Vacation Rentals with Pool in Saint Augustine Beach

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Filtering by: Swimming pool

547 vacation rentals

(1) Excellent 

    16

    EASTER SPECIAL APRIL 13-27/19 SEASIDE AT ANASTASIA, 3 BED, 2 BATH CONDO

    St. Augustine / Saint Augustine Beach

    Saint Augustine Beach condo

    3 6 7 nights min

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

    Price per night from

    $155

    Price per night from

    $155

    (2) Excellent 

      45

      NEW IN 2018! Elevator & heated pool. Ocean views! NO STREETS TO CROSS to beach.

      St. Augustine / Saint Augustine Beach

      Saint Augustine Beach house

      4 9 min stay varies

      • 4 bedrooms
      • sleeps 9
      • min stay varies
      • Nearest beach 0 mi
      • Swimming pool
      • Child Friendly

      Price per night from

      $572

      Price per night from

      $572

        28

        NEW! St. Augustine Resort Condo Steps from Beach!

        St. Augustine / Saint Augustine Beach

        Saint Augustine Beach condo

        2 6 min stay varies

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

        Price per night from

        $98

        Responds fast!
        avg. 11 minutes

        Price per night from

        $98

        (26) Very Good 

          22

          This Little Condo at the Beach has it All!

          St. Augustine / Saint Augustine Beach

          Saint Augustine Beach condo

          2 6 min stay varies

          • 2 bedrooms
          • sleeps 6
          • min stay varies
          • Beach / lakeside relaxation
          • Nearest beach 0 mi
          • Swimming pool
          “Great stay!!” Very nice Condo, steps away from the beach. It was perfect for us. Owner's are extremely nice! I will definitely book again in the future!
          …see more

          Price per night from

          $107

          Responds fast!
          avg. 3 hours 49 minutes

          Price per night from

          $107

            13

            Sunshine and Seashells

            St. Augustine / Saint Augustine Beach

            Saint Augustine Beach condo

            1 4 3 nights min

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

            Price per night from

            $138

            Price per night from

            $138

            (4) Excellent 

              23

              Relaxing Ocean View Getaway: Sea Winds Beach Condo

              St. Augustine / Saint Augustine Beach

              Saint Augustine Beach condo

              2 6 3 nights min

              • 2 bedrooms
              • sleeps 6
              • 3 nights min
              • Beach / lakeside relaxation
              • Swimming pool
              • Child Friendly

              Price per night from

              $149

              Responds fast!
              avg. 3 hours 51 minutes

              Price per night from

              $149

                24

                Chic St. Augustine Condo w/ Pool & Beach Access!

                St. Augustine / Saint Augustine Beach

                Saint Augustine Beach apartment

                2 6 min stay varies

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

                Price per night from

                $109

                Responds fast!
                avg. 11 minutes

                Price per night from

                $109

                (2) Excellent 

                  36

                  Natural Beauty ALL AROUND at St Augustine Beach - clean, quiet close to sand!

                  St. Augustine / Saint Augustine Beach

                  Saint Augustine Beach condo

                  2 7 min stay varies

                  • 2 bedrooms
                  • sleeps 7
                  • min stay varies
                  • Swimming pool
                  • Child Friendly
                  • Air conditioning

                  Price per night from

                  $172

                  Price per night from

                  $172

                  (4) Excellent 

                    35

                    St. Augustine Beach Condo w/ Patio & Pool Access!

                    St. Augustine / Saint Augustine Beach

                    Saint Augustine Beach apartment

                    3 6 3 nights min

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

                    Price per night from

                    $201

                    Responds fast!
                    avg. 11 minutes

                    Price per night from

                    $201

                      29

                      Atlantic Ocean Front Condo directly on the Beach ~ CHECK OUT THE VIEWS!

