                                              • Swimming pool
                                                              • Child Friendly

                                                              Price per night from

                                                              $172

                                                              Price per night from

                                                              $172

                                                              (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

                                                                $303

                                                                Responds fast!
                                                                avg. 1 hour 14 minutes

                                                                Price per night from

                                                                $303

                                                                  15

                                                                  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

                                                                  $90

                                                                  Price per night from

                                                                  $90

                                                                    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

                                                                    $113

                                                                    Responds fast!
                                                                    avg. 3 hours 41 minutes

                                                                    Price per night from

                                                                    $113

                                                                    (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

                                                                      $453

                                                                      Price per night from

                                                                      $453

                                                                      (1) Excellent 

                                                                        25

                                                                        South Island Luxury Gated 2 Bd 2 Bth Condo w/ Sunroom, Pool, Beach Chairs Towels

                                                                        Golden Isles of Georgia / St. Simons Island

                                                                        Saint Simons Island condo

                                                                        2 6 2 nights min

                                                                        • 2 bedrooms
                                                                        • sleeps 6
                                                                        • 2 nights min
                                                                        • Beach / lakeside relaxation
                                                                        • Nearest beach 1 mi
                                                                        • Swimming pool

                                                                        Price per night from

                                                                        $137

                                                                        Responds fast!
                                                                        avg. 1 hour 21 minutes

                                                                        Price per night from

                                                                        $137

                                                                          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

                                                                          $570

                                                                          Price per night from

                                                                          $570

                                                                            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

                                                                            $314

                                                                            Responds fast!
                                                                            avg. 3 hours 18 minutes

                                                                            Price per night from

                                                                            $314

                                                                            Great rentals within 20 miles that match your search

                                                                            Distance approx 4.37 km from St. Simons Island

                                                                              35

                                                                              Very Nice Cottage

                                                                              Golden Isles of Georgia / Brunswick

                                                                              Brunswick house

                                                                              3 10 min stay varies

                                                                              • 3 bedrooms
                                                                              • sleeps 10
                                                                              • min stay varies
                                                                              • Swimming pool
                                                                              • Child Friendly
                                                                              • Car not necessary

                                                                              Price per night from

                                                                              $288

                                                                              Price per night from

                                                                              $288