Oldsmar, FL, USA

Oldsmar, FL, USA

We found 1,856 vacation rentals — enter your dates for availability


Find the best place to stay — Oldsmar

Where to stay around Oldsmar, FL?

Our 2018 property listings offer a large selection of 1,856 vacation rentals near Oldsmar. From 675 condos to 574 houses, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Oldsmar for a holiday or a weekend are on VRBO.

What is the best area to stay when traveling to Oldsmar?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Oldsmar:

  • Clearwater Beach: 1,045 vacation rentals
  • Gulf Shores: 37 vacation rentals
  • Gulf Harbors: 54 vacation rentals
  • Sunset Beach: 271 vacation rentals
  • South Tampa: 55 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular point of interests near where I can stay when traveling to Oldsmar?

VRBO offers a large selection of vacation rentals near lovely places in Oldsmar. From VRBO travelers, the top 5 most popular points of interest to stay for a holiday trip or just for a weekend are:

  • John Chesnut Sr Park: 3,945 vacation rentals
  • Oldsmar Historical Society Museum: 5,098 vacation rentals
  • Chi Chi Rodriguez Golf Club: 5,439 vacation rentals
  • Oldsmar Flea Market: 5,075 vacation rentals
  • USA Fleamarket: 747 vacation rentals

But there are many other points of interest around Oldsmar listed on VRBO where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent condos in Oldsmar?

Yes, of course. VRBO has 675 condos in Oldsmar. Our other popular types of vacation rentals in Oldsmar include:

  • Houses: 574 rentals available
  • Apartments: 332 rentals available
  • Cottages: 76 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including townhomes and more.

Can I rent golf rental rentals in Oldsmar?

Absolutely, VRBO has 859 golf rental rentals in Oldsmar. You have also many other possibilities in Oldsmar area, including:

  • Beachfront rentals: 589 rentals
  • Beach view rentals: 322 rentals
  • Ocean view rentals: 234 rentals

Please use our search bar to access the selection of vacation rentals.

Can I find a vacation rental with online bookable in Oldsmar?

Yes, you can select your prefered vacation rental with online bookable among our 1,847 vacation rentals with online bookable available in Oldsmar. Please use our search bar to access the selection of vacation rentals available.

    Take in the Beachside Beauty of Oldsmar

    The beaches and surrounding scenery provide a peaceful ambiance to your vacation home in Oldsmar. This city is welcoming and romantic, recognized for its restaurants, coffeehouses and golfing. The area has so much to see with top attractions like Busch Gardens, Big Cat Rescue and Clearwater Marine Aquarium. With a vacation rental, you get a home away from home—many rentals offer full kitchens and outdoor grills for some home cooking.

    Attractions In and Around Clearwater

    Have time to spare and looking for things to do around Clearwater? Local attractions include Congo River Golf - Clearwater, Celebration Station and Tampa Bay Grand Prix. Don’t miss cultural highlights like MurderS She Wrote Dinner Theater, Suncoast Star Playhouse Dinner Theatre and Ruth Eckerd Hall. To appreciate the outdoor scene, make time for beaches like Sunset Beach and Anclote River Park and green spaces such as Sand Key Park and Pier 60 Park.

    Don’t forget to buy tickets if you want to attend a game or event at Jack Russell Stadium or Bright House Field. Other things to do while in town include a visit to Church of Scientology, Harborview Center and Coachman Park.