                      St. Augustine / Saint Augustine Beach

                      Saint Augustine Beach condo

                      3 10 min stay varies

                      • 3 bedrooms
                      • sleeps 10
                      • min stay varies
                      • Swimming pool
                      • Child Friendly
                      • Air conditioning

                      Price per night from

                      $247

                      Responds fast!
                      avg. 2 hours 47 minutes

                      Price per night from

                      $247

                        23

                        Windjammer Direct Ocean with River Views. Book Now for Your Summer Getaway

                        St. Augustine / Saint Augustine Beach

                        Saint Augustine Beach condo

                        2 4 7 nights min

                        • 2 bedrooms
                        • sleeps 4
                        • 7 nights min
                        • Beach / lakeside relaxation
                        • Nearest beach 0 mi
                        • Swimming pool

                        Price per night from

                        $180

                        Responds fast!
                        avg. 3 hours 23 minutes

                        Price per night from

                        $180

                        (4) Excellent 

                          47

                          Affordable and Ocean View! Ground Floor 1 bedroom Condo overlooking the Pool

                          St. Augustine / Saint Augustine Beach

                          Saint Augustine Beach apartment

                          1 4 min stay varies

                          • 1 bedroom
                          • sleeps 4
                          • min stay varies
                          • Beach / lakeside relaxation
                          • Swimming pool
                          • Child Friendly

                          Price per night from

                          $102

                          Responds fast!
                          avg. 1 hour 5 minutes

                          Price per night from

                          $102

                            21

                            Great Beach Resort with lots of Amenities - Recently Updated - GREAT PRICE!!!

                            St. Augustine / Saint Augustine Beach

                            Saint Augustine Beach apartment

                            2 7 min stay varies

                            • 2 bedrooms
                            • sleeps 7
                            • min stay varies
                            • Swimming pool
                            • Child Friendly
                            • Air conditioning

                            Price per night from

                            $144

                            Responds fast!
                            avg. 2 hours 47 minutes

                            Price per night from

                            $144

                              45

                              NEW IN 2018! Ocean View Home w/ Heated Pool, Elevator, Rooftop Deck, Sleeps 10

                              St. Augustine / Saint Augustine Beach

                              Saint Augustine Beach house

                              3 10 min stay varies

                              • 3 bedrooms
                              • sleeps 10
                              • min stay varies
                              • Swimming pool
                              • Child Friendly
                              • Air conditioning

                              Price per night from

                              $606

                              Price per night from

                              $606

                              (5) Excellent 

                                49

                                CLOSEST TO BEACH!! Oceanfront, Ground Floor, King Bed, Kids Backyard, 2 Pools

                                St. Augustine / Saint Augustine Beach

                                Saint Augustine Beach condo

                                2 6 3 nights min

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

                                Price per night from

                                $155

                                Price per night from

                                $155

                                (2) Excellent 

                                  12

                                  Lola’s Atrium Loft- steps to OCEAN, pool,courts, hottub,restaurants & groceries

                                  St. Augustine / Saint Augustine Beach

                                  Saint Augustine Beach condo

                                  2 5 5 nights min

                                  • 2 bedrooms
                                  • sleeps 5
                                  • 5 nights min
                                  • Nearest beach 0.05 mi
                                  • Swimming pool
                                  • Child Friendly

                                  Price per night from

                                  $145

                                  Responds fast!
                                  avg. 15 minutes

                                  Price per night from

                                  $145

                                    26

                                    Ocean Gallery - Monthly Condo Rental

                                    St. Augustine / Saint Augustine Beach

                                    Saint Augustine Beach condo

                                    2 6 30 nights min

                                    • 2 bedrooms
                                    • sleeps 6
                                    • 30 nights min
                                    • Nearest beach 0 mi
                                    • Swimming pool
                                    • Child Friendly

                                    Price per night from

                                    $86

                                    Price per night from

                                    $86

                                    (41) Excellent 

                                    Certificate of Excellence

                                      15

                                      Fabulous Direct Oceanfront Condo, Crescent Beach

                                      St. Augustine / Saint Augustine Beach

                                      Saint Augustine Beach apartment

                                      1 4 min stay varies

                                      • 1 bedroom
                                      • sleeps 4
                                      • min stay varies
                                      • Beach / lakeside relaxation
                                      • Nearest beach 0 mi
                                      • Swimming pool

