Oldsmar Holidays from £504

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Your Oldsmar Holiday

There's no better way to head off on a break than with one of our holiday packages to Oldsmar. The lively atmosphere and welcoming locals are just two of the countless reasons you'll want to visit this fascinating city. Eager to start exploring your surroundings? Big Cat Rescue, Westfield Citrus Park and Tampa Bay Downs are just three of the best places to visit during a trip to Oldsmar. No matter your travel plans or the size of your budget, organising your ultimate tailored Oldsmar holiday is a walk in the park with Expedia.

The Latest Oldsmar Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Golden Host Resort - Sarasota

Golden Host Resort - Sarasota

3 out of 5
North Trail
per person
3 Sept - 8 Sept
found 12 hours ago
Return direct flight included
London (LON) to Tampa (TPA)
8.4/10 Very Good! (2,000 reviews)
Very nice hotel, great pool, very nice staff, they had a great cocktail lounge called the Bahi hut , great bartender and nightly entertainment. We had so much fun. The bed could’ve been more comfortable. It was also only a 15 minute drive to Siesta key, which was great.

Reviewed on 25 Jun 2025

Carlisle Inn

Carlisle Inn

3.5 out of 5
Pinecraft
per person
3 Sept - 8 Sept
found 12 hours ago
Return direct flight included
London (LON) to Tampa (TPA)
10/10 Exceptional! (1,852 reviews)
Very clean and good location. Great service and staff. Would definitely come back again.

Reviewed on 23 Jun 2025

Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
per person
3 Sept - 8 Sept
found 12 hours ago
Return direct flight included
London (LON) to Tampa (TPA)
9/10 Wonderful! (3,977 reviews)
Bring a Coffee maker. No ice machine. But otherwise good minimalist Hotel.

Reviewed on 24 Jun 2025

Pelican Pointe Clearwater Beach Hotel

Pelican Pointe Clearwater Beach Hotel

2.5 out of 5
per person
18 Aug - 24 Aug
found 1 day ago
Return direct flight included
London (LHR) to Tampa (TPA)
9/10 Wonderful! (1,002 reviews)
Beautifully decorated cozy rooms that make you feel at home. Relaxed vibe. Probably best place to stay unless you're high maintenance.

Reviewed on 23 Jun 2025

Shephard's Beach Resort

Shephard's Beach Resort

3.5 out of 5
per person
3 Sept - 8 Sept
found 12 hours ago
Return direct flight included
London (LON) to Tampa (TPA)
9/10 Wonderful! (1,306 reviews)
The property was clean and staff was great! I loved that the resort had an on-site beach, nightclub, restaurants, nightly entertainment, and bars.

Reviewed on 22 Jun 2025

Embassy Suites by Hilton Sarasota, FL

Embassy Suites by Hilton Sarasota, FL

3.5 out of 5
Central Sarasota
per person
3 Sept - 8 Sept
found 12 hours ago
Return direct flight included
London (LON) to Tampa (TPA)
8.8/10 Excellent! (1,459 reviews)
Beautiful area for dining/shopping! Rooms all have a great view. Pool is also nice and has a great view from the pool deck. Complimentary happy hour every night with limited options/light snacks. Parking is a bit steep but worth it for ease. Staff was friendly and accommodating,

Reviewed on 24 Jun 2025

Oldsmar Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Tampa Intl. Airport (TPA)
Population
14,200
Max Temp Winter
21ºC
Max Temp Summer
32ºC
Top Sights
ZooTampa at Lowry Park, Ben T. Davis Beach and Big Cat Rescue

Our pick of the best Oldsmar Hotel Deals

The Westin Tampa Bay
The Westin Tampa Bay
4 out of 5
7627 W Courtney Campbell Cswy, Tampa, FL
Stay at this 4-star beach hotel in Tampa. Enjoy free Wi-Fi, a private beach and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms ...
8.2/10 Very Good! (1,004 reviews)
"Great trip and even got a free room upgrade! Awesome view and comfort."

Reviewed on 18 Jun 2025

The Westin Tampa Bay
Hilton Clearwater Beach Resort & Spa
Hilton Clearwater Beach Resort & Spa
4 out of 5
400 Mandalay Ave, Clearwater Beach, FL
Stay at this 4-star beach hotel in Clearwater Beach. Enjoy free Wi-Fi, 2 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff ...
8/10 Very Good! (1,944 reviews)
"I liked being on the beach. Not pleased with the uncomfortable beds."

