Vacation Rentals with Hot Tub in Holmes Beach

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Filtering by: Jacuzzi or hot tub

659 vacation rentals

(31) Excellent 

Certificate of Excellence

    52

    Happy Island Cottage with heated private Pool

    Anna Maria Island / Holmes Beach

    Holmes Beach house

    3 8 6 nights min

    • 3 bedrooms
    • sleeps 8
    • 6 nights min
    • Beach / lakeside relaxation
    • Swimming pool
    • Child Friendly
    “Exceeded expectations!” For several years, I've wanted to spend Christmas on AMI with my family. This past Christmas, I was able to do that, and we stayed at Happy Island Cottage. This was a wonderful house to stay in, and Alex was great and very re

    Certificate of Excellence

    Price per night from

    $308

    Responds fast!
    avg. 2 hours 13 minutes

    Price per night from

    $308

      33

      Tropical oasis on AMI located by the beach

      Anna Maria Island / Holmes Beach

      Holmes Beach condo

      2 6 min stay varies

      • 2 bedrooms
      • sleeps 6
      • min stay varies
      • Ask about children
      • Air conditioning

      Price per night from

      $152

      Price per night from

      $152

      (31) Excellent 

      Certificate of Excellence

        38

        A Pearl of a Beach Home - with luxury private heated pool and hot tub

        Anna Maria Island / Holmes Beach

        Holmes Beach house

        3 6 7 nights min

        • 3 bedrooms
        • sleeps 6
        • 7 nights min
        • Beach / lakeside relaxation
        • Nearest beach 0.4 mi
        • Swimming pool
        “out standing place to stay” I would/will stay here again when we come back down. Everything is top notch and the home has everything you need. We enjoyed the pool and hot tube, used it every night. Mike and Lesley are very easy to work with and do

        Certificate of Excellence

        Price per night from

        $245

        Responds fast!
        avg. 57 minutes

        Price per night from

        $245

        (8) Very Good 

          12

          Coquina Sands, view beach from balcony, priv pool

          Anna Maria Island / Holmes Beach

          Holmes Beach house

          2 6 7 nights min

          • 2 bedrooms
          • sleeps 6
          • 7 nights min
          • Beach / lakeside relaxation
          • Swimming pool
          • Child Friendly
          “Great place, great location, great vacation” We stay at Anna Maria for 12 days and if we could we would be there for 12 years. Awesome place and great host. Everything was ready for us. Only high marks. Thanks

          Price per night from

          $226

          Responds fast!
          avg. 3 hours 12 minutes

          Price per night from

          $226

            15

            Bradenton Beach Club 247

            Anna Maria Island / Holmes Beach

            Holmes Beach apartment

            3 6 7 nights min

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

            Price per night from

            $245

            Price per night from

            $245

            (102) Excellent 

            Certificate of Excellence

              37

              Anna Maria Island Private Tropical Garden Home

              Anna Maria Island / Holmes Beach

              Holmes Beach house

              3 6 7 nights min

              • 3 bedrooms
              • sleeps 6
              • 7 nights min
              • Beach / lakeside relaxation
              • Nearest beach 0.64 mi
              • Swimming pool
              “Best rental, best hosts -- hands down!” I booked this rental with the intention of relaxing on the beach, soaking up the sun and hanging out with family for just over a week. Hurricane Irma had other plans, and we had to cut our vacation short. But

              Certificate of Excellence

              Price per night from

              $294

              Responds fast!
              avg. 2 hours 46 minutes

              Price per night from

              $294

                26

                Seabreeze Villa- Amazing Family Friendly Private Pool Home With An Outdoor

                Anna Maria Island / Holmes Beach

                Holmes Beach house

                5 10 min stay varies

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

                Price per night from

                $361

                Price per night from

                $361

                  39

                  Spectacular 4Br Gulf Front Beach Home w/ Private Beach, Roof Deck & Heated Pool

                  Anna Maria Island / Holmes Beach

                  Holmes Beach house

                  4 8 min stay varies

                  • 4 bedrooms
                  • sleeps 8
                  • min stay varies
                  • Child Friendly

                  Price per night from

                  $903

                  Price per night from

                  $903

                    22

                    Chic~ Pet Friendly~ Brand New Heated Pool/Spa

                    Anna Maria Island / Holmes Beach

                    Holmes Beach house

                    2 4 min stay varies

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

                    Price per night from

                    $247

                    Price per night from

                    $247

                      36

                      AQUABELLA WATERFRONT HOME

                      Anna Maria Island / Holmes Beach

                      Holmes Beach house

                      3 6 min stay varies

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

                      Price per night from

                      $280

                      Responds fast!
                      avg. 1 hour 57 minutes

                      Price per night from

                      $280

                        14

                        Pool Party South Cottage

                        Anna Maria Island / Holmes Beach

                        Holmes Beach house

                        2 6 min stay varies

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

                        Price per night from

                        $146

                        Price per night from

                        $146

                          23

                          2BR 2BA Overlooking Pool, WIFI, Close to Beaches and Trolly Pet Friendly

                          Anna Maria Island / Holmes Beach

                          Holmes Beach house

                          2 6 min stay varies

                          • 2 bedrooms
                          • sleeps 6
                          • min stay varies
                          • Child Friendly

