Clearwater, FL Vacation Rentals

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2,905 beach rentals

(2) Excellent 

    24

    Dog-Friendly 2BR, 2BA Clearwater House w/ Pool, 5 Miles from the Beach

    Florida / Clearwater

    Clearwater house

    2 6 min stay varies

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

    Price per night from

    $204

    Price per night from

    $204

      21

      Remodeled 2brms Condo. Fantastic location! 15 min from Clearwater beach

      Florida / Clearwater

      Clearwater apartment

      2 4 28 nights min

      • 2 bedrooms
      • sleeps 4
      • 28 nights min
      • Nearest beach 11 mi
      • Swimming pool
      • Child Friendly

      Price per night from

      $92

      Price per night from

      $92

      (15) Excellent 

        40

        Beautiful relaxing getaway close to the beach

        Florida / Clearwater

        Clearwater apartment

        1 3 min stay varies

        • 1 bedroom
        • sleeps 3
        • min stay varies
        • Beach / lakeside relaxation
        • Nearest beach 6 mi
        • Swimming pool
        “Beautiful condo, close proximity to beach, relaxing and lovely stay!!” We had such a lovely time at the condo. The owners are incredibly wonderful to communicate with and so gracious and attentive to needs. The place was spotless and beautifully decor

        Price per night from

        $70

        Price per night from

        $70

          26

          3BR w/ Roof Deck on Waterway

          Florida / Clearwater

          Clearwater house

          3 6 5 nights min

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

          Price per night from

          $305

          Price per night from

          $305

          (18) Excellent 

            21

            Large 3 Bedroom 3 Bathroom condo right on the water !

            Florida / Clearwater

            Clearwater condo

            3 8 7 nights min

            • 3 bedrooms
            • sleeps 8
            • 7 nights min
            • Beach / lakeside relaxation
            • Child Friendly
            “Perfect place to stay.” A very nice, clean condo with a great view and a very caring owner. It was fully stocked with everything I needed. Beautiful water view off the back balcony and just minutes walk from Clearwater Beach.

            Price per night from

            $228

            Responds fast!
            avg. 1 hour 54 minutes

            Price per night from

            $228

            (17) Excellent 

            Certificate of Excellence

              27

              Romance On The Beach! Great View of the Beach!

              Clearwater / Clearwater Beach

              Clearwater apartment

              2 min stay varies

              • sleeps 2
              • min stay varies
              • Beach / lakeside relaxation
              • Swimming pool
              • Air conditioning
              “Great place to stay!” We went to Clearwater for an extended weekend and celebrate my husband's 55th birthday. We wanted to be close to the beach and walking distance to restaurants....well we found it! You couldn't ask to be closer and the studio apa

              Certificate of Excellence

              Price per night from

              $200

              Responds fast!
              avg. 2 hours 37 minutes

              Price per night from

              $200

              (13) Very Good 

                41

                Stunning Modern Single Family Home/Vacation Rental

                Florida / Clearwater

                Clearwater house

                4 10 1 night min

                • 4 bedrooms
                • sleeps 10
                • 1 night min
                • Child Friendly
                • Air conditioning
                • Private garden
                “Great stay! Stunning and spacious home!” Awesome guy! Loved the place. And was a great location. Very organized and neat clear instructions, plenty of room and was really acceptable

                Price per night from

                $411

                Responds fast!
                avg. 39 minutes

                Price per night from

                $411

                  25

                  Lavish 3BR Condo w/ Outdoor Patio, Hot Tub, Pool & Intracoastal Waterway View

                  Florida / Clearwater

                  Clearwater apartment

                  3 8 3 nights min

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

                  Price per night from

                  $633

                  Price per night from

                  $633

                  (39) Excellent 

                    41

                    LUXURY 5*SUITE,3 BEDS,2 BATH, POOL,HOT TUB ,WATER VIEWS.2019 DISCOUNTS APPLY ..

