Oldsmar holiday homes

We found 5,645 holiday rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Discover a selection of 21 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

  • 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, laundry, 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. Port of Tampa and Busch Gardens Tampa Bay 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)
  • Tampa Bay Downs (1.5 mi / 2.4 km)
  • Innisbrook Golf Club (7.7 mi / 12.3 km)
  • Florida Auto Exchange Stadium - Dunedin Blue Jays (7.7 mi / 12.4 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:

  • 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)
  • Sunsets at Pier 60 (10.9 mi / 17.6 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

What is the best area to stay in Oldsmar when booking a holiday home?

Among the most popular neighbourhoods to book a holiday home in Oldsmar is East Lake Woodlands. Find an ideal stay on Bookabach and explore this area as a local.

What is the most popular type of holiday home accommodation in Oldsmar?

Houses are the most popular type of holiday home in Oldsmar, according to our data. Even if you have something bigger or smaller in mind, Bookabach has holiday homes in a variety of shapes and sizes. Look through our options to find your perfect pad.

How much does it cost to rent a holiday home in Oldsmar?

The average price for a holiday home in Oldsmar is determined by a number of factors, including time of year, length of stay and property type. Whether you're in search of a sprawling villa with room to move around or a cosy cabin that's perfect for two, just add your dates of travel to view stays with terrific value.

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

Prices for beach houses in Oldsmar vary depending on the style and size of the property and when you're travelling. Simply enter your travel dates into Bookabach and the number of guests to see your home options and prices. From there you can use our filters to refine your search by ratings, nearby activities, amenities and more.

Are there pet-friendly holiday homes in Oldsmar?

With 18 holiday homes that host pets, your furry little friend can join you on your Oldsmar holiday. Use our filter tool to browse our pet-friendly holiday homes and find a stay that'll set tails wagging on Bookabach.

Can I rent a house with a pool in Oldsmar?

Pack your swimming gear and pool noodle, because there are 10 houses with a private pool in Oldsmar. Make a booking at one of these terrific holiday homes and let every day be a pool day. Simply enter your travel dates into Bookabach, then use the "pool" filter to find the perfect place to make a splash!

What are popular home amenities in Oldsmar?

The most popular home amenities guests are looking for in Oldsmar include a firepit, a fireplace and a nearby waterfront. Whether you're going on holiday with family, friends or even pets, Bookabach holiday properties come with the best amenities for making new memories with the people you cherish the most.

Are there large group holiday homes in Oldsmar?

Oldsmar has two holiday homes that can fit 10 or more guests. These stays come with plenty of space to enjoy good times with your nearest and dearest.

Are there holiday homes in Oldsmar that welcome kids?

With 18 family-friendly holiday homes to select from in Oldsmar, now is an awesome time to introduce your little ones to the thrills of travel. Just check our "Properties good for families" filter to browse stays packed with conveniences ideal for travelling families, like multiple bedrooms, outdoor spaces, bunk beds and entertainment units.

What are the top attractions for families in Oldsmar?

Keeping the kids amused during your stay in Oldsmar is child's play with these leading family-friendly attractions:

  • Ben T. Davis Beach
  • Big Cat Rescue
  • Oldsmar Historical Society Museum

Can I find two-bedroom holiday homes in Oldsmar?

Take off with your besties and enjoy peace, privacy and comfort in one of the seven two-bedroom holiday homes Oldsmar has to offer.

Are there holiday homes with WiFi in Oldsmar?

Whether you'd like to stay in touch with the news, make a video call or surf your social networks, there are 11 holiday homes with WiFi in Oldsmar. Check the "WiFi" box when searching on Bookabach and stay connected on your getaway.

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