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Featured Condos in Oldsmar

Westwinds Waterfront Resort $99
Westwinds Waterfront Resort

Westwinds Waterfront Resort

10265 Gulf Blvd, Treasure Island, FL
     
    4.7
    of 5, from 7 reviews
    3.0 out of 5.0 Stars

    An outdoor pool, free self parking, and laundry facilities are featured at this condo. WiFi in public areas is free. A picnic area, express check-out, and barbecue grills are also on offer.

    Island Cay Hotel - Clearwater Beach $68
    Island Cay Hotel - Clearwater Beach

    Island Cay Hotel - Clearwater Beach

    648 Poinsettia Ave, Clearwater Beach, FL
       
      3.6
      of 5, from 9 reviews
      3.0 out of 5.0 Stars

      This condo features an outdoor pool and an outdoor tennis court. Guests will appreciate free perks like free self parking and WiFi in public areas. A garden, a picnic area, and express check-in are also on offer.

      Royal North Beach All Suites $85
      Royal North Beach All Suites

      Royal North Beach All Suites

      657 Mandalay Ave, Clearwater Beach, FL
         
        4.2
        of 5, from 12 reviews
        3.0 out of 5.0 Stars

        An outdoor pool, free self parking, and laundry facilities are featured at this condo. WiFi in public areas is free. A terrace, express check-out, and barbecue grills are also on offer.

        Provident Oceana Beachfront Suites $164
        Provident Oceana Beachfront Suites

        Provident Oceana Beachfront Suites

        10091 Gulf Blvd, Treasure Island, FL
           
          3.5 out of 5.0 Stars

          This condo's 2 outdoor pools and a rooftop terrace are among the featured amenities. Guests will appreciate free perks like free self parking and WiFi in public areas. A computer station is also provided.

          Beso Del Sol Resort $164
          Beso Del Sol Resort

          Beso Del Sol Resort

          1420 Bayshore Blvd, Dunedin, FL
             
            4.8
            of 5, from 4 reviews
            2.5 out of 5.0 Stars

            This Mediterranean condo features a marina, 2 outdoor pools, and a restaurant. Enjoy the spa tub and perks like free self parking. There's a poolside bar on site, and laundry facilities and concierge services are also provided.

            Silver Sands $79
            Silver Sands

            Silver Sands

            12315 Gulf Blvd, Treasure Island, FL
               
              4.5
              of 5, from 2 reviews
              3.5 out of 5.0 Stars

              This condo doesn't skimp on freebies - guests receive free WiFi and free self parking. A picnic area, laundry facilities, and barbecue grills are also on offer.

              Madeira Bay Resort 508 2 Br condo by RedAwning Get Rates
              Madeira Bay Resort 508 2 Br condo by RedAwning

              Madeira Bay Resort 508 2 Br condo by RedAwning

              13235 Gulf Blvd, Unit #508, Madeira Beach, FL
                 
                4.0 out of 5.0 Stars

                This condo features an outdoor pool and a spa tub.

                The Palms of Treasure Island 207 - Two Bedroom Condo Get Rates
                The Palms of Treasure Island 207 - Two Bedroom Condo

                The Palms of Treasure Island 207 - Two Bedroom Condo

                10315 Gulf Blvd, Unit 207, Treasure Island, FL
                   
                  3.5 out of 5.0 Stars

                  This condo features an outdoor pool and a fitness center. Guests will appreciate free perks like free self parking and WiFi in public areas.

                  Waterfront Luxury Condo...casa Del Sol Get Rates
                  Waterfront Luxury Condo...casa Del Sol

                  Waterfront Luxury Condo...casa Del Sol

                  Tampa, FL
                     
                    0.0 out of 5.0 Stars

                    A fitness center is available at this condo.

                    Book Now! Directly on the Bay- Casa del Playa Get Rates
                    Book Now! Directly on the Bay- Casa del Playa

                    Book Now! Directly on the Bay- Casa del Playa

                    Tampa, FL
                       
                      0.0 out of 5.0 Stars

                      A fitness center is available at this condo.

