Vacation Rentals with Pool in Delray Beach

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Filtering by: Swimming pool

613 vacation rentals

(1) Excellent 

    25

    3 b/3bth Private Oasis, Del Ida/Pinapple Grove District Close to Atlantic

    Florida / Delray Beach

    Delray Beach house

    2 8 min stay varies

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

    Price per night from

    $407

    Price per night from

    $407

    (5) Excellent 

    Certificate of Excellence

      34

      Sandy Feet Beach Retreat: Tropical Delray Beach Paradise + Pool

      Florida / Delray Beach

      Delray Beach house

      2 8 5 nights min

      • 2 bedrooms
      • sleeps 8
      • 5 nights min
      • Nearest beach 1 mi
      • Swimming pool
      • Child Friendly

      Certificate of Excellence

      Price per night from

      $376

      Responds fast!
      avg. 1 hour 56 minutes

      Price per night from

      $376

        24

        Beautiful Waterfront Resort, Perfect For Families, Minutes To The Beach!

        Florida / Delray Beach

        Delray Beach house

        3 8 7 nights min

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

        Price per night from

        $900

        Price per night from

        $900

          19

          Great Deal 2 bed/2bath Condo (Unit 7)

          Florida / Delray Beach

          Delray Beach condo

          2 4 7 nights min

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

          Price per night from

          $275

          Price per night from

          $275

            21

            Villa Tropic Isle -Coastal Chic-Pet Friendly-So Very Private NEW Heated Pool!

            Florida / Delray Beach

            Delray Beach villa

            2 5 min stay varies

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

            Price per night from

            $492

            Price per night from

            $492

              9

              Wonderful Studio in Delray Beach (Unit 18)

              Florida / Delray Beach

              Delray Beach condo

              1 2 7 nights min

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

              Price per night from

              $212

              Price per night from

              $212

              (2) Very Good 

                41

                Dover House

                Florida / Delray Beach

                Delray Beach apartment

                1 4 2 nights min

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

                Price per night from

                $460

                Price per night from

                $460

                  36

                  Tropical 3BR Home w/ Game Room, Pool & Sun Porch - 7 Blocks to Beach

                  Florida / Delray Beach

                  Delray Beach house

                  3 6 min stay varies

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

                  Price per night from

                  $355

                  Price per night from

                  $355

                    8

                    Grove Condominium #4

                    Florida / Delray Beach

                    Delray Beach apartment

                    1 2 7 nights min

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

                    Price per night from

                    $252

                    Price per night from

                    $252

                      44

                      Beautiful 1 bedroom 1 bath condo

                      Florida / Delray Beach

                      Delray Beach condo

                      1 4 2 nights min

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

                      Price per night from

                      $458

                      Price per night from

                      $458

                      (2) Excellent 

                        20

                        Luxury "Boutique" Villa w/ Private Saltwater Pool & Hot Tub in Heart of Delray

                        Florida / Delray Beach

                        Delray Beach house

                        2 4 min stay varies

                        • 2 bedrooms
                        • sleeps 4
                        • min stay varies
                        • Nearest beach 2 mi
                        • Swimming pool
                        • Child Friendly

                        Price per night from

                        $339

                        Responds fast!
                        avg. 2 hours 16 minutes

                        Price per night from

                        $339

                          13

                          Amazing One Bedroom in Delray (Unit 13)

                          Florida / Delray Beach

                          Delray Beach apartment

                          1 2 6 nights min

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

                          Price per night from

                          $229

                          Price per night from

                          $229

                          (3) Very Good 

                            12

                            East Delray Villa in Adult Community

                            Florida / Delray Beach

                            Delray Beach villa

                            1 4 30 nights min

                            • 1 bedroom
                            • sleeps 4
                            • 30 nights min
                            • Nearest beach 3 mi
                            • Swimming pool
                            • Air conditioning

                            Price per night from

                            $115

                            Price per night from

                            $115

                              21

                              Beautiful Lavers Racquet Club Delray Beach

                              Florida / Delray Beach

                              Delray Beach apartment

                              2 4 30 nights min

                              • 2 bedrooms
                              • sleeps 4
                              • 30 nights min
                              • Beach / lakeside relaxation
                              • Swimming pool
                              • Child Friendly

                              Price per night from

                              $126

                              Price per night from

                              $126

                                10

                                AMAZING GETAWAY in Paradise (unit 25)

                                Florida / Delray Beach

                                Delray Beach condo

                                2 4 7 nights min

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

                                Price per night from

                                $298

                                Price per night from

                                $298

                                  24

                                  Downtown Delray 3BR w/ City Views, Pool & Hot Tub - Walk to Shops, Dining

                                  Florida / Delray Beach

                                  Delray Beach condo

                                  3 6 30 nights min

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

                                  Price per night from

                                  $289

                                  Price per night from

                                  $289

                                    18

                                    3 bed 2 ba, Pool, Screened Porch, Walk to Atlantic, Pineapple Grove District!

