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166 Houses

(29) Excellent 

    10

    Coastal Cottage Off the Beaten Path The Chum Shack

    Georgia Coast / Darien

    Darien house

    2 8 3 nights min

    • 2 bedrooms
    • sleeps 8
    • 3 nights min
    • Beach / lakeside relaxation
    • Nearest beach 10 mi
    • Child Friendly
    “A Secluded Romantic Getaway” From the moment we started down the beautifully shaded driveway we knew we had found the secluded place for all the rest of our vacations to come.This is a must see, must stay at country cottage nestled back in the woods b
    …see more

    Price per night from

    $172

    Responds fast!
    avg. 1 hour 1 minutes

    Price per night from

    $172

    (1) Excellent 

      23

      Red Door Cottage: our home away from home

      Georgia Coast / Darien

      Darien house

      2 4 3 nights min

      • 2 bedrooms
      • sleeps 4
      • 3 nights min
      • Nearest beach 0 mi
      • Child Friendly
      • Air conditioning

      Price per night from

      $184

      Price per night from

      $184

      (1) Excellent 

        11

        My Sapelo Retreat-Leave the World Behind

        Georgia Coast / Darien

        Darien apartment

        1 6 2 nights min

        • 1 bedroom
        • sleeps 6
        • 2 nights min
        • Beach / lakeside relaxation

        Price per night from

        $160

        Price per night from

        $160

          42

          Georgia Coast / Darien

          Darien house

          3 10 4 nights min

          • 3 bedrooms
          • sleeps 10
          • 4 nights min
          • Child Friendly
          • Air conditioning
          • Pet Friendly

          Price per night from

          $240

          Price per night from

          $240

          Great rentals within 20 miles that match your search

          Distance approx 16.09 km from Darien

          (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

            $110

            Price per night from

            $110

            Distance approx 14.89 km from Darien

            (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
              …see more

              Price per night from

              $132

              Responds fast!
              avg. 1 hour 3 minutes

              Price per night from

              $132

              Distance approx 16.27 km from Darien

              (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

                Distance approx 16.3 km from Darien

                (43) Excellent 

                  25

                  Stunning East Beach Villa, steps to the beach with huge deck!

                  Golden Isles of Georgia / St. Simons Island

                  Saint Simons Island apartment

                  2 4 min stay varies

                  • 2 bedrooms
                  • sleeps 4
                  • min stay varies
                  • Beach / lakeside relaxation
                  • Child Friendly
                  • Car not necessary
                  “Comfortable and Close to the Beach!” Excellent location. Comfortable space with all the amenities. Well-equipped, including kitchen items, bedding and towels. Clean, crisp colors and decor created a very relaxing atmosphere. The amazingly beautiful be
                  …see more

                  Price per night from

                  $172

                  Responds fast!
                  avg. 3 hours 1 minutes

                  Price per night from

                  $172

                  Distance approx 16.32 km from Darien

                  (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

                    Distance approx 12.56 km from Darien

                    (8) Excellent 

                      8

                      Beautiful Family Cottage ☆ Stunning Marsh Views

                      Golden Isles of Georgia / St. Simons Island

                      Saint Simons Island house

                      3 8 3 nights min

                      • 3 bedrooms
                      • sleeps 8
                      • 3 nights min
                      • Child Friendly
                      • Air conditioning
                      • Pet Friendly
                      “So Comfortable it Feels like Home...” We've stayed here for the past 2 years and Love it! I use a wheelchair and have had no problem getting around. Nice quiet neighborhood in a peaceful setting. Lovely kitchen with great appliances. My husband enjoys
                      …see more

                      Price per night from

                      $189

                      Responds fast!
                      avg. 2 hours 19 minutes

                      Price per night from

                      $189

                      Distance approx 16.44 km from Darien

                      (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

                        $503

                        Price per night from

                        $503

                        Distance approx 16.29 km from Darien

                        (38) Very Good 

                          24

                          $135 / 2br - Beach Condo at St. Simons

                          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
                          • Air conditioning
                          “Most peaceful and comfortable vacation” This was a much needed peaceful vacation. I absolutely love the Island and beach. Thank you Bonnie for sharing your home with us. I would absolutely return.
                          …see more

