Oldsmar Vacation Packages 2025/2026 from $319

Oldsmar flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Mar Bay Motel &Suites

Save 100% on your flight

$319

per person

Dec 3 - Dec 7

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Tampa (TPA)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. A garden, a library, and a picnic area are also on offer.

Clearwater Suites

Save 100% on your flight

$464

per person

Nov 13 - Nov 19

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Tampa (TPA)

An outdoor pool, self parking, and laundry facilities are featured at this hotel. Staff at the 24-hour front desk can provide around-the-clock assistance.

Ocean Club Treasure Island Hotel

Save 100% on your flight

$621

per person

Nov 6 - Nov 10

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Tampa (TPA)

This hotel features an outdoor pool and a hot tub. Relax with a drink at the poolside bar and enjoy perks like free self parking and free WiFi. A garden, luggage storage, and concierge services are also on offer.

voco Sarasota by IHG

Central Sarasota

Save 100% on your flight

$398

per person

Nov 16 - Nov 20

found 23 hours ago

Roundtrip flight included

Minneapolis (MSP) to Tampa (TPA)

This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 3 conference rooms, express check-out, and laundry service. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.

The Avalon Club

Save 100% on your flight

$699

per person

Nov 6 - Nov 10

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Tampa (TPA)

This aparthotel features a bar/lounge, a poolside bar, and an outdoor pool. Business travelers can take advantage of the business center. There's a gym on site, and a 24-hour front desk and a coffee shop are also provided.

Top Oldsmar hotels deals

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

3990 Tampa Rd, Oldsmar, FL

Free Cancellation

$113 nightly

$128 total

Sep 14 - Sep 15

Total with taxes and fees

This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free perks include buffet breakfast, free self parking, and an area shuttle.

Pool

Breakfast included

Hilton Tampa Airport Westshore

2225 N Lois Ave, Tampa, FL

Free Cancellation

Reserve now, pay when you stay

$135 nightly

$153 total

Oct 5 - Oct 6

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, express check-in, and free airport shuttle. There's a 24-hour gym on site, and a 24-hour front desk and a terrace are also provided.

Pool

Free airport shuttle

Hilton St. Petersburg Bayfront

333 1st St S, St. Petersburg, FL

Free Cancellation

Reserve now, pay when you stay

$105 nightly

$119 total

Sep 21 - Sep 22

Total with taxes and fees

This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center, express check-in, and valet parking. There's a bar/lounge on site, and a 24-hour front desk and laundry facilities are also provided.

Pool

Air conditioning

Hilton Clearwater Beach Resort & Spa

400 Mandalay Ave, Clearwater Beach, FL

Free Cancellation

Reserve now, pay when you stay

$204 nightly

$231 total

Sep 16 - Sep 17

Total with taxes and fees

This resort features a private beach, a full-service spa, and 3 restaurants. Relax with beach cabanas and sun loungers, and cool off with a drink at the beachside bar. Enjoy the 2 outdoor pools and perks like free WiFi.

On private beach

Pool

Hotel Alba, Tapestry Collection by Hilton

5303 W Kennedy Blvd, Tampa, FL

Free Cancellation

Reserve now, pay when you stay

$149 nightly

$169 total

Sep 21 - Sep 22

Total with taxes and fees

This hotel features 2 restaurants, an outdoor pool, and a 24-hour gym. Traveling on business? Take advantage of the 5 conference rooms, free WiFi in public areas, and express check-out. A bar/lounge, a 24-hour front desk, and a poolside bar are also provided.

Pool

Pet friendly

The Westin Tampa Bay

7627 W Courtney Campbell Cswy, Tampa, FL

Free Cancellation

$152 nightly

$173 total

Sep 14 - Sep 15

Total with taxes and fees

A private beach, a 24-hour gym, and a restaurant are all featured at this hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.

On private beach

Pet friendly

Don't see what you're looking for?

See all available properties in Oldsmar

View all properties

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.

Popular places to visit

Port of Tampa

4/5(1,773 reviews)

Explore the waterfront in Tampa with a trip to Port of Tampa. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Busch Gardens Tampa Bay

4.5/5(1,674 reviews)

Exotic animals and thrill rides all on the one site at this theme park and zoo designed for the whole family.

Raymond James Stadium

4.5/5(729 reviews)

Catch an event at Raymond James Stadium during your trip to Tampa. Attend a football game or simply enjoy the top-notch restaurants while you're in the area.

Frequently asked questions

How much are vacation packages to Oldsmar?

Your vacation daydreams can all come true in Oldsmar for as low as $319. Vacation packages include flights and hotels, so organizing everything should be a piece of cake. The only thing you'll have to focus on is having a good time.

How long should my Oldsmar vacation be?

Your Oldsmar getaway can be as long as you'd like it to be, but most people stay roughly 3 nights. Like to get out and uncover some hidden treasures? Book a couple more nights and experience another side of this place.

Where can I get the best vacation package deals for Oldsmar?

Travelocity has all you need to score a sensational Oldsmar package deal. Take your pick of 400 airlines and 1,000,000 properties across the globe and put together a vacation package that's suited to you. With so many options at hand, it's easy to organize your next big adventure.

Why should I book my Oldsmar vacation bundle with Travelocity?

Because life is all about the journey, and we have everything you need to help you on the way. With our top-quality service and Price Match Guarantee, you can organize your trip with confidence. What's more, you can sleep easy while you're away knowing we're here for you with our 24/7 customer support.

Can I save on my Oldsmar car rental if I combine it with hotels and flights?

You most certainly can — bundle your flight, hotel and car into an Oldsmar vacation package and you can save a ton. With so much to discover in Oldsmar, having your own ride will make exploring a joy. Once you've slid into the driver's seat, put the stereo on and head to Universal Studios Florida, a famous attraction roughly 80 mi from Oldsmar.

Which airport is best for Oldsmar?

Tampa Intl. Airport (TPA) is 9 mi from the city center and is the beginning point for many memorable experiences. Alternatively, Sarasota-Bradenton Intl. Airport (SRQ) is 45 mi away from central Oldsmar and St. Petersburg-Clearwater Intl. Airport (PIE) is 9 mi away from central Oldsmar.

What is there to do in Oldsmar?

While taking the path less traveled can be rewarding, you shouldn't miss the popular sights that make a destination famous. Oldsmar Flea Market and Oldsmar Historical Society Museum are just two of them in Oldsmar.

Where should I stay when visiting Oldsmar?

The Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar, an IHG Hotel is popular with many visitors. Book now to avoid missing out.