Discover a selection of 3,000 vacation rentals in Oldsmar, FL that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and WiFi. Prices start at $60 per night, and condos and houses are popular options for a stay in Oldsmar. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Oldsmar
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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

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)
Weather

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.

How many vacation rentals are available around Oldsmar, FL?

Our 2021 property listings offer a large selection of 2,774 vacation rentals around Oldsmar. From 1,298 condo and apartment rentals to 1,303 house rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent Condos/Apartments in Oldsmar?

Yes, of course. Vrbo has 1,298 Condos/Apartments in Oldsmar. Our other popular types of vacation rentals in Oldsmar include:

  • Houses: 1,303 rentals available
  • Studios: 336 rentals available
  • Villas: 24 rentals available

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

Can I find a vacation rental with pool in Oldsmar?

Yes, you can select your preferred vacation rental with pool among our 1,639 vacation rentals with pool available in Oldsmar. Please use our search bar to access the selection of vacation rentals available.