                      Coconut Cabana at Coconut Villas of Dunedin - Two Bedroom Condo Get Rates
                      Coconut Cabana at Coconut Villas of Dunedin - Two Bedroom Condo

                      Coconut Cabana at Coconut Villas of Dunedin - Two Bedroom Condo

                      2675-D St Joseph Dr E, Dunedin, FL
                         
                        3.5 out of 5.0 Stars

                        This condo features an outdoor pool and a fitness center. Guests will appreciate free perks like free self parking and WiFi in public areas. A free grocery shopping service and barbecue grills are also provided.

                        Full Renovation! Waterfront/wifi/close to Everything Get Rates
                        Full Renovation! Waterfront/wifi/close to Everything

                        Full Renovation! Waterfront/wifi/close to Everything

                        Tampa, FL
                           
                          0.0 out of 5.0 Stars

                          A fitness center is available at this condo.

                          Map

                          Vacation Condos in Oldsmar

                          Wandering around in search of the best restaurants, snapping pictures of iconic landmarks, and hiking through local landscapes are just a few of the things you love about taking a vacation. But you sometimes miss the comforts of home during your getaways. Next time, bring home with you! Book a condominium through Travelocity, and you can have all your travel needs met. You’ll still be able to experience Oldsmar, but you won’t have to give up the things you love—like a full kitchen to cook your favorite breakfast, a nice quiet spot to catch up on reading, and easy access to the top sites in the city.

                          There are tons of vacation condo rentals to suit your travel style. Do you want to stay in downtown condos that will put you in the heart of Oldsmar? Or do you prefer a luxury condo in an upscale neighborhood, conveniently located near the best attractions?

                          Place yourself in any part of the city and spend your days exploring the new world around you. When you tire of seeing the sights and testing coffee in the local cafes, return to your safe haven—your condo rental. You’ll appreciate that you can sleep in late without worrying about hotel staff knocking on your door, and you can head out onto the city street without being pegged as a tourist.

                          You don’t have to pay prices that resemble a mortgage when you book a condo through Travelocity. Our variety of vacation rentals will let you—and your wallet—feel like you’ve made the right decision. Browse properties today and start deciding what outfits you’ll pack for the trip.

                          Top Trending Hotels in Oldsmar

                          See all 4,018 Properties in Oldsmar
                          Hilton Garden Inn Tampa Northwest/Oldsmar $96
                          Hilton Garden Inn Tampa Northwest/Oldsmar

                          Hilton Garden Inn Tampa Northwest/Oldsmar

                          4052 Tampa Rd, Oldsmar, FL
                             
                            3.0 out of 5.0 Stars

                            Located in the heart of Oldsmar, this hotel is within 1 mi (2 km) of Oldsmar Flea Market and Tampa Bay. Tampa Bay Downs is 1.6 mi (2.6 km) away.

                            Hampton Inn & Suites Tampa Northwest/Oldsmar $91
                            Hampton Inn & Suites Tampa Northwest/Oldsmar

                            Hampton Inn & Suites Tampa Northwest/Oldsmar

                            4017 Tampa Road, Oldsmar, FL
                               
                              2.5 out of 5.0 Stars

                              Situated in Oldsmar, this hotel is within 1 mi (2 km) of Oldsmar Flea Market and Tampa Bay. Tampa Bay Downs is 1.8 mi (3 km) away.

                              Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar $90
                              Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar

                              Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar

                              3990 Tampa Rd, Oldsmar, FL
                                 
                                2.5 out of 5.0 Stars

                                Situated in the suburbs, this hotel is 1.8 mi (2.9 km) from Tampa Bay Downs and within 9 mi (15 km) of Celebration Station and Ruth Eckerd Hall. Eddie C. Moore Softball Complex and Big Cat Rescue are also within 9 mi (15 km).

                                Residence Inn by Marriott Tampa Oldsmar $109
                                Residence Inn by Marriott Tampa Oldsmar

                                Residence Inn by Marriott Tampa Oldsmar

                                4012 Tampa Rd, Oldsmar, FL
                                   
                                  3.0 out of 5.0 Stars

                                  Situated in the suburbs, this hotel is within 1 mi (2 km) of Oldsmar Flea Market and Tampa Bay. Tampa Bay Downs is 1.8 mi (2.9 km) away.

                                  *Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.