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Oldsmar Vacations

Pack those stellar shades. We have Oldsmar vacation deals for you!

If there’s one thing you should spend in this busy world, it’s your vacation days. We know it’s easy to hang onto them, but Hotwire votes for putting them to use. It’s time to let an adventure lead you away from the daily grind. Stock up on what really matters on your trip to Oldsmar – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with Oldsmar vacation packages. Bundling your hotel, car and flight means more unexpected fun with the money you saved. We’ll cover the bases; now it’s time for you to get up and go!

Pack everything you want – then take half of it out

We mean it. It’s far too easy to over-pack. We recommend picking your essentials and washing them along the way. Then you’ll have room for that goofy souvenir you know you want – or for some new outfits from that cute boutique you discover.

Bring comfortable walking shoes on your trip to Oldsmar

No one should have to endure walking tours in dress shoes or high heels. No one.

Bring photocopies of your passport or license

You flew home from a great Oldsmar vacation but your most important documents stayed behind. We’ve heard that story before and recommend keeping an extra copy on hand – just in case. Hey, at least it wasn’t a family member.

Don’t underestimate the power of earplugs

Among crying babies, rowdy crowds and honking horns, take our word for it. One pair can save you from the zombie-like state of a sleepless night.

Always carry some cash

You’ll be ready for anything from an evil ATM to lost credit cards. Holding a little extra cash in your wallet and carry-on means you can breathe easy if anything unexpected pops up.

Explore like a local

Guidebooks and maps are great for getting an overview of the place, but to really dig in, go where the locals go. Pick up a newspaper or city magazine to see what restaurants and neighborhoods are hot. Check events listings and go see a band or attend a street festival. Or ask your friends for recommendations. You’d be surprised who in your circle knows Oldsmar well.

Top Hotel Deals

See all 2,078 Hotels in Oldsmar
Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar

3990 Tampa Rd, Oldsmar
    2.5 out of 5.0
     
     

    Situated in the suburbs, this hotel is 0.6 mi (0.9 km) from Oldsmar Flea Market and within 3 mi (5 km) of Tampa Bay Downs and Upper Tampa Bay Park. Countryway ...

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

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

    Courtyard by Marriott Tampa Oldsmar

    4014 Tampa Rd, Oldsmar
      3.0 out of 5.0
       
       

      Situated in the suburbs, this hotel is 0.5 mi (0.8 km) from Oldsmar Flea Market and within 3 mi (5 km) of Tampa Bay Downs and Upper Tampa Bay Park. Countryway ...

      Courtyard by Marriott Tampa Oldsmar$89

      Courtyard by Marriott Tampa Oldsmar$89
      Hampton Inn & Suites Tampa Northwest/Oldsmar

      Hampton Inn & Suites Tampa Northwest/Oldsmar

      4017 Tampa Road, Oldsmar
        2.5 out of 5.0
         
         

        Situated in Oldsmar, this hotel is 0.6 mi (1 km) from Oldsmar Flea Market and within 3 mi (5 km) of Tampa Bay Downs and Upper Tampa Bay Park. Countryway Golf ...

        Hampton Inn & Suites Tampa Northwest/Oldsmar$98

        Hampton Inn & Suites Tampa Northwest/Oldsmar$98
        Hilton Garden Inn Tampa Northwest/Oldsmar

        Hilton Garden Inn Tampa Northwest/Oldsmar

        4052 Tampa Rd, Oldsmar
          3.0 out of 5.0
           
           

          Located in the heart of Oldsmar, this hotel is 0.4 mi (0.6 km) from Oldsmar Flea Market and within 3 mi (5 km) of Tampa Bay Downs and Upper Tampa Bay Park. Countryway ...

          Hilton Garden Inn Tampa Northwest/Oldsmar$96

          Hilton Garden Inn Tampa Northwest/Oldsmar$96
          Residence Inn by Marriott Tampa Oldsmar

          Residence Inn by Marriott Tampa Oldsmar

          4012 Tampa Rd, Oldsmar
            3.0 out of 5.0
             
             

            Situated in the suburbs, this hotel is 0.5 mi (0.9 km) from Oldsmar Flea Market and within 3 mi (5 km) of Tampa Bay Downs and Upper Tampa Bay Park. Countryway ...

            Residence Inn by Marriott Tampa Oldsmar$129

            Residence Inn by Marriott Tampa Oldsmar$129
            Edge Hotel

            Edge Hotel

            505 South Gulfview Boulevard, Clearwater Beach
              3.5 out of 5.0
               
               

              Situated near the beach, this hotel is within a 15-minute walk of Captain Blighs Landing and Pier 60 Park. Sand Key Park and Clearwater Marine Aquarium are also ...

              Edge Hotel$148

              Edge Hotel$148
              Pier House 60 Clearwater Beach Marina Hotel

              Pier House 60 Clearwater Beach Marina Hotel

              101 Coronado Drive, Clearwater Beach
                3.0 out of 5.0
                 
                 

                Located in the heart of Clearwater Beach, this hotel is within 1 mi (2 km) of Clearwater Municipal Marina, Pier 60 Park, and Clearwater Marine Aquarium. Sand ...

                Pier House 60 Clearwater Beach Marina Hotel$161

                Pier House 60 Clearwater Beach Marina Hotel$161
                The Godfrey Hotel & Cabanas Tampa

                The Godfrey Hotel & Cabanas Tampa

                7700 W Courtney Campbell Causeway, Tampa
                  3.5 out of 5.0
                   
                   

                  Situated on the boardwalk, this hotel is 2.7 mi (4.3 km) from Cypress Point Park and 2.7 mi (4.4 km) from Rocky Point Golf Course. Raymond James Stadium and ...

                  The Godfrey Hotel & Cabanas Tampa$74

                  The Godfrey Hotel & Cabanas Tampa$74
                  Innisbrook, A Salamander Golf & Spa Resort

                  Innisbrook, A Salamander Golf & Spa Resort

                  36750 Us Highway 19 N, Palm Harbor
                    3.5 out of 5.0
                     
                     

                    This condominium resort is set on 900 acres in Palm Harbor, minutes from Clearwater beaches and Tarpon Springs.

                    Innisbrook, A Salamander Golf & Spa Resort$103

                    Innisbrook, A Salamander Golf & Spa Resort$103
                    Tampa Stadium Hotel

                    Tampa Stadium Hotel

                    4750 N Dale Mabry Hwy, Tampa
                      2.5 out of 5.0
                       
                       

                      Situated near the airport, this hotel is within 1 mi (2 km) of George M. Steinbrenner Field and Raymond James Stadium. Al Lopez Park and International Plaza ...

                      Tampa Stadium Hotel$55

                      Tampa Stadium Hotel$55

                      Top Flight Deals

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