Vacation Rentals with Pool in St. Augustine

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Filtering by: Swimming pool

461 vacation rentals

(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

    $571

    Price per night from

    $571

      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

      $123

      Responds fast!
      avg. 41 minutes

      Price per night from

      $123

      (2) Excellent 

        31

        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

        (1) Excellent 

          34

          New Listing ~ Direct Oceanfront Condo ~ Steps to the Beach & Restaurants!

          St. Augustine / Vilano Beach

          Vilano Beach condo

          2 6 min stay varies

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

          Price per night from

          $200

          Price per night from

          $200

          (26) Very Good 

            22

            This Little Condo at the Beach has it All!

            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
            “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!

            Price per night from

            $132

            Responds fast!
            avg. 3 hours 31 minutes

            Price per night from

            $132

              28

              Ocean Village Club K35

              Florida / St. Augustine

              St. Augustine condo

              2 5 min stay varies

              • 2 bedrooms
              • sleeps 5
              • min stay varies
              • Swimming pool
              • Ask about children
              • Air conditioning

              Price per night from

              $81

              Price per night from

              $81

              (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

                  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. 2 hours 49 minutes

                  Price per night from

                  $109

                  (4) Excellent 

                    12

                    Shabby Chic Meets the 60's Beach Condo

                    Florida / St. Augustine

                    St. Augustine apartment

                    1 3 min stay varies

                    • 1 bedroom
                    • sleeps 3
                    • min stay varies
                    • Beach / lakeside relaxation
                    • Swimming pool
                    • Child Friendly
                    “Great value for the Money” Well equiped, loaded with cool furniture and very clean beach condo. we are adding this review at the request of the owner as this is a new site for them.We really enjoyed our stay as the beach was wonderful, bikes fun, Club

                    Price per night from

                    $114

                    Responds fast!
                    avg. 1 hour 57 minutes

                    Price per night from

                    $114

                    (4) Excellent 

                      34

                      Relaxing Ocean View Getaway: Sea Winds Beach Condo

                      St. Augustine / Saint Augustine Beach

                      Saint Augustine Beach condo

                      2 6 min stay varies

                      • 2 bedrooms
                      • sleeps 6
                      • min stay varies
                      • Beach / lakeside relaxation
                      • Swimming pool
                      • Child Friendly

                      Price per night from

                      $183

                      Price per night from

                      $183

                        47

                        Island Breeze

                        Florida / St. Augustine

                        St. Augustine house

                        2 8 min stay varies

                        • 2 bedrooms
                        • sleeps 8
                        • min stay varies
                        • Swimming pool
                        • Ask about children
                        • Air conditioning

                        Price per night from

                        $121

                        Price per night from

                        $121

                          30

                          Serene St. Augustine Condo - Steps to the Beach!

                          Florida / St. Augustine

                          St. Augustine apartment

                          2 6 min stay varies

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

                          Price per night from

                          $149

                          Responds fast!
                          avg. 41 minutes

                          Price per night from

                          $149

                          (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

                            $138

                            Responds fast!
                            avg. 41 minutes

                            Price per night from

                            $138

                            (1)  

                              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

                              $143

                              Price per night from

                              $143

                              (2) Very Good 

                                0

                                Dog-friendly oceanfront gem w/ limited ocean views, shared pool, and more!

                                St. Augustine / Saint Augustine Beach

                                Saint Augustine Beach house

                                2 6 min stay varies

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

                                Price per night from

                                $90

                                Responds fast!
                                avg. 2 hours 1 minutes

                                Price per night from

                                $90

                                  24

                                  Pelican Way

                                  Florida / St. Augustine

                                  St. Augustine house

                                  4 12 min stay varies

                                  • 4 bedrooms
                                  • sleeps 12
                                  • min stay varies
                                  • Swimming pool
                                  • Ask about children
                                  • Air conditioning

                                  Price per night from

                                  $138

                                  Price per night from

                                  $138

                                  (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

                                    $91

                                    Responds fast!
                                    avg. 56 minutes

                                    Price per night from

                                    $91

                                      24

                                      Seaside Sunrise

                                      Florida / St. Augustine

                                      St. Augustine house

                                      4 14 min stay varies

                                      • 4 bedrooms
                                      • sleeps 14
                                      • min stay varies
                                      • Swimming pool
                                      • Ask about children
                                      • Air conditioning

                                      Price per night from

                                      $602

                                      Price per night from

                                      $602

                                        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

                                        $246

                                        Price per night from

                                        $246

                                          38

                                          Newly Updated Penthouse~Great Ocean Views~Beach Access~Professionally Decorated

                                          Florida / St. Augustine

                                          St. Augustine apartment

                                          3 8 min stay varies

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

                                          Price per night from

                                          $258

                                          Price per night from

                                          $258

                                          (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

                                            $156

                                            Price per night from

                                            $156

                                            (41) Excellent 

                                            Certificate of Excellence

                                              15

                                              Fabulous Direct Oceanfront Condo, Crescent Beach

                                              St. Augustine / Saint Augustine Beach

                                              Saint Augustine Beach condo

                                              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

                                                25

                                                Bronze Ocean Front Condo with 3 bedrooms 2 bathrooms at Colony Reef Club 2401

                                                Florida / St. Augustine

                                                St. Augustine apartment

                                                3 6 min stay varies

                                                • 3 bedrooms
                                                • sleeps 6
                                                • min stay varies
                                                • Swimming pool
                                                • Ask about children
                                                • Air conditioning