                    Florida / Clearwater

                    Clearwater condo

                    3 10 min stay varies

                    • 3 bedrooms
                    • sleeps 10
                    • min stay varies
                    • Beach / lakeside relaxation
                    • Nearest beach 0.06 mi
                    • Swimming pool
                    “Harbor View Grande Suite # 707 Excellent 5 Star *****” A Big Thank you to the owners and Staff of 707. The accommodations where beyond our expectations. The décor was professionally done and the Suite was spotless upon arrival. The champagne was a

                    Price per night from

                    $242

                    Responds fast!
                    avg. 2 hours 34 minutes

                    Price per night from

                    $242

                    (4) Excellent 

                      43

                      Available now! April 26 - May 7, 2019 - Relaxing Condo Near the Beach

                      Florida / Clearwater

                      Clearwater condo

                      1 4 7 nights min

                      • 1 bedroom
                      • sleeps 4
                      • 7 nights min
                      • Nearest beach 2 mi
                      • Swimming pool
                      • Child Friendly

                      Price per night from

                      $75

                      Responds fast!
                      avg. 1 hour 23 minutes

                      Price per night from

                      $75

                      (4) Excellent 

                        29

                        Surfside Condos 202 Beachfront Condo

                        Florida / Clearwater

                        Clearwater apartment

                        3 8 7 nights min

                        • 3 bedrooms
                        • sleeps 8
                        • 7 nights min
                        • Swimming pool
                        • Ask about children
                        • Air conditioning
                        “Wonderful !” This condo was perfect for what we needed. As only a couple, the master bedroom was wonderful with it’s king size bed and a sliding door to the deck . It has a great oceanfront view and we had awesome sunsets every night from our bal

                        Price per night from

                        $403

                        Price per night from

                        $403

                        (1) Very Good 

                          24

                          Newly Renovated Clearwater House - 5 min to Beach!

                          Florida / Clearwater

                          Clearwater house

                          3 8 2 nights min

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

                          Price per night from

                          $144

                          Responds fast!
                          avg. 33 minutes

                          Price per night from

                          $144

                            32

                            304 Island Key

                            Florida / Clearwater

                            Clearwater condo

                            3 8 min stay varies

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

                            Price per night from

                            $169

                            Responds fast!
                            avg. 2 hours 6 minutes

                            Price per night from

                            $169

                              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

                              (4) Very Good 

                                34

                                Exclusive Tropical Retreat in Sunny Clearwater Bea

                                Florida / Clearwater

                                Clearwater house

                                4 12 30 nights min

                                • 4 bedrooms
                                • sleeps 12
                                • 30 nights min
                                • Beach / lakeside relaxation
                                • Swimming pool
                                • Child Friendly

                                Price per night from

                                $398

                                Price per night from

                                $398

                                (6) Very Good 

                                Certificate of Excellence

                                  47

                                  Private Rooftop Terrace with Hut Tub and Stunning Ocean Views !!

                                  Florida / Clearwater

                                  Clearwater townhouse

                                  4 11 min stay varies

                                  • 4 bedrooms
                                  • sleeps 11
                                  • min stay varies
                                  • Beach / lakeside relaxation
                                  • Nearest beach 0 mi
                                  • Child Friendly
                                  “Beautiful Clearwater Beach townhouse” Such a convenient location. Walking distance to beach. 2 minutes away! This townhouse is luxurious and spacious!

                                  Certificate of Excellence

                                  Price per night from

                                  $457

                                  Responds fast!
                                  avg. 56 minutes

                                  Price per night from

                                  $457

                                  (20) Excellent 

                                  Certificate of Excellence

                                    24

                                    GulfSideSuite at 30 seconds Walk to the Beach. WOW

                                    Clearwater / Clearwater Beach

                                    Clearwater apartment

                                    1 2 min stay varies

                                    • 1 bedroom
                                    • sleeps 2
                                    • min stay varies
                                    • Beach / lakeside relaxation
                                    • Swimming pool
                                    • Air conditioning
                                    “Wonderful beach location.” My husband and I just returned from a weeks stay at this terrific beach studio. It is as described by the owner and you can trust the photos. The place was immaculately clean and just steps from the sand and sea. Beach ch