                                      Certificate of Excellence

                                      Price per night from

                                      $129

                                      Responds fast!
                                      avg. 3 hours 11 minutes

                                      Price per night from

                                      $129

                                      (7) Very Good 

                                      Certificate of Excellence

                                        21

                                        A Simple Anastasia Island Getaway

                                        St. Augustine / Saint Augustine Beach

                                        Saint Augustine Beach condo

                                        2 6 3 nights min

                                        • 2 bedrooms
                                        • sleeps 6
                                        • 3 nights min
                                        • Swimming pool
                                        • Ask about children
                                        • Air conditioning

                                        Certificate of Excellence

                                        Price per night from

                                        $152

                                        Price per night from

                                        $152

                                          15

                                          Best B&B on the Beach!

                                          St. Augustine / Saint Augustine Beach

                                          Saint Augustine Beach condo

                                          1 2 1 night min

                                          • 1 bedroom
                                          • sleeps 2
                                          • 1 night min
                                          • Swimming pool
                                          • Air conditioning
                                          • Private garden

                                          Price per night from

                                          $172

                                          Price per night from

                                          $172

                                          (1) Excellent 

                                            17

                                            ** Ocean View, 3rd Fl, Elevator Bldg R , Ocean Village Club - Ocean View **

                                            St. Augustine / Saint Augustine Beach

                                            Saint Augustine Beach condo

                                            2 6 3 nights min

                                            • 2 bedrooms
                                            • sleeps 6
                                            • 3 nights min
                                            • Nearest beach 0 mi
                                            • Swimming pool
                                            • Child Friendly

                                            Price per night from

                                            $184

                                            Responds fast!
                                            avg. 2 hours 43 minutes

                                            Price per night from

                                            $184

                                              15

                                              Seaside Serenity

                                              St. Augustine / Saint Augustine Beach

                                              Saint Augustine Beach condo

                                              2 6 3 nights min

                                              • 2 bedrooms
                                              • sleeps 6
                                              • 3 nights min
                                              • Beach / lakeside relaxation
                                              • Nearest beach 0 mi
                                              • Swimming pool

                                              Price per night from

                                              $189

                                              Price per night from

                                              $189

                                              (1) Excellent 

                                                25

                                                Cozy 2BR St. Augustine Beach Condo Steps to Beach!

                                                St. Augustine / Saint Augustine Beach

                                                Saint Augustine Beach apartment

                                                2 7 min stay varies

                                                • 2 bedrooms
                                                • sleeps 7
                                                • min stay varies
                                                • Swimming pool
                                                • Child Friendly
                                                • Air conditioning

                                                Price per night from

                                                $137

                                                Responds fast!
                                                avg. 11 minutes

                                                Price per night from

                                                $137

                                                  38

                                                  Summerhouse 362

                                                  St. Augustine / Saint Augustine Beach

                                                  Saint Augustine Beach condo

                                                  2 6 min stay varies

                                                  • 2 bedrooms
                                                  • sleeps 6
                                                  • min stay varies
                                                  • Swimming pool
                                                  • Ask about children

                                                  Price per night from

                                                  $131

                                                  Price per night from

                                                  $131

                                                  (10) Excellent 

                                                    16

                                                    Ocean View Private Pool Home-St. Augustine Beach, No busy streets to cross

                                                    St. Augustine / Saint Augustine Beach

                                                    Saint Augustine Beach house

                                                    3 7 min stay varies

                                                    • 3 bedrooms
                                                    • sleeps 7
                                                    • min stay varies
                                                    • Beach / lakeside relaxation
                                                    • Nearest beach 0 mi
                                                    • Swimming pool
                                                    “Fantastic place to stay for a vacation!” We had a group of six including three children. Steps from the beach with easy access. Quiet street with driveway parking. The house itself is great, clean and bright. Has many windows with an upper level deck
                                                    …see more

