Oldsmar Vacation Packages 2025 from $416

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

per person

Aug 27 - Aug 31

found 15 hours ago

Roundtrip flight included

Minneapolis (MSP) 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.

Ocean Club Treasure Island Hotel

per person

Jul 18 - Jul 25

found 1 day ago

Roundtrip flight included

Boston (BOS) 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.

Barsala At The Wayland Condos

Save 100% on your flight

per person

Aug 19 - Aug 24

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

This aparthotel features an outdoor pool and a gym. WiFi in public areas is free. Barbecue grills and a virtual front desk are also provided.

Coral Reef Beach Resort

Save 100% on your flight

per person

Sep 3 - Sep 8

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

This apartment features 2 outdoor pools and 3 hot tubs. Business travelers can take advantage of the free WiFi in public areas. Free self parking, laundry facilities, and a virtual front desk are also on offer.

The Avalon Club

Save 100% on your flight

per person

Jul 29 - Aug 2

found 1 day ago

Roundtrip flight included

Boston (BOS) 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

The Westin Tampa Bay

7627 W Courtney Campbell Cswy, Tampa, FL

Free Cancellation

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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

Hilton Clearwater Beach Resort & Spa

400 Mandalay Ave, Clearwater Beach, FL

Free Cancellation

Reserve now, pay when you stay

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This hotel 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. There's fun for all ages with a children's club and a playground, and families will appreciate the onsite laundry facilities.

On private beach

Pool

Hilton Garden Inn Tampa Airport Westshore

5312 Avion Park Drive, Tampa, FL

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This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the gym and perks like free WiFi and a free airport shuttle. There's a hot tub on site, and laundry facilities and free newspapers are also offered.

Pool

Hot Tub

Hilton St. Petersburg Bayfront

333 1st St S, St. Petersburg, FL

Free Cancellation

Reserve now, pay when you stay

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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

Wyndham Grand Clearwater Beach

100 Coronado Drive, Clearwater Beach, FL

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A full-service spa, 3 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, express check-out, and valet parking. Enjoy the 24-hour gym and unwind at the bar/lounge and poolside bar.

Pool

Hot Tub

Fairfield Inn & Suites by Marriott Clearwater Beach

650 Bay Esplanade, Clearwater Beach, FL

Free Cancellation

Reserve now, pay when you stay

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This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Enjoy the free continental breakfast each morning.

Pool

Breakfast included

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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.

Popular places to visit

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.

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.

Raymond James Stadium

4.5/5(729 reviews)

Raymond James Stadium is one of the more well-known attractions to visit 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 $416. 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.