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3,893 Houses

    24

    2BR Waterfront Home in South Causeway Isles w/ Private Pool, Patio & Pier

    Florida / South Pasadena

    South Pasadena house

    2 6 min stay varies

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

    Price per night from

    $281

    Price per night from

    $281

      29

      Slice of Intracoastal Paradise! Upscale 4BR w/ Private Boat Dock & Hot Tub

      Florida / South Pasadena

      South Pasadena house

      4 10 min stay varies

      • 4 bedrooms
      • sleeps 10
      • min stay varies
      • Child Friendly
      • Air conditioning
      • Pet Friendly

      Price per night from

      $175

      Price per night from

      $175

        25

        St. Petersburg Home w/Patio Near Beach & Downtown!

        Florida / South Pasadena

        South Pasadena house

        2 7 min stay varies

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

        Price per night from

        $98

        Responds fast!
        avg. 33 minutes

        Price per night from

        $98

          24

          NEW! St. Petersburg Home - 10 Min to Beaches & DT!

          Florida / South Pasadena

          South Pasadena house

          3 7 min stay varies

          • 3 bedrooms
          • sleeps 7
          • min stay varies
          • Child Friendly
          • Air conditioning

          Price per night from

          $121

          Responds fast!
          avg. 47 minutes

          Price per night from

          $121

            20

            Three Bedroom Beachfront Villa

            Florida / South Pasadena

            South Pasadena villa

            3 6 min stay varies

            • 3 bedrooms
            • sleeps 6
            • min stay varies
            • Air conditioning

            Price per night from

            $1,603

            Responds fast!
            avg. 7 minutes

            Price per night from

            $1,603

            Great rentals within 20 miles that match your search

            Distance approx 17.06 km from South Pasadena

            (47) Excellent 

              44

              Dolphin Shores Direct Beachfront on Gulf of Mexico

              Anna Maria Island / Holmes Beach

              Holmes Beach condo

              3 4 7 nights min

              • 3 bedrooms
              • sleeps 4
              • 7 nights min
              • Beach / lakeside relaxation
              • Child Friendly
              • Air conditioning
              “This condo and beach are the the best of the best, great set up,awesome vacation spot!” This was our second year staying here and we absolutely love it! The beach is clean and not crowded at all even on a holiday weekend. The weather is excellent and
              …see more

              Price per night from

              $228

              Responds fast!
              avg. 28 minutes

              Price per night from

              $228

              Distance approx 12.36 km from South Pasadena

              (8) Excellent 

                16

                PET-FRIENDLY, BEACH RENTALS IN PARADISE

                Florida / Indian Rocks Beach

                Indian Rocks Beach townhouse

                2 5 min stay varies

                • 2 bedrooms
                • sleeps 5
                • min stay varies
                • Beach / lakeside relaxation
                • Child Friendly
                • Air conditioning
                “2 br condo” spacious, clean, well equipped, great location,very comfortable. Would want to definitely come back. Very great helpful owners
                …see more

                Price per night from

                $149

                Responds fast!
                avg. 3 hours 28 minutes

                Price per night from

                $149

                Distance approx 6.18 km from South Pasadena

                  21

                  Seminole, Largo, 55 plus Beautiful Florida Condo

                  Florida / Seminole

                  Seminole condo

                  2 4 21 nights min

                  • 2 bedrooms
                  • sleeps 4
                  • 21 nights min
                  • Nearest beach 8 mi
                  • Swimming pool
                  • Child Friendly

                  Price per night from

                  $81

                  Responds fast!
                  avg. 2 hours 36 minutes

                  Price per night from

                  $81

                  Distance approx 12.23 km from South Pasadena

                  (6) Excellent 

                    17

                    Sweet Escape Cottage

                    Florida / Indian Rocks Beach

                    Indian Rocks Beach house

                    3 12 min stay varies

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

                    Price per night from

                    $236

                    Responds fast!
                    avg. 3 hours 43 minutes

                    Price per night from

                    $236

                    Distance approx 9.33 km from South Pasadena

                    (1) Excellent 

                      25

                      Serenity By The Sea Cottage

                      Florida / Indian Shores

                      Indian Shores cottage

                      2 5 min stay varies

                      • 2 bedrooms
                      • sleeps 5
                      • min stay varies
                      • Nearest beach 1 mi
                      • Child Friendly
                      • Air conditioning

