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168 vacation rentals

(54) Excellent 

    28

    The best guest rated condos at Madeira Beach area!

    Florida / Madeira Beach

    Madeira Beach apartment

    1 4 4 nights min

    • 1 bedroom
    • sleeps 4
    • 4 nights min
    • Beach / lakeside relaxation
    • Nearest beach 3 mi
    • Swimming pool
    “Wonderful apartment” Me and my family spent a week in apartment #310 and had a magnificent time. The apartment is fully equipt with everything you possibly could want for your vacation. Nice locaion. Beautiful view from the balcony. The information fr
    …see more

    Price per night from

    $85

    Price per night from

    $85

      15

      Sandy Shores Condos #201

      Florida / Madeira Beach

      Madeira Beach condo

      1 4 min stay varies

      • 1 bedroom
      • sleeps 4
      • min stay varies
      • Swimming pool
      • Child Friendly
      • Car not necessary

      Price per night from

      $239

      Price per night from

      $239

        13

        Sandy Shores Condos #304

        Florida / Madeira Beach

        Madeira Beach condo

        1 4 min stay varies

        • 1 bedroom
        • sleeps 4
        • min stay varies
        • Swimming pool
        • Child Friendly
        • Car not necessary

        Price per night from

        $239

        Price per night from

        $239

          13

          Sandy Shores Condos #305

          Florida / Madeira Beach

          Madeira Beach condo

          1 4 min stay varies

          • 1 bedroom
          • sleeps 4
          • min stay varies
          • Swimming pool
          • Child Friendly
          • Car not necessary

          Price per night from

          $239

          Price per night from

          $239

            11

            Sandy Shores Condos #501

            Florida / Madeira Beach

            Madeira Beach condo

            1 4 min stay varies

            • 1 bedroom
            • sleeps 4
            • min stay varies
            • Swimming pool
            • Child Friendly
            • Car not necessary

            Price per night from

            $239

            Price per night from

            $239

            Great rentals within 20 miles that match your search

            Distance approx 11.86 km from Madeira Beach

              24

              beautiful condo with magnificent views of mandalay

              Florida / Clearwater

              Clearwater apartment

              1 2 90 nights min

              • 1 bedroom
              • sleeps 2
              • 90 nights min
              • Beach / lakeside relaxation
              • Nearest beach 0.9 mi
              • Swimming pool

              Price per night from

              $91

              Price per night from

              $91

              Distance approx 8.12 km from Madeira Beach

              (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

                $156

                Price per night from

                $156

                Distance approx 2.71 km from Madeira Beach

                  7

                  BEACHFRONT 2BD / 2BA CONDO -- OVER 1,225 sq.ft. in heart of Paradise!

                  Florida / Redington Shores

                  Redington Shores house

                  2 6 14 nights min

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

                  Price per night from

                  $344

                  Price per night from

                  $344

                  Distance approx 8.54 km from Madeira Beach

                    11

                    Bahia Point, Water View From Every Room

                    St. Petersburg / St. Pete Beach, St Petersburg

                    St. Petersburg condo

                    2 4 min stay varies

                    • 2 bedrooms
                    • sleeps 4
                    • min stay varies
                    • Beach / lakeside relaxation
                    • Nearest beach 0.6 mi
                    • Swimming pool

                    Price per night from

                    $115

                    Price per night from

                    $115

                    Distance approx 3.11 km from Madeira Beach

                    (3) Very Good 

                      37

                      Oceanfront 1400 sq ft Condo at Beach Cottage One! Private Beach, Big Pool

                      Florida / Indian Shores

                      Indian Shores apartment

                      2 4 7 nights min

                      • 2 bedrooms
                      • sleeps 4
                      • 7 nights min
                      • Beach / lakeside relaxation
                      • Nearest beach 0 mi
                      • Swimming pool
                      “We had a great vacation at this condo.” My family has been visiting indian rocks beach for nearly two decades, and we continue coming back to this resort and specifically, Martin's condo. It is always kept updated and we had a nice relaxing stay. It
                      …see more

                      Price per night from

                      $196

                      Price per night from

                      $196

                      Distance approx 8.73 km from Madeira Beach

                        8

                        Panoramic views from this lovely 9th floor waterfront unit

                        Florida / St. Pete Beach

                        St. Pete Beach condo

                        2 4 14 nights min

                        • 2 bedrooms
                        • sleeps 4
                        • 14 nights min
                        • Child Friendly