                                    Certificate of Excellence

                                    Price per night from

                                    $201

                                    Responds fast!
                                    avg. 2 hours 37 minutes

                                    Price per night from

                                    $201

                                    (6) Very Good 

                                      32

                                      404 Dockside

                                      Florida / Clearwater

                                      Clearwater apartment

                                      3 8 min stay varies

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

                                      Price per night from

                                      $168

                                      Responds fast!
                                      avg. 2 hours 6 minutes

                                      Price per night from

                                      $168

                                        20

                                        2401 Margolin Lane/Super Red Hot Mansion for You $155/Day Starting At

                                        Florida / Clearwater

                                        Clearwater house

                                        5 20 2 nights min

                                        • 5 bedrooms
                                        • sleeps 20
                                        • 2 nights min
                                        • Nearest beach 20 mi
                                        • Swimming pool
                                        • Child Friendly

                                        Price per night from

                                        $174

                                        Responds fast!
                                        avg. 1 hour 57 minutes

                                        Price per night from

                                        $174

                                        (1) Excellent 

                                          21

                                          YOUR HOME AWAY FROM HOME from CLEARWATER BEACH!!!

                                          Florida / Clearwater

                                          Clearwater condo

                                          1 4 min stay varies

                                          • 1 bedroom
                                          • sleeps 4
                                          • min stay varies
                                          • Nearest beach 5 mi
                                          • Swimming pool
                                          • Suitable for children age 5+

                                          Price per night from

                                          $99

                                          Responds fast!
                                          avg. 1 hour 0 minutes

                                          Price per night from

                                          $99

                                          (12) Very Good 

                                            21

                                            Waterfront Studio on Clearwater Beach

                                            Florida / Clearwater

                                            Clearwater studio

                                            Studio 2 3 nights min

                                            • Studio
                                            • sleeps 2
                                            • 3 nights min
                                            • Beach / lakeside relaxation
                                            • Nearest beach 0 mi
                                            • Swimming pool
                                            “Room C4!” We really enjoyed our trip to Clearwater! This condo is in a fantastic spot, within walking distance to everything. It has a cute little courtyard, pool, and a fantastic dock to fish off of and watch the dolphins swimming. It was just my h

                                            Price per night from

                                            $133

                                            Responds fast!
                                            avg. 2 hours 41 minutes

                                            Price per night from

                                            $133

                                            (4) Excellent 

                                              16

                                              Dock of the Bay - Beautiful Upscale Waterfront 2 KING BR/2BA Condo

                                              Florida / Clearwater

                                              Clearwater condo

                                              2 7 7 nights min

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

                                              Price per night from

                                              $269

                                              Responds fast!
                                              avg. 35 minutes

                                              Price per night from

                                              $269

                                                29

                                                Clearwater Beach Cottage w/ Pool Near Sugary Sand!

                                                Florida / Clearwater

                                                Clearwater house

                                                2 6 2 nights min

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

                                                Price per night from

                                                $189

                                                Responds fast!
                                                avg. 34 minutes

                                                Price per night from

                                                $189

                                                (1) Excellent 

                                                  29

                                                  Bay Harbor 401 4th Floor Condo with Panoramic Water View

                                                  Florida / Clearwater

                                                  Clearwater apartment

                                                  3 8 min stay varies

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

                                                  Price per night from

                                                  $177

                                                  Price per night from

                                                  $177

                                                  (19) Very Good 

                                                  Certificate of Excellence

                                                    33

                                                    Clearwater Beach Cambria House

                                                    Clearwater / Clearwater Beach

                                                    Clearwater house

                                                    3 6 min stay varies

                                                    • 3 bedrooms
                                                    • sleeps 6
                                                    • min stay varies
                                                    • Beach / lakeside relaxation
                                                    • Swimming pool
                                                    • Child Friendly
                                                    “Best Vacation Ever!!!” We vacationed at Cambria House for six nights in October. The house is located on a dead end street about thirty steps to the white sandy beach.We could sit on our porch and see the beach and watch beautiful sunsets! We grilled

