Destination guide

Friendly Oldsmar will entice you

The beaches and other outdoor surroundings create an inviting atmosphere in Oldsmar. Well-liked for its restaurants, theme park and golfing, this city is both welcoming and romantic. Big Cat Rescue and Clearwater Marine Aquarium are just a couple of the must-sees in the area. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.


Activities and attractions in Oldsmar

Are you hoping to discover top things to see and do during your stay? Venture out of your cozy vacation rental and experience everything that makes Oldsmar a fun place to get away. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Big Cat Rescue (6.4 mi / 10.4 km)
  • Clearwater Marine Aquarium (9.9 mi / 16 km)
  • Lowry Park Zoo (12.9 mi / 20.8 km)
  • Florida Aquarium (15.7 mi / 25.2 km)
  • Adventure Island (15.8 mi / 25.4 km)
  • Chi Chi Rodriguez Golf Club (2.4 mi / 3.8 km)

Seasonal weather in Oldsmar

If you're planning a vacation around warm-weather activities, August, July, June and September are the hottest months to visit, when temperatures average 91°F.

Natural features

Exploring the natural features in Oldsmar

Whether you're an active traveler or just want to take in the scenery, Oldsmar is a great spot to appreciate mother nature. Here are some of the area’s most stunning sights, all within 30 miles (48.2 km) of the city center:

  • Pier 60 Park (10.4 mi / 16.8 km)
  • Sand Key Park (11.1 mi / 17.9 km)
  • Upper Tampa Bay Park (3 mi / 4.8 km)
  • John Chesnut Sr Park (3.3 mi / 5.4 km)
  • Moccasin Lake Nature Park (5.6 mi / 9 km)
  • Lake Rogers Park (7 mi / 11.3 km)
How to get there

Transportation options to and around Oldsmar

Fly into St. Petersburg, FL (PIE-St. Petersburg-Clearwater Intl.), the closest airport, located 9.7 mi (15.6 km) from the city center. If you're unable to find a flight that fits your schedule, you could book a flight to Tampa, FL (TPA-Tampa Intl.), which is 9.7 mi (15.7 km) away.

Where to stay around Oldsmar?

Our 2019 property listings offer a large selection of 2,476 vacation rentals near Oldsmar. From 936 Houses to 1,142 Condos/Apartments, 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 HomeAway.

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:

  • East Lake Woodlands: 17 vacation rentals
  • Clearwater Beach: 1,034 vacation rentals
  • Sunset Beach: 1,141 vacation rentals
  • Gulf Shores: 461 vacation rentals
  • Sand Key: 1,016 vacation rentals

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

What are the popular points of interest near where I can stay when traveling to Oldsmar?

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

  • Oldsmar Flea Market: 5,938 vacation rentals
  • Oldsmar Historical Society Museum: 5,973 vacation rentals
  • John's Pass Village & Boardwalk: 8,044 vacation rentals
  • Busch Gardens Tampa Bay: 3,048 vacation rentals
  • USA Fleamarket: 860 vacation rentals

But there are many other points of interest around Oldsmar listed on HomeAway 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 Houses in Oldsmar?

Yes, of course. HomeAway has 936 Houses in Oldsmar. Our other popular types of vacation rentals in Oldsmar include:

  • Condos/Apartments: 1,142 rentals available
  • Villas: 34 rentals available
  • Townhouses: 96 rentals available

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

Can I find a vacation rental with pool in Oldsmar?

Yes, you can select your preferred vacation rental with pool among our 1,435 vacation rentals with pool available in Oldsmar. Please use our search bar to access the selection of vacation rentals available.

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