                        Price per night from

                        $148

                        Price per night from

                        $148

                        Distance approx 8.35 km from Madeira Beach

                          36

                          Beach Life St Pete

                          Florida / St. Petersburg

                          St. Petersburg townhouse

                          2 5 min stay varies

                          • 2 bedrooms
                          • sleeps 5
                          • min stay varies
                          • Beach / lakeside relaxation
                          • Swimming pool
                          • Child Friendly

                          Price per night from

                          $138

                          Price per night from

                          $138

                          Distance approx 3.81 km from Madeira Beach

                            25

                            Seascape II #102

                            Florida / Indian Shores

                            Indian Shores townhouse

                            3 6 28 nights min

                            • 3 bedrooms
                            • sleeps 6
                            • 28 nights min
                            • Swimming pool
                            • Car not necessary
                            • Air conditioning

                            Price per night from

                            $257

                            Price per night from

                            $257

                            Distance approx 10.28 km from Madeira Beach

                            (36) Excellent 

                            Certificate of Excellence

                              50

                              Luxury condo overlooking gorgeous pool

                              Florida / Clearwater

                              Clearwater condo

                              2 6 7 nights min

                              • 2 bedrooms
                              • sleeps 6
                              • 7 nights min
                              • Swimming pool
                              • Child Friendly
                              • Air conditioning
                              “Would stay again and again” From the moment I inquired about the condo Doreen , the owner was always right there to answer any questions we had and we had a lot ! The condo is so perfect . It was immaculate and had every comfort of home you could wa
                              …see more

                              Certificate of Excellence

                              Price per night from

                              $115

                              Responds fast!
                              avg. 1 hour 0 minutes

                              Price per night from

                              $115

                              Distance approx 2.41 km from Madeira Beach Show on Map

                                29

                                BEACH VACAY, FOUR x 2BR/2BAs APTs FOR 24 GUESTS, 2 POOLS, PARKING, HOT TUB

                                Florida / Treasure Island

                                Treasure Island apartment

                                8 24 min stay varies

                                • 8 bedrooms
                                • sleeps 24
                                • min stay varies
                                • Beach / lakeside relaxation
                                • Swimming pool
                                • Child Friendly

                                Price per night from

                                $852

                                Price per night from

                                $852

                                Distance approx 3.61 km from Madeira Beach

                                  25

                                  Beautifully updated condo in Treasure Island Florida

                                  Florida / Treasure Island

                                  Treasure Island condo

                                  2 4 30 nights min

                                  • 2 bedrooms
                                  • sleeps 4
                                  • 30 nights min
                                  • Nearest beach 0.805 mi
                                  • Swimming pool
                                  • Child Friendly

                                  Price per night from

                                  $64

                                  Price per night from

                                  $64

                                  Distance approx 12.36 km from Madeira Beach

                                    11

                                    The Seahorse

                                    Florida / St. Petersburg

                                    St. Petersburg house

                                    3 8 6 nights min

                                    • 3 bedrooms
                                    • sleeps 8
                                    • 6 nights min
                                    • Child Friendly
                                    • Pet Friendly

                                    Price per night from

                                    $288

                                    Price per night from

                                    $288

                                    Distance approx 13.39 km from Madeira Beach

                                      16

                                      8 houses from beach and gulf in Clearwater beach

                                      Florida / Clearwater

                                      Clearwater house

                                      3 6 30 nights min

                                      • 3 bedrooms
                                      • sleeps 6
                                      • 30 nights min
                                      • Beach / lakeside relaxation
                                      • Child Friendly
                                      • Pet Friendly

                                      Price per night from

                                      $196

                                      Responds fast!
                                      avg. 37 minutes

                                      Price per night from

                                      $196

                                      Distance approx 10.5 km from Madeira Beach

                                        14

                                        Affordable Luxury Mediterranean Style Resort in Clearwater

                                        Florida / Clearwater

                                        Clearwater apartment

                                        1 4 min stay varies

                                        • 1 bedroom
                                        • sleeps 4
                                        • min stay varies
                                        • Swimming pool
                                        • Child Friendly
                                        • Air conditioning

                                        Price per night from

                                        $77

                                        Price per night from

                                        $77

                                        Distance approx 4.03 km from Madeira Beach

                                          25

                                          PERFECT 2BR APT! SECONDS TO BEACH, POOL, BBQ

                                          Florida / Indian Shores

                                          Indian Shores apartment

                                          2 6 min stay varies

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

                                          Price per night from

                                          $238

                                          Price per night from

                                          $238

                                          Distance approx 6.07 km from Madeira Beach

                                            38

                                            ON THE BEACH, GREAT POOLSIDE 1BR APT! HOT-TUB, TENNIS, GRILL 1

                                            Florida / St. Pete Beach

                                            St. Pete Beach apartment

                                            1 6 min stay varies

                                            • 1 bedroom
                                            • sleeps 6
                                            • min stay varies
                                            • Beach / lakeside relaxation
                                            • Swimming pool
                                            • Child Friendly