                      Price per night from

                      $182

                      Price per night from

                      $182

                      Distance approx 16.25 km from South Pasadena

                      (14) Very Good 

                        25

                        (2024) Cozy Villa in Sunny Clearwater, Florida

                        Florida / Clearwater

                        Clearwater villa

                        2 4 7 nights min

                        • 2 bedrooms
                        • sleeps 4
                        • 7 nights min
                        • Nearest beach 12 mi
                        • Swimming pool
                        • Child Friendly
                        “very comfortable” the villa was extremely clean and comfortable! A great place to rent with no inconvenience. Definitely a recommendation! Thank you!
                        …see more

                        Price per night from

                        $110

                        Price per night from

                        $110

                        Distance approx 16.53 km from South Pasadena

                        (5) Very Good 

                          23

                          Coconuts Two Bedroom 118 Upstairs Courtyard

                          Anna Maria Island / Holmes Beach

                          Holmes Beach apartment

                          2 6 min stay varies

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

                          Price per night from

                          $229

                          Responds fast!
                          avg. 2 hours 31 minutes

                          Price per night from

                          $229

                          Distance approx 19.42 km from South Pasadena

                          (1) Excellent 

                            40

                            Update One Bedroom/One Bath with view and steps to beach unit 234 runaway bay

                            Anna Maria Island / Bradenton Beach

                            Bradenton Beach condo

                            2 4 7 nights min

                            • 2 bedrooms
                            • sleeps 4
                            • 7 nights min
                            • Beach / lakeside relaxation
                            • Nearest beach 0.17 mi
                            • Swimming pool

                            Price per night from

                            $114

                            Price per night from

                            $114

                            Distance approx 4.23 km from South Pasadena

                            (2) Excellent 

                              45

                              Boca Ciega Resort & Marina - Waterfront View! Watch Dolphins from Balcony!

                              Florida / St. Petersburg

                              St. Petersburg condo

                              1 3 min stay varies

                              • 1 bedroom
                              • sleeps 3
                              • min stay varies
                              • Swimming pool
                              • Child Friendly
                              • Air conditioning

                              Price per night from

                              $111

                              Responds fast!
                              avg. 1 hour 0 minutes

                              Price per night from

                              $111

                              Distance approx 14.03 km from South Pasadena

                              (3) Excellent 

                                24

                                New listing: Pool View In Avalon at Clearwater, Fully renovated !

                                Florida / Clearwater

                                Clearwater apartment

                                1 4 7 nights min

                                • 1 bedroom
                                • sleeps 4
                                • 7 nights min
                                • Nearest beach 5 mi
                                • Swimming pool
                                • Child Friendly

                                Price per night from

                                $98

                                Responds fast!
                                avg. 3 hours 27 minutes

                                Price per night from

                                $98

                                Distance approx 16.48 km from South Pasadena

                                  19

                                  Perfect Location, Walk to Everything, All Suites Condo Motel, Full Kitchen

                                  Florida / Clearwater

                                  Clearwater hotel apartment

                                  1 4 1 night min

                                  • 1 bedroom
                                  • sleeps 4
                                  • 1 night min
                                  • Child Friendly
                                  • Car not necessary

                                  Price per night from

                                  $160

                                  Responds fast!
                                  avg. 3 hours 14 minutes

                                  Price per night from

                                  $160

                                  Distance approx 8.53 km from South Pasadena

                                    24

                                    Beach Oasis/Amazing Gulf Balcony

                                    Florida / Indian Shores

                                    Indian Shores condo

                                    2 7 7 nights min

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

                                    Price per night from

                                    $168

                                    Responds fast!
                                    avg. 2 hours 57 minutes

                                    Price per night from

                                    $168

                                    Distance approx 3.7 km from South Pasadena

                                      29

                                      waterview St pete beach condo

                                      Florida / St. Petersburg

                                      St. Petersburg apartment

                                      2 6 min stay varies

                                      • 2 bedrooms
                                      • sleeps 6
                                      • min stay varies
                                      • Beach / lakeside relaxation
                                      • Nearest beach 5 mi
                                      • Swimming pool

                                      Price per night from

                                      $141

                                      Price per night from

                                      $141

                                      Distance approx 3.08 km from South Pasadena Show on Map

                                      (2) Excellent 

                                        26

                                        Waterfront Villa Isla Del Sol St Petersburg FL

                                        Florida / St. Petersburg

                                        St. Petersburg villa

                                        2 4 min stay varies

                                        • 2 bedrooms
                                        • sleeps 4
                                        • min stay varies
                                        • Beach / lakeside relaxation
                                        • Nearest beach 2 mi
                                        • Swimming pool
                                        “Fantastic getaway” We stayed the month of February and had a wonderful experience. Not only was Will great to work with but the location was fabulous, the views spectacular, and the entire condo was very comfortable to stay in. So much to do or just
                                        …see more