                          Price per night from

                          $158

                          Price per night from

                          $158

                            24

                            Mermaid's Crossing

                            Anna Maria Island / Holmes Beach

                            Holmes Beach house

                            4 8 min stay varies

                            • 4 bedrooms
                            • sleeps 8
                            • min stay varies
                            • Child Friendly

                            Price per night from

                            $343

                            Price per night from

                            $343

                              31

                              Island Delight - a brand new sparkling private heated pool and hot tub

                              Anna Maria Island / Holmes Beach

                              Holmes Beach apartment

                              2 4 7 nights min

                              • 2 bedrooms
                              • sleeps 4
                              • 7 nights min
                              • Swimming pool
                              • Ask about children
                              • Air conditioning

                              Price per night from

                              $143

                              Responds fast!
                              avg. 3 hours 35 minutes

                              Price per night from

                              $143

                                24

                                Paradise Found

                                Anna Maria Island / Holmes Beach

                                Holmes Beach house

                                6 12 min stay varies

                                • 6 bedrooms
                                • sleeps 12
                                • min stay varies
                                • Child Friendly

                                Price per night from

                                $400

                                Price per night from

                                $400

                                  24

                                  OCEAN 72 - CHARMING 2 Bed 2 Bath with PR - Townhouse

                                  Anna Maria Island / Holmes Beach

                                  Holmes Beach house

                                  2 6 min stay varies

                                  • 2 bedrooms
                                  • sleeps 6
                                  • min stay varies
                                  • Child Friendly

                                  Price per night from

                                  $171

                                  Price per night from

                                  $171

                                    48

                                    Wonderful 2BR 2BA with PRIVATE Pool, 300 Yards from Beach, Lounge Chairs

                                    Anna Maria Island / Holmes Beach

                                    Holmes Beach house

                                    2 6 min stay varies

                                    • 2 bedrooms
                                    • sleeps 6
                                    • min stay varies
                                    • Child Friendly

                                    Price per night from

                                    $207

                                    Price per night from

                                    $207

                                      24

                                      Pool Party North Cottage

                                      Anna Maria Island / Holmes Beach

                                      Holmes Beach house

                                      2 6 min stay varies

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

                                      Price per night from

                                      $146

                                      Price per night from

                                      $146

                                        29

                                        Linger Longer 302C

                                        Anna Maria Island / Holmes Beach

                                        Holmes Beach apartment

                                        1 2 7 nights min

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

                                        Price per night from

                                        $179

                                        Responds fast!
                                        avg. 19 minutes

                                        Price per night from

                                        $179

                                          25

                                          Bahama Mama

                                          Anna Maria Island / Holmes Beach

                                          Holmes Beach house

                                          3 6 min stay varies

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

                                          Price per night from

                                          $219

                                          Price per night from

                                          $219

                                            24

                                            Mermaids Landing

                                            Anna Maria Island / Holmes Beach

                                            Holmes Beach house

                                            6 16 min stay varies

                                            • 6 bedrooms
                                            • sleeps 16
                                            • min stay varies
                                            • Child Friendly

                                            Price per night from

                                            $439

                                            Price per night from

                                            $439

                                              48

                                              Pool Party Cottages

                                              Anna Maria Island / Holmes Beach

                                              Holmes Beach house

                                              4 12 min stay varies

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

                                              Price per night from

                                              $266

                                              Price per night from

                                              $266

                                                24

                                                Oasis By The Beach

                                                Anna Maria Island / Holmes Beach

                                                Holmes Beach house

                                                5 10 min stay varies

                                                • 5 bedrooms
                                                • sleeps 10
                                                • min stay varies
                                                • Child Friendly

                                                Price per night from

                                                $343

                                                Price per night from

                                                $343

                                                  17

                                                  Beach Bliss

                                                  Anna Maria Island / Holmes Beach

                                                  Holmes Beach house

                                                  3 6 min stay varies

                                                  • 3 bedrooms
                                                  • sleeps 6
                                                  • min stay varies
                                                  • Child Friendly

                                                  Price per night from

                                                  $258

                                                  Price per night from

                                                  $258

                                                    24

                                                    Ocean View

                                                    Anna Maria Island / Holmes Beach

                                                    Holmes Beach house

                                                    6 12 min stay varies

                                                    • 6 bedrooms
                                                    • sleeps 12
                                                    • min stay varies
                                                    • Child Friendly

                                                    Price per night from

                                                    $515

                                                    Price per night from

                                                    $515

                                                      17

                                                      Turtle's Bay

                                                      Anna Maria Island / Holmes Beach

                                                      Holmes Beach house

                                                      3 6 min stay varies

                                                      • 3 bedrooms
                                                      • sleeps 6
                                                      • min stay varies
                                                      • Child Friendly

