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Featured Cottages in Oldsmar

Sunshine Cozy Cottages Get Rates
Sunshine Cozy Cottages

Sunshine Cozy Cottages

701 Gulf Blvd, Indian Rocks Beach, FL
     
    2.5 out of 5.0 Stars

    This cottage 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.

    Perfect Location, Walk to Beach, Pier 60, Frenchy's & Palm Pavilion, Island Fun! Get Rates
    Perfect Location, Walk to Beach, Pier 60, Frenchy's & Palm Pavilion, Island Fun!

    Perfect Location, Walk to Beach, Pier 60, Frenchy's & Palm Pavilion, Island Fun!

    Clearwater Beach, FL
       
      0.0 out of 5.0 Stars

      An outdoor tennis court is featured at this cottage, along with a garden.

      Yachtsmanocean Front Cottageright on the Sandsleeps up to 6heated Pool Get Rates
      Yachtsmanocean Front Cottageright on the Sandsleeps up to 6heated Pool

      Yachtsmanocean Front Cottageright on the Sandsleeps up to 6heated Pool

      Indian Rocks Beach, FL
         
        0.0 out of 5.0 Stars

        A garden is available at this cottage.

        Blue Heron Cottage 6 - Beachside, Heated Pool, a Gem! Get Rates
        Blue Heron Cottage 6 - Beachside, Heated Pool, a Gem!

        Blue Heron Cottage 6 - Beachside, Heated Pool, a Gem!

        Indian Rocks Beach, FL
           
          0.0 out of 5.0 Stars

          Nestled on the beach, this Indian Rocks Beach cottage is 2 mi (3.2 km) from Indian Rocks Shopping Center and 3 mi (4.9 km) from Smugglers Cove Adventure Golf. Sand Key Park and Florida Botanical Gardens are also within 6 mi (10 km).

          Private Beach Home On the Sands of the Gulf. Can't get any Closer to the Shore Get Rates
          Private Beach Home On the Sands of the Gulf. Can't get any Closer to the Shore

          Private Beach Home On the Sands of the Gulf. Can't get any Closer to the Shore

          Indian Shores, FL
             
            0.0 out of 5.0 Stars

            Situated on the beach, this romantic cottage is within 3 mi (5 km) of Smugglers Cove Adventure Golf, Indian Rocks Shopping Center, and Suncoast Seabird Sanctuary. Florida Botanical Gardens and Boca Ciega Millennium Park are also within 6 mi (10 km).

            2 Bedroom Beach Apt., Pets OK, Designer Kitchen, Sleeps 6 Steps to Beach Get Rates
            2 Bedroom Beach Apt., Pets OK, Designer Kitchen, Sleeps 6 Steps to Beach

            2 Bedroom Beach Apt., Pets OK, Designer Kitchen, Sleeps 6 Steps to Beach

            Clearwater Beach, Florida
               
              0.0 out of 5.0 Stars

              This cottage features an outdoor tennis court and a fitness center. Enjoy the spa tub and conveniences like limo/town car service and concierge services.

              100 Steps to the Beach, Hot Tub, Pets OK, Restored Beach House, Daily Rentals OK Get Rates
              100 Steps to the Beach, Hot Tub, Pets OK, Restored Beach House, Daily Rentals OK

              100 Steps to the Beach, Hot Tub, Pets OK, Restored Beach House, Daily Rentals OK

              Clearwater Beach, FL
                 
                0.0 out of 5.0 Stars

                This cottage features an outdoor tennis court and a spa tub. Limo/town car service and concierge services are also provided.

                Beach Block, Remodeled Cute Loft, Fabulous Beach Location, Sleep 6 Get Rates
                Beach Block, Remodeled Cute Loft, Fabulous Beach Location, Sleep 6

                Beach Block, Remodeled Cute Loft, Fabulous Beach Location, Sleep 6

                Clearwater Beach, FL
                   
                  0.0 out of 5.0 Stars

                  This cottage features an outdoor tennis court and a spa tub. Limo/town car service and concierge services are also provided.

                  Private Cute and Cozy Beach Cottage Steps From Sugary Sands of Clearwater Beach Get Rates
                  Private Cute and Cozy Beach Cottage Steps From Sugary Sands of Clearwater Beach

                  Private Cute and Cozy Beach Cottage Steps From Sugary Sands of Clearwater Beach

                  Clearwater Beach, FL
                     
                    0.0 out of 5.0 Stars

                    This cottage features laundry facilities.

                    Comfortable Two Bedroom Cottage Just Steps To The Beach Get Rates
                    Comfortable Two Bedroom Cottage Just Steps To The Beach

                    Comfortable Two Bedroom Cottage Just Steps To The Beach

                    Madeira Beach, FL
                       
                      0.0 out of 5.0 Stars

                      Situated in Madeira Beach, this cottage is within 2 mi (3 km) of John's Pass Village & Boardwalk, Alligator Attraction, and Hubbards Marina. St. Petersburg Municipal Beach and Bay Pines VA Medical Center are also within 3 mi (5 km).

                      6West Beach Cottages Get Rates
                      6West Beach Cottages

                      6West Beach Cottages

                      13354 Gulf Boulevard, Madeira Beach, FL
                         
                        3.5 out of 5.0 Stars

                        This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool is also provided.

                        Urban Oasis: Secluded Cottage w/ Lush Botanical Gardens Get Rates
                        Urban Oasis: Secluded Cottage w/ Lush Botanical Gardens

                        Urban Oasis: Secluded Cottage w/ Lush Botanical Gardens

                        Tampa, Florida
                           
                          0.0 out of 5.0 Stars

                          Situated in Tampa, this cottage is 0.1 mi (0.1 km) from Tampa Bay and within 6 mi (10 km) of Tampa Riverwalk and Amalie Arena. Tampa Theater and Tampa Convention Center are also within 6 mi (10 km).

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                          Oldsmar Cottages For Rent

                          Dreaming of a getaway that’s reminiscent of a fairytale? Travelocity doesn’t have magic wands or talking animals in our inventory—at least, none that we can find—but we do have holiday cottages in Oldsmar that will make you feel like you’ve stepped inside your vacation dreams.

                          The word “cottage” may make you think of whitewashed walls, flower print curtains, and sprawling views of rolling green hills—lucky for you, we do offer tons of country cottages that were furnished with a rustic feel in mind. Appreciate the vase of daffodils on your dining room table, and peek out the window onto the private patio that surrounds yours and other rustic cottages in the area.

                          These charming “home away from homes” have long been a beacon for those who love the outdoors, so pick a spot peppered with hiking trails and spend lazy afternoons meandering through the gorgeous scenery Oldsmar is known for. Snap some pictures while you’re at it—you’ll want to remember sunset over this waterfall for the rest of your life. When the sun goes down, cuddle up in front of a cheerful fire, or head into town to explore the shops, restaurants, and art galleries that have sprung up over the years. Ah, it’s nice to return to civilization every once in a while, isn’t it?

                          Whether you select cottages minutes away from the bustling city center, or coastal cottages that are footsteps from the sand and surf, you’ll find the accommodation you’re looking for here on Travelocity. Just because you’re booking a place that reminds you of a fairytale doesn’t mean you need a fairy godmother to find the best deal around! Just a gnome…

                          Top Trending Hotels in Oldsmar

                          See all 4,018 Properties in Oldsmar
                          Hampton Inn & Suites Tampa Northwest/Oldsmar $98
                          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.

                            Hilton Garden Inn Tampa Northwest/Oldsmar $101
                            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.

                              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.