                          Price per night from

                          $172

                          Responds fast!
                          avg. 3 hours 31 minutes

                          Price per night from

                          $172

                          Distance approx 16.24 km from Darien

                          (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

                            $126

                            Responds fast!
                            avg. 3 hours 14 minutes

                            Price per night from

                            $126

                            Distance approx 16.82 km from Darien

                            (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

                              $974

                              Responds fast!
                              avg. 3 hours 7 minutes

                              Price per night from

                              $974

                              Distance approx 16.21 km from Darien

                                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

                                $338

                                Price per night from

                                $338

                                Distance approx 15.13 km from Darien

                                  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. 31 minutes

                                  Price per night from

                                  $119

                                  Distance approx 16.37 km from Darien

                                  (31) Excellent 

                                    36

                                    arli cottage - Pet Friendly, South End, Short Walk to Village and Beach

                                    Golden Isles of Georgia / St. Simons Island

                                    Saint Simons Island cottage

                                    2 4 min stay varies

                                    • 2 bedrooms
                                    • sleeps 4
                                    • min stay varies
                                    • Beach / lakeside relaxation
                                    • Nearest beach 0.64 mi
                                    • Child Friendly
                                    “Arli cottage” Fantastic, comfortable and convenient to beach and village. Pet friendly with multiple outdoor sitting areas.
                                    …see more

                                    Price per night from

                                    $155

                                    Price per night from

                                    $155

                                    Distance approx 11.15 km from Darien

                                    (1) Excellent 

                                      24

                                      Captain's Bluff

                                      Golden Isles of Georgia / St. Simons Island

                                      Saint Simons Island house

                                      3 8 3 nights min

                                      • 3 bedrooms
                                      • sleeps 8
                                      • 3 nights min
                                      • Child Friendly
                                      • Air conditioning
                                      • Private garden

                                      Price per night from

                                      $487

                                      Responds fast!
                                      avg. 2 hours 9 minutes

                                      Price per night from

                                      $487

                                      Distance approx 16.04 km from Darien

                                      (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. 40 minutes

                                        Price per night from

                                        $172

                                        Distance approx 16.29 km from Darien

                                        (4) Excellent 

                                          27

                                          Sea Salt Cottage

                                          Golden Isles of Georgia / St. Simons Island

                                          Saint Simons Island house

                                          3 6 4 nights min

                                          • 3 bedrooms
                                          • sleeps 6
                                          • 4 nights min
                                          • Child Friendly
                                          • Air conditioning
                                          “Loved the place and the people!!” A new Christmas location for us and another excellent experience with Purple Dog Vacation rentals. This home had all the extras you could hope for plus the attention of a wonderful staff. Wendy couldn't have been mo
                                          …see more

                                          Price per night from

                                          $241

                                          Price per night from

                                          $241

                                          Distance approx 11.64 km from Darien

                                          (2) Average 

                                            20

                                            Sea Palms Golf, Close Beach, Village - Discount for Week or Month Stay

                                            Golden Isles of Georgia / St. Simons Island

                                            Saint Simons Island condo

                                            2 6 min stay varies

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

                                            Price per night from

                                            $114

                                            Responds fast!
                                            avg. 25 minutes

                                            Price per night from

                                            $114

                                            Distance approx 16.17 km from Darien

                                            (1) Excellent 

                                              14

                                              FLETC South St Simons Golf Cart

                                              Golden Isles of Georgia / St. Simons Island

                                              Saint Simons Island house

                                              3 6 7 nights min

                                              • 3 bedrooms
                                              • sleeps 6
                                              • 7 nights min
                                              • Child Friendly
                                              • Air conditioning
                                              • Pet Friendly

                                              Price per night from

                                              $229

                                              Responds fast!
                                              avg. 1 hour 38 minutes

                                              Price per night from

                                              $229

                                              Distance approx 16.41 km from Darien

                                              (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

                                                $350

                                                Price per night from

                                                $350

                                                Distance approx 14.59 km from Darien

                                                (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

                                                  $147

                                                  Responds fast!
                                                  avg. 1 hour 28 minutes

                                                  Price per night from

                                                  $147

                                                  Distance approx 19.8 km from Darien

                                                  (23) Very Good 

                                                    12

                                                    "Aloft" on Jekyll Island - Studio Rental

                                                    Golden Isles of Georgia / Jekyll Island

                                                    Jekyll Island apartment

                                                    1 2 2 nights min

                                                    • 1 bedroom
                                                    • sleeps 2
                                                    • 2 nights min
                                                    • Beach / lakeside relaxation
                                                    • Nearest beach 3 mi
                                                    • Ask about children
                                                    “A Real Gem!” First I'd like to point out our only criticism: the bed is rather squeaky, but we found even that to be charming and it was an ongoing inside joke for the duration of our stay. Other than that, my boyfriend and I both agree that the exper
                                                    …see more