                                                      Price per night from

                                                      $287

                                                      Price per night from

                                                      $287

                                                        24

                                                        Seahorse Beach House

                                                        Anna Maria Island / Holmes Beach

                                                        Holmes Beach house

                                                        4 8 min stay varies

                                                        • 4 bedrooms
                                                        • sleeps 8
                                                        • min stay varies
                                                        • Child Friendly

                                                        Price per night from

                                                        $264

                                                        Price per night from

                                                        $264

                                                          24

                                                          Sunset & Sand

                                                          Anna Maria Island / Holmes Beach

                                                          Holmes Beach house

                                                          4 8 min stay varies

                                                          • 4 bedrooms
                                                          • sleeps 8
                                                          • min stay varies
                                                          • Child Friendly

                                                          Price per night from

                                                          $228

                                                          Price per night from

                                                          $228

                                                            22

                                                            Angel Sea - 6 Bedroom with Elevator only 2

                                                            Anna Maria Island / Holmes Beach

                                                            Holmes Beach house

                                                            6 12 min stay varies

                                                            • 6 bedrooms
                                                            • sleeps 12
                                                            • min stay varies
                                                            • Child Friendly

                                                            Price per night from

                                                            $343

                                                            Price per night from

                                                            $343

                                                              34

                                                              Mainsail Beach Inn - Townhouse 3 Bedroom Unit 11

                                                              Anna Maria Island / Holmes Beach

                                                              Holmes Beach hotel apartment

                                                              3 8 min stay varies

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

                                                              Price per night from

                                                              $451

                                                              Price per night from

                                                              $451

                                                                16

                                                                Absolutely Perfect

                                                                Anna Maria Island / Holmes Beach

                                                                Holmes Beach house

                                                                4 8 min stay varies

                                                                • 4 bedrooms
                                                                • sleeps 8
                                                                • min stay varies
                                                                • Swimming pool
                                                                • Car not necessary
                                                                • Air conditioning

                                                                Price per night from

                                                                $1,009

                                                                Price per night from

                                                                $1,009

                                                                  12

                                                                  Ebb Tide

                                                                  Anna Maria Island / Holmes Beach

                                                                  Holmes Beach house

                                                                  3 6 7 nights min

                                                                  • 3 bedrooms
                                                                  • sleeps 6
                                                                  • 7 nights min
                                                                  • Swimming pool
                                                                  • Child Friendly
                                                                  • Car not necessary

                                                                  Price per night from

                                                                  $269

                                                                  Price per night from

                                                                  $269

                                                                    24

                                                                    Emerald Bay

                                                                    Anna Maria Island / Holmes Beach

                                                                    Holmes Beach house

                                                                    3 6 min stay varies

                                                                    • 3 bedrooms
                                                                    • sleeps 6
                                                                    • min stay varies
                                                                    • Child Friendly

                                                                    Price per night from

                                                                    $264

                                                                    Price per night from

                                                                    $264

                                                                    (1) Very Good 

                                                                      24

                                                                      617 Dundee Lane

                                                                      Anna Maria Island / Holmes Beach

                                                                      Holmes Beach house

                                                                      3 6 min stay varies

                                                                      • 3 bedrooms
                                                                      • sleeps 6
                                                                      • min stay varies
                                                                      • Swimming pool
                                                                      • Child Friendly
                                                                      “A stay with some lacks” In general we enjoyed our stay but we have 4 remarks: 1. in the master room the bed/the matress are not very comfortable. The bed is very very hard. Mybe it is an old one. 2. The pool heat didn't work, after the 1st week the po

                                                                      Price per night from

                                                                      $409

                                                                      Price per night from

                                                                      $409

                                                                        16

                                                                        Boogie Board

                                                                        Anna Maria Island / Holmes Beach

                                                                        Holmes Beach condo

                                                                        1 2 7 nights min

                                                                        • 1 bedroom
                                                                        • sleeps 2
                                                                        • 7 nights min
                                                                        • Swimming pool
                                                                        • Child Friendly
                                                                        • Car not necessary

                                                                        Price per night from

                                                                        $147

                                                                        Price per night from

                                                                        $147

                                                                          13

                                                                          MI Happy Place Sea Turtle 4

                                                                          Anna Maria Island / Holmes Beach

                                                                          Holmes Beach house

                                                                          2 4 min stay varies

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

                                                                          Price per night from

                                                                          $197

                                                                          Price per night from

                                                                          $197

                                                                            23

                                                                            Playa Encantada 214

                                                                            Anna Maria Island / Holmes Beach

                                                                            Holmes Beach house

                                                                            2 4 14 nights min

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

                                                                            Price per night from

                                                                            $172

                                                                            Price per night from

                                                                            $172

                                                                              53

                                                                              3BR 2BA With PRIVATE Pool, Conveniently Located from Beach, WIFI and More

                                                                              Anna Maria Island / Holmes Beach

                                                                              Holmes Beach house

                                                                              3 6 min stay varies

                                                                              • 3 bedrooms
                                                                              • sleeps 6
                                                                              • min stay varies
                                                                              • Child Friendly

                                                                              Price per night from

                                                                              $243

                                                                              Price per night from

                                                                              $243