                                                    Price per night from

                                                    $418

                                                    Price per night from

                                                    $418

                                                    (10) Excellent 

                                                    Certificate of Excellence

                                                      76

                                                      Green Modern newer beach house with private heated pool

                                                      St. Augustine / Saint Augustine Beach

                                                      Saint Augustine Beach house

                                                      4 11 3 nights min

                                                      • 4 bedrooms
                                                      • sleeps 11
                                                      • 3 nights min
                                                      • Beach / lakeside relaxation
                                                      • Swimming pool
                                                      • Child Friendly
                                                      “A lovely, spacious and family-friendly beach house” A very nice beach house with plenty of privacy and numerous amenities that are well described by the owner. I don't wish to take away from the lovely amenities of this home but I'd like to suggest
                                                      …see more

                                                      Certificate of Excellence

                                                      Price per night from

                                                      $331

                                                      Responds fast!
                                                      avg. 1 hour 52 minutes

                                                      Price per night from

                                                      $331

                                                        42

                                                        Sunset Harbor

                                                        St. Augustine / Saint Augustine Beach

                                                        Saint Augustine Beach house

                                                        3 10 min stay varies

                                                        • 3 bedrooms
                                                        • sleeps 10
                                                        • min stay varies
                                                        • Swimming pool
                                                        • Ask about children
                                                        • Pet Friendly

                                                        Price per night from

                                                        $141

                                                        Price per night from

                                                        $141

                                                        (3) Very Good 

                                                          40

                                                          Oceanfront Views on Crescent Beach-Private Balcony-Seaside Heated Pool - Kitchen

                                                          St. Augustine / Saint Augustine Beach

                                                          Saint Augustine Beach condo

                                                          1 3 min stay varies

                                                          • 1 bedroom
                                                          • sleeps 3
                                                          • min stay varies
                                                          • Beach / lakeside relaxation
                                                          • Swimming pool
                                                          • Child Friendly

                                                          Price per night from

                                                          $171

                                                          Responds fast!
                                                          avg. 1 hour 18 minutes

                                                          Price per night from

                                                          $171

                                                          (1) Excellent 

                                                            21

                                                            Endless Summer

                                                            St. Augustine / Saint Augustine Beach

                                                            Saint Augustine Beach house

                                                            4 8 3 nights min

                                                            • 4 bedrooms
                                                            • sleeps 8
                                                            • 3 nights min
                                                            • Swimming pool
                                                            • Child Friendly
                                                            • Air conditioning

                                                            Price per night from

                                                            $596

                                                            Responds fast!
                                                            avg. 38 minutes

                                                            Price per night from

                                                            $596

                                                            (3) Very Good 

                                                              27

                                                              COZY 2 Bedroom Condo, Crescent Beach St. Aug., FL

                                                              St. Augustine / Saint Augustine Beach

                                                              Saint Augustine Beach apartment

                                                              2 6 3 nights min

                                                              • 2 bedrooms
                                                              • sleeps 6
                                                              • 3 nights min
                                                              • Beach / lakeside relaxation
                                                              • Nearest beach 0.1 mi
                                                              • Swimming pool

                                                              Price per night from

                                                              $114

                                                              Responds fast!
                                                              avg. 3 hours 49 minutes

                                                              Price per night from

                                                              $114

                                                                37

                                                                Direct Ocean Front, Family Friendly, Full of Amenities!

                                                                St. Augustine / Saint Augustine Beach

                                                                Saint Augustine Beach townhouse

                                                                2 6 min stay varies

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

                                                                Price per night from

                                                                $201

                                                                Price per night from

                                                                $201

                                                                (6) Very Good 

                                                                  32

                                                                  Spectacular Ocean View with all amenities

                                                                  St. Augustine / Saint Augustine Beach

                                                                  Saint Augustine Beach condo

                                                                  3 8 3 nights min

                                                                  • 3 bedrooms
                                                                  • sleeps 8
                                                                  • 3 nights min
                                                                  • Swimming pool
                                                                  • Child Friendly
                                                                  • Air conditioning

                                                                  Price per night from

                                                                  $172

                                                                  Responds fast!
                                                                  avg. 3 hours 5 minutes