                                    Florida / Delray Beach

                                    Delray Beach house

                                    3 8 min stay varies

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

                                    Price per night from

                                    $310

                                    Price per night from

                                    $310

                                      30

                                      Tropical, Fun, Comfortable 4 Bedroom, 3 Bathroom with Heated Pool & Tiki Hut

                                      Florida / Delray Beach

                                      Delray Beach house

                                      4 9 4 nights min

                                      • 4 bedrooms
                                      • sleeps 9
                                      • 4 nights min
                                      • Swimming pool
                                      • Child Friendly
                                      • Air conditioning

                                      Price per night from

                                      $401

                                      Price per night from

                                      $401

                                        12

                                        New Contruciton: Luxurious Lake IDA home with heated pool and Spa

                                        Florida / Delray Beach

                                        Delray Beach house

                                        3 8 min stay varies

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

                                        Price per night from

                                        $630

                                        Price per night from

                                        $630

                                          36

                                          Private Villa w/Heated Pool & Jacuzzi WALK TO BEACH

                                          Florida / Delray Beach

                                          Delray Beach house

                                          5 12 min stay varies

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

                                          Price per night from

                                          $533

                                          Price per night from

                                          $533

                                            27

                                            Lush! 4bed, 3 1/2 Bath Heated Saltwater Pool - Cls to Beach!

                                            Florida / Delray Beach

                                            Delray Beach house

                                            4 8 min stay varies

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

                                            Price per night from

                                            $382

                                            Price per night from

                                            $382

                                            (1) Average 

                                              18

                                              3 Bed, 2 Bath Home with Pool - Walk to Atlantic!

                                              Florida / Delray Beach

                                              Delray Beach cottage

                                              3 6 min stay varies

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

                                              Price per night from

                                              $319

                                              Price per night from

                                              $319

                                                35

                                                Delray Racquet Club Building 6

                                                Florida / Delray Beach

                                                Delray Beach condo

                                                2 4 min stay varies

                                                • 2 bedrooms
                                                • sleeps 4
                                                • min stay varies
                                                • Nearest beach 1 mi
                                                • Swimming pool
                                                • Child Friendly

                                                Price per night from

                                                $69

                                                Price per night from

                                                $69

                                                (5)  

                                                  25

                                                  Slice of Paradise in Delray Beach - 3BR w/ Pool, Hot Tub & Backyard Oasis

                                                  Florida / Delray Beach

                                                  Delray Beach house

                                                  3 8 min stay varies

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

                                                  Price per night from

                                                  $325

                                                  Price per night from

                                                  $325

                                                  (1) Excellent 

                                                    38

                                                    POSHPADZ Presents Villa Delray-Sleeps 9- Easy Walk to Beach, Shops & Restaurants

                                                    Florida / Delray Beach

                                                    Delray Beach house

                                                    4 8 min stay varies

                                                    • 4 bedrooms
                                                    • sleeps 8
                                                    • min stay varies
                                                    • Nearest beach 0.1 mi
                                                    • Swimming pool
                                                    • Child Friendly

                                                    Price per night from

                                                    $1,025

                                                    Responds fast!
                                                    avg. 27 minutes

                                                    Price per night from

                                                    $1,025

                                                    (1)  

                                                      31

                                                      Blue Tides at Tuscany

                                                      Florida / Delray Beach

                                                      Delray Beach house

                                                      4 9 1 night min

                                                      • 4 bedrooms
                                                      • sleeps 9
                                                      • 1 night min
                                                      • Swimming pool
                                                      • Child Friendly
                                                      • Air conditioning

                                                      Price per night from

                                                      $687

                                                      Price per night from

                                                      $687

                                                        52

                                                        Haven Point - Delray Beach

                                                        Florida / Delray Beach

                                                        Delray Beach house

                                                        5 14 4 nights min

                                                        • 5 bedrooms
                                                        • sleeps 14
                                                        • 4 nights min
                                                        • Swimming pool
                                                        • Child Friendly
                                                        • Air conditioning

                                                        Price per night from

                                                        $1,718

                                                        Price per night from

                                                        $1,718

                                                          31

                                                          Luxury Unit 1 Block to Ocean 2/2 Delray Free WiFi

                                                          Florida / Delray Beach

                                                          Delray Beach condo

                                                          2 8 7 nights min

                                                          • 2 bedrooms
                                                          • sleeps 8
                                                          • 7 nights min
                                                          • Beach / lakeside relaxation
                                                          • Swimming pool
                                                          • Child Friendly