                                                    Price per night from

                                                    $126

                                                    Responds fast!
                                                    avg. 3 hours 0 minutes

                                                    Price per night from

                                                    $126

                                                    Distance approx 16.69 km from Darien

                                                      18

                                                      Blue Crab Cottage

                                                      Golden Isles of Georgia / St. Simons Island

                                                      Saint Simons Island house

                                                      6 14 7 nights min

                                                      • 6 bedrooms
                                                      • sleeps 14
                                                      • 7 nights min
                                                      • Child Friendly

                                                      Price per night from

                                                      $1,675

                                                      Price per night from

                                                      $1,675

                                                      Distance approx 16.57 km from Darien

                                                        24

                                                        Bright St. Simons Island House - Walk to Beach!

                                                        Golden Isles of Georgia / St. Simons Island

                                                        Saint Simons Island house

                                                        3 10 5 nights min

                                                        • 3 bedrooms
                                                        • sleeps 10
                                                        • 5 nights min
                                                        • Child Friendly
                                                        • Air conditioning
                                                        • Pet Friendly

                                                        Price per night from

                                                        $246

                                                        Responds fast!
                                                        avg. 36 minutes

                                                        Price per night from

                                                        $246

                                                        Distance approx 14.9 km from Darien

                                                          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

                                                          $116

                                                          Responds fast!
                                                          avg. 1 hour 22 minutes

                                                          Price per night from

                                                          $116

                                                          Distance approx 11.36 km from Darien

                                                          (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

                                                            $303

                                                            Price per night from

                                                            $303

                                                            Distance approx 16.57 km from Darien

                                                              24

                                                              Walk to Beach & Village- totally renovated cottage

                                                              Golden Isles of Georgia / St. Simons Island

                                                              Saint Simons Island house

                                                              3 6 min stay varies

                                                              • 3 bedrooms
                                                              • sleeps 6
                                                              • min stay varies
                                                              • Child Friendly
                                                              • Air conditioning
                                                              • Private garden

                                                              Price per night from

                                                              $172

                                                              Price per night from

                                                              $172

                                                              Distance approx 14.27 km from Darien

                                                              (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

                                                                $263

                                                                Price per night from

                                                                $263

                                                                Distance approx 16.76 km from Darien

                                                                (1) Average 

                                                                  20

                                                                  Ocean View 2 Bedroom Condo 2nd Floor

                                                                  Golden Isles of Georgia / St. Simons Island

                                                                  Saint Simons Island apartment

                                                                  2 4 min stay varies

                                                                  • 2 bedrooms
                                                                  • sleeps 4
                                                                  • min stay varies
                                                                  • Child Friendly

                                                                  Price per night from

                                                                  $257

                                                                  Price per night from

                                                                  $257

                                                                  Distance approx 16.46 km from Darien

                                                                  (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

                                                                    $463

                                                                    Price per night from

                                                                    $463

                                                                    Distance approx 14.75 km from Darien

                                                                      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

                                                                      $89

                                                                      Price per night from

                                                                      $89

                                                                      Distance approx 16.21 km from Darien

                                                                        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

                                                                        $571

                                                                        Price per night from

                                                                        $571

                                                                        Distance approx 16.67 km from Darien

                                                                          24

                                                                          Located IN the Village - Walk to everything

                                                                          Golden Isles of Georgia / St. Simons Island

                                                                          Saint Simons Island house

                                                                          3 9 2 nights min

                                                                          • 3 bedrooms
                                                                          • sleeps 9
                                                                          • 2 nights min
                                                                          • Ask about children
                                                                          • Air conditioning
                                                                          • Pet Friendly

                                                                          Price per night from

                                                                          $302

                                                                          Price per night from

                                                                          $302

                                                                          Distance approx 14.3 km from Darien

                                                                            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

                                                                            $323

                                                                            Responds fast!
                                                                            avg. 3 hours 18 minutes

                                                                            Price per night from

                                                                            $323

                                                                            Distance approx 16.38 km from Darien

                                                                            (4) Very Good 

                                                                              24

                                                                              Relaxing Hope Harbour

                                                                              Golden Isles of Georgia / St. Simons Island

                                                                              Saint Simons Island cottage

                                                                              3 7 3 nights min

                                                                              • 3 bedrooms
                                                                              • sleeps 7
                                                                              • 3 nights min
                                                                              • Child Friendly
                                                                              • Air conditioning
                                                                              • Pet Friendly

                                                                              Price per night from

                                                                              $172

                                                                              Price per night from

                                                                              $172