                                            Price per night from

                                            $184

                                            Price per night from

                                            $184

                                            Distance approx 1.73 km from Madeira Beach Show on Map

                                              39

                                              Mermaid - Belle Vista #5 * John's Pass

                                              Florida / Treasure Island

                                              Treasure Island house

                                              3 8 min stay varies

                                              • 3 bedrooms
                                              • sleeps 8
                                              • min stay varies
                                              • Ski
                                              • Child Friendly
                                              • Car not necessary

                                              Price per night from

                                              $322

                                              Price per night from

                                              $322

                                              Distance approx 6.06 km from Madeira Beach

                                                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. 1 hour 55 minutes

                                                Price per night from

                                                $207

                                                Distance approx 2.63 km from Madeira Beach Show on Map

                                                  32

                                                  FOUR INCREDIBLE 2BR/2BAs for 24 GUESTS, POOL, BALCONY, POOL, PARKING

                                                  Florida / Treasure Island

                                                  Treasure Island apartment

                                                  8 24 min stay varies

                                                  • 8 bedrooms
                                                  • sleeps 24
                                                  • min stay varies
                                                  • Beach / lakeside relaxation
                                                  • Swimming pool
                                                  • Child Friendly

                                                  Price per night from

                                                  $732

                                                  Price per night from

                                                  $732

                                                  Distance approx 2.63 km from Madeira Beach Show on Map

                                                    32

                                                    WOW 4 x 2BR/2BAs for 24 GUESTS, POOL, BALCONY, STEPS TO THE BEACH

                                                    Florida / Treasure Island

                                                    Treasure Island apartment

                                                    8 24 min stay varies

                                                    • 8 bedrooms
                                                    • sleeps 24
                                                    • min stay varies
                                                    • Beach / lakeside relaxation
                                                    • Swimming pool
                                                    • Child Friendly

                                                    Price per night from

                                                    $732

                                                    Price per night from

                                                    $732

                                                    Distance approx 2.41 km from Madeira Beach Show on Map

                                                      29

                                                      BEACH ESCAPE, FAMILY FRIENDLY 2BR/2BA, POOL, TIKI BAR, FREE PARKING

                                                      Florida / Treasure Island

                                                      Treasure Island apartment

                                                      2 6 min stay varies

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

                                                      Price per night from

                                                      $213

                                                      Price per night from

                                                      $213

                                                      Distance approx 6.07 km from Madeira Beach

                                                        40

                                                        COOL UNIT WITH POOL VIEW! HOT-TUB, TENNIS, FITNESS, PARKING, BBQ 4

                                                        Florida / St. Pete Beach

                                                        St. Pete 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

                                                        $161

                                                        Price per night from

                                                        $161

                                                        Distance approx 2.41 km from Madeira Beach Show on Map

                                                          29

                                                          BEACH PARADISE, THREE X 2BR/2BA APTs 2 POOLS, PARKING, HOT TUB, BALCONY

                                                          Florida / Treasure Island

                                                          Treasure Island apartment

                                                          6 18 min stay varies

                                                          • 6 bedrooms
                                                          • sleeps 18
                                                          • min stay varies
                                                          • Beach / lakeside relaxation
                                                          • Swimming pool
                                                          • Child Friendly

                                                          Price per night from

                                                          $639

                                                          Price per night from

                                                          $639

                                                          Distance approx 2.41 km from Madeira Beach Show on Map

                                                            29

                                                            BEACH STAY, 2BR/2BA APARTMENT, 2 POOLS, HOT TUB, PARKING, BALCONY

                                                            Florida / Treasure Island

                                                            Treasure Island apartment

                                                            2 6 min stay varies

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

                                                            Price per night from

                                                            $213

                                                            Price per night from

                                                            $213

                                                            Distance approx 4.03 km from Madeira Beach

                                                              25

                                                              STEPS TO THE BEACH, 2x2BR FOR 12! POOL, GRILL!