                                                    Certificate of Excellence

                                                    Price per night from

                                                    $344

                                                    Responds fast!
                                                    avg. 2 hours 37 minutes

                                                    Price per night from

                                                    $344

                                                    (29) Excellent 

                                                      30

                                                      Avalon at Clearwater

                                                      Florida / Clearwater

                                                      Clearwater apartment

                                                      1 3 7 nights min

                                                      • 1 bedroom
                                                      • sleeps 3
                                                      • 7 nights min
                                                      • Nearest beach 18 mi
                                                      • Swimming pool
                                                      • Air conditioning
                                                      “Location,Location,Location” Terrific get-a-way. Quiet, comfortable ,very clean, has everything you could want .Very close to other locations such as Tampa ,Dunedin. Beautiful beaches. Fabulous sunsets. .Great restaurants within walking distances. Co

                                                      Price per night from

                                                      $82

                                                      Price per night from

                                                      $82

                                                      (12) Excellent 

                                                      Certificate of Excellence

                                                        48

                                                        Clearwater Beach Waterfront Townhouse on the ICW

                                                        Florida / Clearwater

                                                        Clearwater townhouse

                                                        3 6 7 nights min

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

                                                        Certificate of Excellence

                                                        Price per night from

                                                        $356

                                                        Responds fast!
                                                        avg. 1 hour 39 minutes

                                                        Price per night from

                                                        $356

                                                        (7) Very Good 

                                                          49

                                                          Charming Cottage in Clearwater

                                                          Florida / Clearwater

                                                          Clearwater cottage

                                                          1 3 2 nights min

                                                          • 1 bedroom
                                                          • sleeps 3
                                                          • 2 nights min
                                                          • Child Friendly
                                                          • Air conditioning
                                                          • Pet Friendly
                                                          “Accommodations were very agreeable.” We were in Florida as a pre-anniversary trip and a nostalgia one having visited the Clearwater area for 13 years with our last trip being in 2013. Our main form of entertainment was to attend three spring traini

                                                          Price per night from

                                                          $79

                                                          Responds fast!
                                                          avg. 3 hours 30 minutes

                                                          Price per night from

                                                          $79

                                                          (9) Excellent 

                                                            28

                                                            Beautiful Condo at The Avalon Clearwater

                                                            Florida / Clearwater

                                                            Clearwater apartment

                                                            1 2 min stay varies

                                                            • 1 bedroom
                                                            • sleeps 2
                                                            • min stay varies
                                                            • Nearest beach 6 mi
                                                            • Swimming pool
                                                            • Car not necessary
                                                            “Most Perfect Stay Anywhere” Everything was perfect. Host was most accommodating. Highly recommend to everyone for perfect stay. Beautifully appointed condo. Everything worked perfectly. Great pool for warm afternoons. Friendly neighbors. Close to ever

                                                            Price per night from

                                                            $86

                                                            Price per night from

                                                            $86

                                                              29

                                                              Luxury Clearwater Beach Villa w/ Waterfront Views!

                                                              Florida / Clearwater

                                                              Clearwater apartment

                                                              3 6 7 nights min

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

                                                              Price per night from

                                                              $194

                                                              Responds fast!
                                                              avg. 33 minutes