                                        Price per night from

                                        $155

                                        Price per night from

                                        $155

                                        Distance approx 1.25 km from South Pasadena Show on Map

                                        (1) Very Good 

                                          10

                                          Parkside Condominiums

                                          Florida / St. Pete Beach

                                          St. Pete Beach condo

                                          2 6 3 nights min

                                          • 2 bedrooms
                                          • sleeps 6
                                          • 3 nights min
                                          • Swimming pool
                                          • Child Friendly
                                          • Air conditioning
                                          “Nice condo” The condo was great, very clean & in a good location. I just wish it had a washer & dryer inside the condo to use.
                                          …see more

                                          Price per night from

                                          $149

                                          Price per night from

                                          $149

                                          Distance approx 9.41 km from South Pasadena

                                            26

                                            Vacation Home 2 Miles From The Beach with Saltwater Pool and Spa!

                                            Florida / Seminole

                                            Seminole house

                                            2 6 3 nights min

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

                                            Price per night from

                                            $201

                                            Price per night from

                                            $201

                                            Distance approx 9.23 km from South Pasadena

                                            (3) Excellent 

                                              31

                                              JUST COMPLETED RENOVATION FROM TOP TO BOTTOM! Luxury 3BED/2BATH Beachfront Condo

                                              Florida / Indian Shores

                                              Indian Shores apartment

                                              3 8 min stay varies

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

                                              Price per night from

                                              $344

                                              Responds fast!
                                              avg. 1 hour 5 minutes

                                              Price per night from

                                              $344

                                              Distance approx 18.41 km from South Pasadena

                                                12

                                                On the Beach Paradise u

                                                Anna Maria Island / Holmes Beach

                                                Holmes Beach cottage

                                                2 4 4 nights min

                                                • 2 bedrooms
                                                • sleeps 4
                                                • 4 nights min
                                                • Beach / lakeside relaxation
                                                • Child Friendly
                                                • Car not necessary

                                                Price per night from

                                                $207

                                                Responds fast!
                                                avg. 1 hour 53 minutes

                                                Price per night from

                                                $207

                                                Distance approx 15.55 km from South Pasadena

                                                (31) Very Good 

                                                  12

                                                  Lemonfish, stunning and spacious 4-bed rental!

                                                  Florida / Anna Maria Island

                                                  Anna Maria Island villa

                                                  4 8 7 nights min

                                                  • 4 bedrooms
                                                  • sleeps 8
                                                  • 7 nights min
                                                  • Beach / lakeside relaxation
                                                  • Swimming pool
                                                  • Ask about children
                                                  “Wonderful location and property!!” We had a great vacation on aMI at Lemonfish. Terrific location for biking, kayaking and general relaxation. It was clean and decorated nicely. The only thing I would say to future renters is there is nothing in the k
                                                  …see more

                                                  Price per night from

                                                  $428

                                                  Price per night from

                                                  $428

                                                  Distance approx 19.1 km from South Pasadena

                                                    16

                                                    Sunset Terrace Condo 205

                                                    Anna Maria Island / Bradenton Beach

                                                    Bradenton Beach apartment

                                                    2 6 7 nights min

                                                    • 2 bedrooms
                                                    • sleeps 6
                                                    • 7 nights min
                                                    • Swimming pool
                                                    • Car not necessary

                                                    Price per night from

                                                    $231

                                                    Price per night from

                                                    $231

                                                    Distance approx 12.59 km from South Pasadena

                                                    (1) Excellent 

                                                      62

                                                      Exclusive Isla Bonita

                                                      Florida / Indian Rocks Beach

                                                      Indian Rocks Beach house

                                                      4 12 min stay varies

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

                                                      Price per night from

                                                      $350

                                                      Responds fast!
                                                      avg. 3 hours 43 minutes

                                                      Price per night from

                                                      $350

                                                      Distance approx 14.76 km from South Pasadena

                                                        21

                                                        Spectacular views from every angle from this beach front condo on Sand Key

                                                        Florida / Clearwater

                                                        Clearwater condo

                                                        2 6 min stay varies

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

                                                        Price per night from

                                                        $115

                                                        Price per night from

                                                        $115

                                                        Distance approx 11.08 km from South Pasadena

                                                          53

                                                          STUDIO SLEEPS 4~ WATERPARK~BEACH~POOLS~MARINA~ HARBOURSIDE AT MARKER 33~MUST SEE

                                                          Florida / Indian Rocks Beach

                                                          Indian Rocks Beach studio

                                                          Studio 4 3 nights min

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

                                                          Price per night from

                                                          $207

                                                          Responds fast!
                                                          avg. 3 hours 31 minutes

                                                          Price per night from

                                                          $207

                                                          Distance approx 14.69 km from South Pasadena

                                                            18

                                                            LHT-1204 Water Views From Every Window--Right on the Beach!