                                                Price per night from

                                                $125

                                                Price per night from

                                                $125

                                                  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

                                                  (4) 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 min stay varies

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

                                                    Price per night from

                                                    $144

                                                    Responds fast!
                                                    avg. 14 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
                                                      • Nearest beach 0 mi
                                                      • Swimming pool
                                                      • Child Friendly

                                                      Price per night from

                                                      $605

                                                      Price per night from

                                                      $605

                                                      (2) Excellent 

                                                        20

                                                        AFFORDABLE BEACHFRONT CONDO

                                                        Florida / St. Augustine

                                                        St. Augustine condo

                                                        1 4 min stay varies

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

                                                        Price per night from

                                                        $127

                                                        Price per night from

                                                        $127

                                                        (8) Excellent 

                                                        Certificate of Excellence

                                                          50

                                                          Peaceful and Cozy Lakefront Home

                                                          Florida / St. Augustine

                                                          St. Augustine house

                                                          2 8 min stay varies

                                                          • 2 bedrooms
                                                          • sleeps 8
                                                          • min stay varies
                                                          • Nearest beach 7 mi
                                                          • Swimming pool
                                                          • Child Friendly
                                                          “Comfortable, relaxing home on creek and very dog friendly” St Augustine home on lake that has active bird life. Easy access to downtown, nearby beaches, stores and malls. Susan couldn't have been a more welcoming owner. Home is comfortable with a sm

                                                          Certificate of Excellence

                                                          Price per night from

                                                          $164

                                                          Responds fast!
                                                          avg. 1 hour 14 minutes

                                                          Price per night from

                                                          $164

                                                            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 1 minutes

                                                            Price per night from

                                                            $180

                                                              81

                                                              Bright 1940s beach cottage with a private pool and hot tub.

                                                              Florida / St. Augustine

                                                              St. Augustine house

                                                              2 6 min stay varies

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

                                                              Price per night from

                                                              $241

                                                              Responds fast!
                                                              avg. 2 hours 1 minutes

                                                              Price per night from

                                                              $241

                                                              (4) Excellent 

                                                                20

                                                                Beachfront Complex:Townhome-Gorgeous Atlantic/IntraCoastal Waterway Views

                                                                Florida / St. Augustine

                                                                St. Augustine apartment

                                                                2 6 3 nights min

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

                                                                Price per night from

                                                                $200

                                                                Price per night from

                                                                $200

                                                                (1) Excellent 

                                                                  32

                                                                  Beautiful Beach Home ~ Private Pool ~ NEWLY REDECORATED!

                                                                  Florida / St. Augustine

                                                                  St. Augustine house

                                                                  3 10 min stay varies

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

                                                                  Price per night from

                                                                  $304

                                                                  Price per night from

                                                                  $304

                                                                  (3) Average 

                                                                    19

                                                                    St. Augustine Ocean Front Condo-Steps to the Beach

                                                                    Florida / St. Augustine

                                                                    St. Augustine apartment

                                                                    2 6 3 nights min

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

                                                                    Price per night from

                                                                    $217

                                                                    Responds fast!
                                                                    avg. 3 hours 53 minutes

                                                                    Price per night from

                                                                    $217

                                                                    (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 min stay varies

                                                                      • 2 bedrooms
                                                                      • sleeps 6
                                                                      • min stay varies
                                                                      • Nearest beach 0 mi
                                                                      • Swimming pool
                                                                      • Child Friendly

                                                                      Price per night from

                                                                      $180

                                                                      Responds fast!
                                                                      avg. 2 hours 44 minutes

                                                                      Price per night from

                                                                      $180

                                                                        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

                                                                        (7) Excellent 

                                                                        Certificate of Excellence

                                                                          33

                                                                          "Sand in my Shoes" Steps to Beach and minutes to Downtown

                                                                          Florida / St. Augustine

                                                                          St. Augustine apartment

                                                                          2 6 2 nights min

                                                                          • 2 bedrooms
                                                                          • sleeps 6
                                                                          • 2 nights min
                                                                          • Beach / lakeside relaxation
                                                                          • Swimming pool
                                                                          • Child Friendly
                                                                          “Great Position, Great Condo, Great Place.” My Husband, 5yr old & I visited St Augustine for the first time & we stayed at Sand In My Shoes for a week to finish off our 3 week vacation. From arriving everyone was very helpful & welcoming, from the bea

                                                                          Certificate of Excellence

                                                                          Price per night from

                                                                          $161

                                                                          Responds fast!
                                                                          avg. 2 hours 23 minutes

                                                                          Price per night from

                                                                          $161

                                                                            26

                                                                            Ocean View With 3 Bedrooms 2 Bathrooms 2206

                                                                            Florida / St. Augustine

                                                                            St. Augustine apartment

                                                                            3 6 min stay varies

                                                                            • 3 bedrooms
                                                                            • sleeps 6
                                                                            • min stay varies
                                                                            • Swimming pool
                                                                            • Ask about children
                                                                            • Air conditioning

                                                                            Price per night from

                                                                            $150

                                                                            Price per night from

                                                                            $150

                                                                              24

                                                                              The Ocean is Calling! Ocean View Condo at Colony Reef Club 2311

                                                                              Florida / St. Augustine

                                                                              St. Augustine apartment

                                                                              3 8 min stay varies

                                                                              • 3 bedrooms
                                                                              • sleeps 8
                                                                              • min stay varies
                                                                              • Swimming pool
                                                                              • Ask about children
                                                                              • Air conditioning

                                                                              Price per night from

                                                                              $135

                                                                              Price per night from

                                                                              $135