                                                              Price per night from

                                                              $194

                                                                22

                                                                Dockside 402 2 BR / 2 BA Waterfront May and June Specials - Clearwater Beach

                                                                Florida / Clearwater

                                                                Clearwater condo

                                                                2 6 7 nights min

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

                                                                Price per night from

                                                                $145

                                                                Price per night from

                                                                $145

                                                                (7) Excellent 

                                                                  46

                                                                  The Hideout:Charming Studio Apartment

                                                                  Florida / Clearwater

                                                                  Clearwater apartment

                                                                  1 3 2 nights min

                                                                  • 1 bedroom
                                                                  • sleeps 3
                                                                  • 2 nights min
                                                                  • Child Friendly
                                                                  • Air conditioning
                                                                  • Pet Friendly
                                                                  “Wonderful!!” Booking this sweet little apartment was super easy and quick. I fell in love with the place instantly! With the lush gardens and foliage surrounding the area paired with lots of outside places to sit as well as a commons area, this was de

                                                                  Price per night from

                                                                  $79

                                                                  Responds fast!
                                                                  avg. 3 hours 30 minutes

                                                                  Price per night from

                                                                  $79

                                                                  (14) Very Good 

                                                                    24

                                                                    Beachside Getaway Super Location

                                                                    Florida / Clearwater

                                                                    Clearwater apartment

                                                                    1 4 2 nights min

                                                                    • 1 bedroom
                                                                    • sleeps 4
                                                                    • 2 nights min
                                                                    • Beach / lakeside relaxation
                                                                    • Nearest beach 0 mi
                                                                    • Swimming pool

                                                                    Price per night from

                                                                    $114

                                                                    Price per night from

                                                                    $114

                                                                    (4) Excellent 

                                                                      22

                                                                      Dew Drop Inn - close to beach,downtown,attractions

                                                                      Florida / Clearwater

                                                                      Clearwater house

                                                                      3 6 3 nights min

                                                                      • 3 bedrooms
                                                                      • sleeps 6
                                                                      • 3 nights min
                                                                      • Child Friendly
                                                                      • Air conditioning
                                                                      • Private garden

                                                                      Price per night from

                                                                      $200

                                                                      Price per night from

                                                                      $200

                                                                      (7) Excellent 

                                                                        28

                                                                        Clearwater Beach 3-bedroom Waterfront Luxury Condo

                                                                        Clearwater / Clearwater Beach

                                                                        Clearwater condo

                                                                        3 6 min stay varies

                                                                        • 3 bedrooms
                                                                        • sleeps 6
                                                                        • min stay varies
                                                                        • Beach / lakeside relaxation
                                                                        • Nearest beach 0.5 mi
                                                                        • Swimming pool

                                                                        Price per night from

                                                                        $150

                                                                        Price per night from

                                                                        $150

                                                                        (3) Excellent 

                                                                          10

                                                                          Bay Harbor Condo in Clearwater Beach

                                                                          Clearwater / Clearwater Beach

                                                                          Clearwater condo

                                                                          3 8 7 nights min

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

                                                                          Price per night from

                                                                          $229

                                                                          Price per night from

                                                                          $229

                                                                          (7) Very Good 

                                                                            9

                                                                            Carriage House studio apartment - close to beach, downtown

                                                                            Florida / Clearwater

                                                                            Clearwater apartment

                                                                            1 2 2 nights min

                                                                            • 1 bedroom
                                                                            • sleeps 2
                                                                            • 2 nights min
                                                                            • Beach / lakeside relaxation
                                                                            • Air conditioning
                                                                            “Cozy upstairs studio 10 minutes from downtown” This small unit is perfect for a single person. Comfortable bed. Full kitchen. Nicely decorated. Lots of hangars. Budget and Avis car rentals are a 10 minute walk away. Close to St. Cecilia Church and

                                                                            Price per night from

                                                                            $114

                                                                            Price per night from

                                                                            $114

                                                                              7

                                                                              Spanish Style Hacienda Home

                                                                              Florida / Clearwater

                                                                              Clearwater house

                                                                              2 4 30 nights min

                                                                              • 2 bedrooms
                                                                              • sleeps 4
                                                                              • 30 nights min
                                                                              • Air conditioning

                                                                              Price per night from

                                                                              $114

                                                                              Price per night from

                                                                              $114