                                                            Florida / Clearwater

                                                            Clearwater condo

                                                            1 4 7 nights min

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

                                                            Price per night from

                                                            $163

                                                            Price per night from

                                                            $163

                                                            Distance approx 14.4 km from South Pasadena

                                                              52

                                                              Clearwater Beach Condo 2 B|R fits 5-8 ppl

                                                              Florida / Clearwater

                                                              Clearwater apartment

                                                              2 8 120 nights min

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

                                                              Price per night from

                                                              $218

                                                              Responds fast!
                                                              avg. 27 minutes

                                                              Price per night from

                                                              $218

                                                              Distance approx 11.82 km from South Pasadena

                                                                27

                                                                NEW Zen Apt w/Backyard-Steps to Indian Rocks Beach

                                                                Florida / Indian Rocks Beach

                                                                Indian Rocks Beach apartment

                                                                1 3 min stay varies

                                                                • 1 bedroom
                                                                • sleeps 3
                                                                • min stay varies
                                                                • Child Friendly
                                                                • Air conditioning

                                                                Price per night from

                                                                $121

                                                                Responds fast!
                                                                avg. 9 minutes

                                                                Price per night from

                                                                $121

                                                                Distance approx 9.8 km from South Pasadena

                                                                  15

                                                                  Seaclub Indian Shore condo #39

                                                                  Florida / Indian Shores

                                                                  Indian Shores condo

                                                                  2 4 7 nights min

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

                                                                  Price per night from

                                                                  $97

                                                                  Price per night from

                                                                  $97

                                                                  Distance approx 16.19 km from South Pasadena

                                                                    8

                                                                    Spring break and soft white sand

                                                                    Florida / Clearwater

                                                                    Clearwater condo

                                                                    2 8 3 nights min

                                                                    • 2 bedrooms
                                                                    • sleeps 8
                                                                    • 3 nights min
                                                                    • Child Friendly

                                                                    Price per night from

                                                                    $859

                                                                    Price per night from

                                                                    $859

                                                                    Distance approx 17.7 km from South Pasadena

                                                                      19

                                                                      The Seascape -Relax Enjoy Private Pool, Hot Tub, Game Room

                                                                      Florida / Palma Sola

                                                                      Palma Sola house

                                                                      4 8 7 nights min

                                                                      • 4 bedrooms
                                                                      • sleeps 8
                                                                      • 7 nights min
                                                                      • Child Friendly

                                                                      Price per night from

                                                                      $157

                                                                      Price per night from

                                                                      $157

                                                                      Distance approx 4.61 km from South Pasadena

                                                                      (1) Excellent 

                                                                        18

                                                                        Kima 205 Spacious 2bd/2bath Madeira Beach Gulf Front Condo Endless Views

                                                                        Florida / Madeira Beach

                                                                        Madeira Beach condo

                                                                        2 6 7 nights min

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

                                                                        Price per night from

                                                                        $152

                                                                        Price per night from

                                                                        $152

                                                                        Distance approx 14.88 km from South Pasadena

                                                                          14

                                                                          Seaside Seclusion - Suite 3U

                                                                          Florida / Clearwater

                                                                          Clearwater house

                                                                          2 6 1 night min

                                                                          • 2 bedrooms
                                                                          • sleeps 6
                                                                          • 1 night min
                                                                          • Child Friendly

                                                                          Price per night from

                                                                          $409

                                                                          Price per night from

                                                                          $409

                                                                          Distance approx 16.26 km from South Pasadena

                                                                          (5) Very Good 

                                                                            34

                                                                            Private Beach, Gulf-access/Waterfront Townhouse U-448, Tampa bay

                                                                            Florida / Ruskin

                                                                            Ruskin townhouse

                                                                            3 10 min stay varies

                                                                            • 3 bedrooms
                                                                            • sleeps 10
                                                                            • min stay varies
                                                                            • Beach / lakeside relaxation
                                                                            • Nearest beach 1 mi
                                                                            • Swimming pool

                                                                            Price per night from

                                                                            $218

                                                                            Responds fast!
                                                                            avg. 2 hours 38 minutes

                                                                            Price per night from

                                                                            $218

                                                                            Distance approx 1.55 km from South Pasadena Show on Map

                                                                            (1) Very Good 

                                                                              13

                                                                              ULTIMATE ST PETE BEACH FRONT RENTAL CONDO #101

                                                                              Florida / St. Pete Beach

                                                                              St. Pete 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

                                                                              $249

                                                                              Price per night from

                                                                              $249