Book Holiday Homes in Oldsmar

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Featured Holiday Homes in Oldsmar

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

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

Tampa
The price is AU$445 per night from 7 Apr to 8 Apr
AU$445
includes taxes & fees
7 Apr - 8 Apr
With a stay at this vacation home in Tampa, you'll be within a 5-minute drive of Seminole Hard Rock Casino Tampa and Florida State Fairgrounds.
Rockin' home near Hard Rock, Fairgrounds, and MidFlorida Amphitheater.
Bush Gardens, USF, Hard Rock group stay!

Bush Gardens, USF, Hard Rock group stay!

Tampa
The price is AU$563 per night from 15 Apr to 16 Apr
AU$563
includes taxes & fees
15 Apr - 16 Apr
With a stay at this vacation home in Tampa (Temple Crest), you'll be within a 5-minute drive of Busch Gardens Tampa Bay and University of South Florida.
Bush Gardens, USF, Hard Rock group stay!
House with unique style 3/2 Near Raymond Stadium

House with unique style 3/2 Near Raymond Stadium

Tampa
The price is AU$418 per night from 14 Apr to 15 Apr
AU$418
includes taxes & fees
14 Apr - 15 Apr
With a stay at this vacation home in Tampa (MacFarlane Park), you'll be within a 5-minute drive of Raymond James Stadium and Tampa Riverwalk.
House with unique style 3/2 Near Raymond Stadium
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Vacation guest house

Vacation guest house

Holiday
The price is AU$133 per night from 14 Apr to 15 Apr
AU$133
includes taxes & fees
14 Apr - 15 Apr
With a stay at this vacation home in Holiday (Aloha Gardens), you'll be a 4-minute drive from Lane Glo Bowling and 7 minutes from Tarpon Springs Dog Park.
Vacation guest house
Paradise! in Tampa, Pool, water fall, 3 min form Bush Garden, Adventure Island

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

Tampa
The price is AU$951 per night from 1 Apr to 2 Apr
AU$951
includes taxes & fees
1 Apr - 2 Apr
With a stay at this vacation home in Tampa (Terrace Park), you'll be within a 5-minute drive of University of South Florida and Busch Gardens Tampa Bay.
Paradise! in Tampa, Pool, water fall, 3 min form Bush Garden, Adventure Island
Charming Clean Studio in Downtown Clearwater

Charming Clean Studio in Downtown Clearwater

Clearwater
The price is AU$294 per night from 1 Apr to 2 Apr
AU$294
includes taxes & fees
1 Apr - 2 Apr
With a stay at this vacation home in Clearwater, you'll be within a 15-minute drive of Tampa Bay and Beach Walk.
Charming Clean Studio in Downtown Clearwater
Amenity Paradise! Theater, Game-room, Mini Golf, Outdoor Bowling & Hot Tub!

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

Palm Harbor
With a stay at this vacation home in Palm Harbor (Ozona), you'll be within a 15-minute drive of Tampa Bay and Innisbrook Golf Club.
Amenity Paradise! Theater, Game-room, Mini Golf, Outdoor Bowling & Hot Tub!
Quiet Indian Shores Beach House one mile from the sand with Game Room.

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

Seminole
Located in Seminole, this vacation home is within a 15-minute drive of John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches.
Quiet Indian Shores Beach House one mile from the sand with Game Room.
Tampa Stylish Bungalow Oasis

Tampa Stylish Bungalow Oasis

Tampa
The price is AU$480 per night from 29 Apr to 30 Apr
AU$480
includes taxes & fees
29 Apr - 30 Apr
With a stay at this vacation home in Tampa (Tampa Heights), you'll be within a 10-minute drive of Tampa Riverwalk and Tampa Convention Center.
Tampa Stylish Bungalow Oasis
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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

Top trending hotels in Oldsmar

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
100 Coronado Drive, Clearwater Beach, FL
Fully refundableReserve now, pay when you stay
The price is AU$622 per night from 21 Apr to 22 Apr
AU$622
includes taxes & fees
21 Apr - 22 Apr
When you stay at Wyndham Grand Clearwater Beach in Clearwater Beach, you'll be on the beach, just steps from Pier 60 Park and 3 minutes by foot from St. Petersburg ...
Wyndham Grand Clearwater Beach
Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

4 out of 5
400 Mandalay Ave, Clearwater Beach, FL
The price is AU$535 per night from 7 Apr to 8 Apr
AU$535
includes taxes & fees
7 Apr - 8 Apr
When you stay at Hilton Clearwater Beach Resort & Spa in Clearwater Beach, you'll be on the waterfront, just steps from Beach Walk and Pier 60 Park.
Hilton Clearwater Beach Resort & Spa
The Westshore Grand, A Tribute Portfolio Hotel, Tampa

The Westshore Grand, A Tribute Portfolio Hotel, Tampa

4 out of 5
4860 West Kennedy Boulevard, Tampa, FL
Fully refundableReserve now, pay when you stay
The price is AU$302 per night from 27 Apr to 28 Apr
AU$302
includes taxes & fees
27 Apr - 28 Apr
With a stay at The Westshore Grand, A Tribute Portfolio Hotel, Tampa in Tampa (Beach Park), you'll be a 3-minute walk from Westshore Plaza Mall and within a ...
The Westshore Grand, A Tribute Portfolio Hotel, Tampa
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Ramada by Wyndham Tampa Westshore Airport South

Ramada by Wyndham Tampa Westshore Airport South

3 out of 5
1200 N Westshore Blvd, Tampa, FL
Fully refundableReserve now, pay when you stay
The price is AU$204 per night from 1 Apr to 2 Apr
AU$204
includes taxes & fees
1 Apr - 2 Apr
With a stay at Ramada by Wyndham Tampa Westshore Airport South in Tampa (Westshore), you'll be within a 5-minute drive of Tampa Bay and Raymond James ...
Ramada by Wyndham Tampa Westshore Airport South
Don't see what you're looking for?
See all available properties in Oldsmar
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.