                                                                  Price per night from

                                                                  $172

                                                                    29

                                                                    Spanish Trace 240

                                                                    St. Augustine / Saint Augustine Beach

                                                                    Saint Augustine Beach condo

                                                                    2 6 min stay varies

                                                                    • 2 bedrooms
                                                                    • sleeps 6
                                                                    • min stay varies
                                                                    • Swimming pool
                                                                    • Ask about children

                                                                    Price per night from

                                                                    $121

                                                                    Price per night from

                                                                    $121

                                                                    (9) Excellent 

                                                                      83

                                                                      BEACH POOL TENNIS - OCEAN VILLAGE CLUB CONDO J32 - St. Augustine, FL

                                                                      St. Augustine / Saint Augustine Beach

                                                                      Saint Augustine Beach apartment

                                                                      2 4 min stay varies

                                                                      • 2 bedrooms
                                                                      • sleeps 4
                                                                      • min stay varies
                                                                      • Beach / lakeside relaxation
                                                                      • Swimming pool
                                                                      • Child Friendly
                                                                      “Wonderful experience at J32 Ocean Village Club St. Augustine” A beautiful condo in a fantastic oceanfront resort with direct access to the beach. And "what a beach" one of the most beautiful I have seen in Florida. So much to do and so little time. Gr
                                                                      …see more

                                                                      Price per night from

                                                                      $93

                                                                      Price per night from

                                                                      $93

                                                                      (6) Excellent 

                                                                        27

                                                                        Casa Sloop 25 at Seawinds Condos, St. Augustine Beach, FL

                                                                        St. Augustine / Saint Augustine Beach

                                                                        Saint Augustine Beach condo

                                                                        2 6 min stay varies

                                                                        • 2 bedrooms
                                                                        • sleeps 6
                                                                        • min stay varies
                                                                        • Beach / lakeside relaxation
                                                                        • Nearest beach 0.2 mi
                                                                        • Swimming pool
                                                                        “Fun in the sun” We had Fun! There was everything we needed for out large family. T.V. and dvd in each room and free wi-fi, my teenager loved that! The large shopping center was just a walk or a bike ride, so it made it easy to just relax and not have
                                                                        …see more

                                                                        Price per night from

                                                                        $195

                                                                        Responds fast!
                                                                        avg. 1 hour 16 minutes

                                                                        Price per night from

                                                                        $195

                                                                        (1) Excellent 

                                                                          24

                                                                          Steps to the beach

                                                                          St. Augustine / Saint Augustine Beach

                                                                          Saint Augustine Beach condo

                                                                          2 6 3 nights min

                                                                          • 2 bedrooms
                                                                          • sleeps 6
                                                                          • 3 nights min
                                                                          • Nearest beach 0.1 mi
                                                                          • Swimming pool
                                                                          • Child Friendly
                                                                          “Family Vacation” The condo is beautiful. Just steps to the beach. There was lots of families with young children, they all enjoyed the grassy area while playing ball.
                                                                          …see more

                                                                          Price per night from

                                                                          $171

                                                                          Responds fast!
                                                                          avg. 41 minutes

                                                                          Price per night from

                                                                          $171

                                                                          (1) Excellent 

                                                                            32

                                                                            Spanish Trace 232 in St. Augustine Beach Florida

                                                                            St. Augustine / Saint Augustine Beach

                                                                            Saint Augustine Beach apartment

                                                                            2 6 3 nights min

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

                                                                            Price per night from

                                                                            $172

                                                                            Responds fast!
                                                                            avg. 1 hour 45 minutes

                                                                            Price per night from

                                                                            $172

                                                                            (1) Excellent 

                                                                              23

                                                                              Oceanfront Complex, Hibiscus, on Best Beach

                                                                              St. Augustine / Saint Augustine Beach

                                                                              Saint Augustine Beach condo

                                                                              2 4 7 nights min

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

                                                                              Price per night from

                                                                              $115

                                                                              Price per night from

                                                                              $115