Book Holiday Homes in Oldsmar
More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)
We keep it easy with the option to pay now or later on select accommodation
Book up 'til the last second - millions of rooms to crash tonight^
Featured Holiday Homes in Oldsmar

Rockin' home near Hard Rock, Fairgrounds, and MidFlorida Amphitheater.

Bush Gardens, USF, Hard Rock group stay!

House with unique style 3/2 Near Raymond Stadium

Vacation guest house

Paradise! in Tampa, Pool, water fall, 3 min form Bush Garden, Adventure Island

Charming Clean Studio in Downtown Clearwater

Amenity Paradise! Theater, Game-room, Mini Golf, Outdoor Bowling & Hot Tub!

Quiet Indian Shores Beach House one mile from the sand with Game Room.

Tampa Stylish Bungalow Oasis
Oldsmar Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Oldsmar vacation homes are the perfect way for you to wing it.
Holiday houses in Oldsmar let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Oldsmar in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Oldsmar adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Oldsmar with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Oldsmar vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Oldsmar Holiday Homes essential information
Accommodation | 5491 Holiday Homes |
---|---|
Lowest Price | AU$133 |
Highest Price | AU$951 |
Popular accommodation | Rockin' home near Hard Rock, Fairgrounds, and MidFlorida Amphitheater., Bush Gardens, USF, Hard Rock group stay!, House with unique style 3/2 Near Raymond Stadium, Vacation guest house, Paradise! in Tampa, Pool, water fall, 3 min form Bush Garden, Adventure Island , Charming Clean Studio in Downtown Clearwater, Amenity Paradise! Theater, Game-room, Mini Golf, Outdoor Bowling & Hot Tub!, Quiet Indian Shores Beach House one mile from the sand with Game Room. , Tampa Stylish Bungalow Oasis |
Holiday Homes in Oldsmar
Top Locations for Holiday Homes in Oldsmar
Top trending hotels in Oldsmar

Wyndham Grand Clearwater Beach

Hilton Clearwater Beach Resort & Spa

The Westshore Grand, A Tribute Portfolio Hotel, Tampa

Ramada by Wyndham Tampa Westshore Airport South
More ways to explore Oldsmar
Top picks
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.