Book Holiday Homes in Oldsmar

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Featured Holiday Homes in Oldsmar

House with unique style 3/2 Near Raymond Stadium

House with unique style 3/2 Near Raymond Stadium

Tampa
The price is AU$601 per night from 8 Dec to 9 Dec
AU$601
includes taxes & fees
8 Dec - 9 Dec
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
1 Bedroom Penthouse Suite located within the Sandpearl Resort & Spa

1 Bedroom Penthouse Suite located within the Sandpearl Resort & Spa

Clearwater Beach
When you stay at this vacation home in Clearwater Beach, you'll be on the beach, just steps from St. Petersburg - Clearwater Beaches and 4 minutes by foot from ...
1 Bedroom Penthouse Suite located within the Sandpearl Resort & Spa
* Cozy Beach House * Look No Further *

* Cozy Beach House * Look No Further *

Palm Harbor
The price is AU$721 per night from 17 Nov to 18 Nov
AU$721
includes taxes & fees
17 Nov - 18 Nov
With a stay at this vacation home in Palm Harbor, you'll be on the beach, within a 15-minute drive of Tampa Bay and Innisbrook Golf Club.
* Cozy Beach House * Look No Further *
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Private entrance room & bathroom  w/ courtyard 10 min to beach & Downtown

Private entrance room & bathroom w/ courtyard 10 min to beach & Downtown

St. Petersburg
The price is AU$208 per night from 8 Dec to 9 Dec
AU$208
includes taxes & fees
8 Dec - 9 Dec
With a stay at this vacation home in St. Petersburg, you'll be within a 10-minute drive of Tampa Bay and Tropicana Field.
Private entrance room & bathroom w/ courtyard 10 min to beach & Downtown
Steps to a Private Beach Perfect Family Vacation

Steps to a Private Beach Perfect Family Vacation

Belleair Beach
When you stay at this vacation home in Belleair Beach, you'll be on the beach, a 1-minute drive from St. Petersburg - Clearwater Beaches and 6 minutes from Sand ...
Steps to a Private Beach Perfect Family Vacation
Rockin' home near Hard Rock, Fairgrounds, and MidFlorida Amphitheater.

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

Tampa
The price is AU$467 per night from 18 Nov to 19 Nov
AU$467
includes taxes & fees
18 Nov - 19 Nov
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.
Tampa's Paradise

Tampa's Paradise

Tampa
The price is AU$1,231 per night from 17 Nov to 18 Nov
AU$1,231
includes taxes & fees
17 Nov - 18 Nov
With a stay at this vacation home in Tampa (Citrus Park), you'll be within a 15-minute drive of Raymond James Stadium and ZooTampa at Lowry Park.
Tampa's Paradise
The Great Escape 3BR 2B Entire house

The Great Escape 3BR 2B Entire house

Tampa
With a stay at this vacation home, you'll be centrally located in Tampa, within a 5-minute drive of Tampa Bay and MacDill Air Force Base.
The Great Escape 3BR 2B Entire house
8 minutes from the AIRPORT~ New SaL POOL - WiFi 1gbps/free Parking... BBQ

8 minutes from the AIRPORT~ New SaL POOL - WiFi 1gbps/free Parking... BBQ

Tampa
With a stay at this vacation home, you'll be centrally located in Tampa, within a 15-minute drive of Tampa Bay and Raymond James Stadium.
8 minutes from the AIRPORT~ New SaL POOL - WiFi 1gbps/free Parking... BBQ
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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
4873 Holiday Homes
Lowest Price
AU$208
Highest Price
AU$1,231
Popular accommodation
House with unique style 3/2 Near Raymond Stadium, 1 Bedroom Penthouse Suite located within the Sandpearl Resort & Spa, * Cozy Beach House * Look No Further *, Private entrance room & bathroom w/ courtyard 10 min to beach & Downtown , Steps to a Private Beach Perfect Family Vacation, Rockin' home near Hard Rock, Fairgrounds, and MidFlorida Amphitheater., Tampa's Paradise, The Great Escape 3BR 2B Entire house, 8 minutes from the AIRPORT~ New SaL POOL - WiFi 1gbps/free Parking... BBQ

Top trending hotels in Oldsmar

Grand Hyatt Tampa Bay

Grand Hyatt Tampa Bay

4 out of 5
2900 Bayport Drive, Tampa, FL
Fully refundableReserve now, pay when you stay
The price is AU$381 per night from 15 Dec to 16 Dec
AU$381
includes taxes & fees
15 Dec - 16 Dec
With a stay at Grand Hyatt Tampa Bay, you'll be centrally located in Tampa, a 4-minute drive from Tampa Bay and 8 minutes from Raymond James Stadium.
Grand Hyatt Tampa Bay
Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

4 out of 5
400 Mandalay Ave, Clearwater Beach, FL
Fully refundableReserve now, pay when you stay
The price is AU$355 per night from 21 Nov to 22 Nov
AU$355
includes taxes & fees
21 Nov - 22 Nov
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 Barrymore Hotel Tampa Riverwalk

The Barrymore Hotel Tampa Riverwalk

3 out of 5
111 W Fortune St, Tampa, FL
Fully refundableReserve now, pay when you stay
The price is AU$236 per night from 24 Nov to 25 Nov
AU$236
includes taxes & fees
24 Nov - 25 Nov
With a stay at The Barrymore Hotel Tampa Riverwalk, you'll be centrally located in Tampa, within a 10-minute walk of Tampa Museum of Art and Tampa Theater.
The Barrymore Hotel Tampa Riverwalk
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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$443 per night from 21 Nov to 22 Nov
AU$443
includes taxes & fees
21 Nov - 22 Nov
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
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.