Oldsmar holiday lettings

We found 5,608 holiday rentals — enter your dates for availability

your current months are May, 2024 and June, 2024.
May 2024
June 2024
Discover a selection of 35 homes and other holiday rentals in Oldsmar that are perfect for your trip. Whether you're staying in a holiday rental with your children or with friends, you'll have the amenities that you expect and more, such as parking and air conditioning. What you'll find is a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Find spaces that suit your style

Houses

Houses
  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Friendly Oldsmar will entice you

The beaches and surrounding scenery provide a peaceful ambience to your holiday home in Oldsmar. This city's restaurants, theme park and golfing attract many visitors, as does its welcoming and romantic location. Raymond James Stadium and Port of Tampa are just a couple of the must-see attractions in the area. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in Oldsmar

Do you want to find top things to see and do in the area? Venture out of your cosy holiday rental and check out everything that makes Oldsmar a one-of-a-kind holiday spot. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Busch Gardens Tampa Bay (14.9 mi / 23.9 km)
  • ZooTampa at Lowry Park (12 mi / 19.3 km)
  • Adventure Island (15.4 mi / 24.7 km)
  • Tampa Bay Downs (1.5 mi / 2.4 km)
  • Innisbrook Golf Club (7.7 mi / 12.3 km)
  • Tampa Bay Grand Prix (10.5 mi / 16.9 km)

Exploring the natural features in Oldsmar

Whether you're an adventurous traveller or just want to take in the scenery, Oldsmar is a great place to get outside. These are some of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Tampa Bay (20.1 mi / 32.4 km)
  • Ben T. Davis Beach (6.8 mi / 11 km)
  • Coachman Park (9.6 mi / 15.5 km)
  • Clearwater Beach (10.6 mi / 17 km)
  • Pier 60 Park (10.7 mi / 17.3 km)
  • Sunset Beach (10.8 mi / 17.4 km)

Seasonal weather averages in Oldsmar

If warm-weather activities are high on your list, August, July, September and June are the hottest months to visit, when temperatures average 28°C.

How to get to and around Oldsmar

Fly into Tampa, FL (TPA-Tampa Intl.), the closest airport, located 8.8 mi (14.2 km) from the city centre. If you can't find a flight that's convenient for your trip, you might consider flying into St. Petersburg, FL (PIE-St. Petersburg-Clearwater Intl.), which is 9 mi (14.4 km) away.

Frequently asked questions

How much does it cost to rent a holiday rental in Creekside?

The average price for a holiday home in Creekside is based on several factors, including season, property type and length of stay. Whether you're looking for a sprawling villa with a pool or a quaint cottage ideal for just you and the kids, just enter your dates of travel to find some great-value stays.

How much does it cost to rent a beach house in Creekside?

When you travel and the style and size of the property will influence the cost of your beachside escape. Click on your Creekside travel dates to see your options on Vrbo. Can't live without a hot tub? Use the filters to choose the features and amenities you want in your rental.

What are the top attractions for families in Creekside?

If you've got the little ones in tow, be sure to include these family-friendly attractions in Creekside on your list of things to experience:

  • Oldsmar Historical Society Museum
  • Oldsmar Flea Market

How old do you have to be to rent a holiday rental in Creekside?

The minimum required age is generally 16, 18 or 21. It can vary from one property to another on Vrbo, so look at the rules of your preferred Creekside stay before booking.

How long can I rent a holiday rental in Creekside for?

How long you can book a holiday rental in Creekside varies according to the property. Just enter your chosen travel dates to view a list of options offering extended stays. With plenty of creature comforts such as air conditioning and laundries, as well as some offering discounted weekly or monthly prices, you're sure to find somewhere perfect to call your home away from home in Creekside.