                                                              Florida / Indian Shores

                                                              Indian Shores apartment

                                                              4 12 min stay varies

                                                              • 4 bedrooms
                                                              • sleeps 12
                                                              • min stay varies
                                                              • Beach / lakeside relaxation
                                                              • Swimming pool
                                                              • Child Friendly

                                                              Price per night from

                                                              $475

                                                              Price per night from

                                                              $475

                                                              Distance approx 2.63 km from Madeira Beach Show on Map

                                                                32

                                                                STEPS TO THE BEACH, 2 x 2BR APTS, BALCONY, POOL, HOT TUB

                                                                Florida / Treasure Island

                                                                Treasure Island apartment

                                                                4 12 min stay varies

                                                                • 4 bedrooms
                                                                • sleeps 12
                                                                • min stay varies
                                                                • Beach / lakeside relaxation
                                                                • Swimming pool
                                                                • Child Friendly

                                                                Price per night from

                                                                $366

                                                                Price per night from

                                                                $366

                                                                Distance approx 3.86 km from Madeira Beach

                                                                  29

                                                                  INDIAN SHORES 1 BEDROOM WITH BEACH ACCESS GETAWAY

                                                                  Florida / Indian Shores

                                                                  Indian Shores apartment

                                                                  1 4 3 nights min

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

                                                                  Price per night from

                                                                  $173

                                                                  Price per night from

                                                                  $173

                                                                  Distance approx 6.06 km from Madeira Beach

                                                                    52

                                                                    STUDIO FOR 4 ~HARBOURSIDE~**Now Booking April,May,June!** POOLS-WATERPARK-BEACH

                                                                    Florida / Indian Rocks Beach

                                                                    Indian Rocks Beach studio

                                                                    Studio 4 3 nights min

                                                                    • Studio
                                                                    • sleeps 4
                                                                    • 3 nights min
                                                                    • Swimming pool
                                                                    • Child Friendly
                                                                    • Car not necessary

                                                                    Price per night from

                                                                    $207

                                                                    Responds fast!
                                                                    avg. 3 hours 36 minutes

                                                                    Price per night from

                                                                    $207

                                                                    Distance approx 2.63 km from Madeira Beach Show on Map

                                                                      32

                                                                      3 UNIQUE 2BR/2BA APARTMENTS, GULF VIEW, BALCONY, POOL, PARKING

                                                                      Florida / Treasure Island

                                                                      Treasure Island apartment

                                                                      6 18 min stay varies

                                                                      • 6 bedrooms
                                                                      • sleeps 18
                                                                      • min stay varies
                                                                      • Beach / lakeside relaxation
                                                                      • Swimming pool
                                                                      • Child Friendly

                                                                      Price per night from

                                                                      $549

                                                                      Price per night from

                                                                      $549

                                                                      Distance approx 8.47 km from Madeira Beach

                                                                        24

                                                                        Beautiful Island on Boca Ciega Bay & The Beach

                                                                        Florida / St. Petersburg

                                                                        St. Petersburg condo

                                                                        2 4 14 nights min

                                                                        • 2 bedrooms
                                                                        • sleeps 4
                                                                        • 14 nights min
                                                                        • Beach / lakeside relaxation
                                                                        • Nearest beach 0.8 mi
                                                                        • Swimming pool

                                                                        Price per night from

                                                                        $115

                                                                        Price per night from

                                                                        $115

                                                                        Distance approx 1.65 km from Madeira Beach Show on Map

                                                                          29

                                                                          North Madeira # 212

                                                                          Florida / Treasure Island

                                                                          Treasure Island condo

                                                                          2 4 7 nights min

                                                                          • 2 bedrooms
                                                                          • sleeps 4
                                                                          • 7 nights min
                                                                          • Swimming pool
                                                                          • Child Friendly
                                                                          • Car not necessary

                                                                          Price per night from

                                                                          $274

                                                                          Price per night from

                                                                          $274

                                                                          Distance approx 6.93 km from Madeira Beach

                                                                            28

                                                                            1200 Beach Trail #201

                                                                            Florida / Indian Rocks Beach

                                                                            Indian Rocks Beach condo

                                                                            2 4 7 nights min

                                                                            • 2 bedrooms
                                                                            • sleeps 4
                                                                            • 7 nights min
                                                                            • Swimming pool
                                                                            • Car not necessary

                                                                            Price per night from

                                                                            $220

                                                                            Price per night from

                                                                            $220

                                                                            Distance approx 8.35 km from Madeira Beach

                                                                              26

                                                                              22-2 BeachHouse Sleeps6 Beauty&Redone w/WiFI&Bikes

                                                                              St. Pete Beach / Pass-a-Grille

                                                                              St. Pete Beach cottage

                                                                              2 6 min stay varies

                                                                              • 2 bedrooms
                                                                              • sleeps 6
                                                                              • min stay varies
                                                                              • Beach / lakeside relaxation
                                                                              • Nearest beach 1 mi
                                                                              • Child Friendly

                                                                              Price per night from

                                                                              $288

                                                                              Price per night from

                                                                              $288