                                                          Price per night from

                                                          $458

                                                          Price per night from

                                                          $458

                                                          (2) Very Good 

                                                            16

                                                            Beautiful 2 Bedroom/2 Bathroom Unit in Delray (#5)

                                                            Florida / Delray Beach

                                                            Delray Beach apartment

                                                            2 5 7 nights min

                                                            • 2 bedrooms
                                                            • sleeps 5
                                                            • 7 nights min
                                                            • Nearest beach 0.2 mi
                                                            • Swimming pool
                                                            • Child Friendly

                                                            Price per night from

                                                            $287

                                                            Price per night from

                                                            $287

                                                              11

                                                              Amazing Deal in Paradise (Unit24)

                                                              Florida / Delray Beach

                                                              Delray Beach condo

                                                              2 4 7 nights min

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

                                                              Price per night from

                                                              $298

                                                              Price per night from

                                                              $298

                                                              (1) Average 

                                                                13

                                                                WONDERFUL 2BED/2BATH UNIT STEPS FROM THE BEACH #3

                                                                Florida / Delray Beach

                                                                Delray Beach apartment

                                                                2 5 7 nights min

                                                                • 2 bedrooms
                                                                • sleeps 5
                                                                • 7 nights min
                                                                • Swimming pool
                                                                • Child Friendly
                                                                • Air conditioning

                                                                Price per night from

                                                                $275

                                                                Price per night from

                                                                $275

                                                                  27

                                                                  Delray Beach Pool House

                                                                  Florida / Delray Beach

                                                                  Delray Beach house

                                                                  3 8 min stay varies

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

                                                                  Price per night from

                                                                  $228

                                                                  Price per night from

                                                                  $228

                                                                    20

                                                                    Dual Master Suites! 4b/3bt Updated Pool Home - 1/2 mile to Atlantic!

                                                                    Florida / Delray Beach

                                                                    Delray Beach house

                                                                    4 10 1 night min

                                                                    • 4 bedrooms
                                                                    • sleeps 10
                                                                    • 1 night min
                                                                    • Swimming pool
                                                                    • Child Friendly
                                                                    • Air conditioning

                                                                    Price per night from

                                                                    $455

                                                                    Price per night from

                                                                    $455

                                                                    (3) Excellent 

                                                                      19

                                                                      Tahiti Cove -Waterfront Condo-Walk to Everything

                                                                      Florida / Delray Beach

                                                                      Delray Beach apartment

                                                                      1 2 7 nights min

                                                                      • 1 bedroom
                                                                      • sleeps 2
                                                                      • 7 nights min
                                                                      • Beach / lakeside relaxation
                                                                      • Swimming pool
                                                                      • Air conditioning
                                                                      “One great vacation” We found this place while searching on the web for cool spots to visit in Florida--we hate how built up Ft. Lauderdale and West Palm has become and Delray Beach seemed too good to be true--it ended up being even better because of w
                                                                      …see more

                                                                      Price per night from

                                                                      $180

                                                                      Responds fast!
                                                                      avg. 2 hours 58 minutes

                                                                      Price per night from

                                                                      $180

                                                                        10

                                                                        LOVELY FURNISHED UNIT FOR RENT #1

                                                                        Florida / Delray Beach

                                                                        Delray Beach apartment

                                                                        1 2 7 nights min

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

                                                                        Price per night from

                                                                        $229

                                                                        Price per night from

                                                                        $229

                                                                          25

                                                                          Delray Delight: Private Heated Pool, Spa, Grill & Alfresco Dining, Near Beach

                                                                          Florida / Delray Beach

                                                                          Delray Beach house

                                                                          2 6 min stay varies

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

                                                                          Price per night from

                                                                          $181

                                                                          Price per night from

                                                                          $181

                                                                            18

                                                                            Amazing Location! Atlantic Ave and Beach Townhouse

                                                                            Florida / Delray Beach

                                                                            Delray Beach townhouse

                                                                            2 4 min stay varies

                                                                            • 2 bedrooms
                                                                            • sleeps 4
                                                                            • min stay varies
                                                                            • Swimming pool
                                                                            • Child Friendly
                                                                            • Car not necessary

                                                                            Price per night from

                                                                            $123

                                                                            Price per night from

                                                                            $123

                                                                            (3) Very Good 

                                                                              17

                                                                              Large Corner Unit with 2 Master Suites!

                                                                              Florida / Delray Beach

                                                                              Delray Beach apartment

                                                                              2 4 min stay varies

                                                                              • 2 bedrooms
                                                                              • sleeps 4
                                                                              • min stay varies
                                                                              • Beach / lakeside relaxation
                                                                              • Nearest beach 2 mi
                                                                              • Swimming pool

                                                                              Price per night from

                                                                              $98

                                                                              Price per night from

                                                                              $98