Reviewed on 23 Jun 2025

Hilton Clearwater Beach Resort & Spa
Hilton Garden Inn Tampa Airport Westshore
Hilton Garden Inn Tampa Airport Westshore
3 out of 5
5312 Avion Park Drive, Tampa, FL
Stay at this 3-star hotel in Tampa. Enjoy free Wi-Fi, breakfast (surcharge) and a free airport shuttle. Our guests praise the restaurant and the helpful staff ...
8.8/10 Excellent! (1,724 reviews)
Convenient and friendly
"Soooo convenient when you have a 7am flight. Parking deck was perfect for staying out of the rain."

Reviewed on 21 Jun 2025

Hilton Garden Inn Tampa Airport Westshore
See all 15,004 properties in Oldsmar
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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does an Oldsmar travel package cost?
Maybe less than you might think --- from as low as £504, in fact! By bundling flights, hotels and car rentals into your own customized travel package, your Oldsmar escape is only clicks away.
If I'm not able to travel, can I cancel my Oldsmar travel package?
You can cancel your Oldsmar booking if your travel plans have been upended. Whether you'll incur a penalty or not depends on your airline, hotel or car rental company. It may be possible to cancel or change your booking free of charge if you booked in the last 24 hours. Head to our Customer Service Portal to find out more.
How do I get a cheap travel package to Oldsmar?
If you love getting a great deal, combine your bookings into an Oldsmar travel package. Whether you're searching for hotels, flights, tours or rental cars, you can browse and book them all in one place. You'll have loads of choice at your fingertips too. Expedia has over 550 air carriers and 1,000,000 hotel options globally to take your pick of. Fly with who you want, stay wherever you like and save a pretty penny --- now that's the ideal holiday!
Does Expedia offer Book Now, Pay Later Oldsmar holidays?
Your bank balance shouldn't prevent you from going on holiday, so Expedia has come up with a solution to help. Thanks to our partnership with online lender Klarna, it's easier than ever to book a dream getaway without using up all your savings. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your escape. Consider one of these flexible payment options:
  • Pay monthly holidays: Escape on that dream holiday sooner with Klarna's monthly instalment plans. If paying just a little each month sounds right for you, choose this option at checkout.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it possible to pay for your holiday in multiple transactions.
  • Low deposit holidays: Clicking on the "book now" button is much easier with this payment option. Simply put down a small deposit on your booking and then start packing your suitcase.

Where should I stay in Oldsmar?
With fascinating attractions such as Tampa Bay Downs and Oldsmar Flea Market in this area, look for a hotel positioned near them. Upper Tampa Bay Park is another Oldsmar hot spot that lures the crowds.
What are the top hotels in Oldsmar?
Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar, an IHG Hotel is a popular East Lake Woodlands hotel. Alternatively, if you're hoping to stay in Turtle Creek, consider booking a few nights at Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar, an IHG Hotel.
How far in advance should I book my Oldsmar holiday?
To bag cheap prices, book as early as you can. Air carriers usually start selling tickets, along with some of the lowest fares, around 12 months ahead of time. Hotels, activities and car rental should also be booked early so you can have the pick of the bunch. If you've decided on a last-minute getaway to Oldsmar, there are always lots of great deals to be had on Expedia. Book your escape today!
What does an Expedia Oldsmar travel package include?
Packages include rental cars, flights and hotels, but you can mix and match them to create your ideal Oldsmar holiday. You can also add on activities and experiences once you've made your booking. You're the boss! When you bundle your bookings with Expedia, you'll score deals you won't find anywhere else.
What should I know before booking an Oldsmar travel package?
An Expedia travel package can be tailored to your budget and is a simple way to make your budget go further. How much you include is your call. Hotels, rental cars and flights --- come up with a combination that suits your style.
Can I choose my airline with an Oldsmar Expedia travel package?
Yes --- that's one of the best things about an Expedia travel package. You can pick and choose your flights, hotels and more. We have access to more than 550 airline partners across the globe, so you have options galore when planning your Oldsmar getaway.

Discover the most popular places to visit in Oldsmar

Busch Gardens Tampa Bay

Busch Gardens Tampa Bay

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

Busch Gardens Tampa Bay
Raymond James Stadium

Raymond James Stadium

Raymond James Stadium is one of the more well-known attractions to visit during your trip to Tampa. Attend a football match or simply enjoy the top-notch restaurants while you're in the area.

Raymond James Stadium
University of South Florida

University of South Florida

Walk around the campus of University of South Florida, a top university in Tampa. Experience the area's acclaimed theatre scene and great live music.

University of South Florida

Unmissable things to do in Oldsmar

The Florida Aquarium in Tampa General Admission

The Florida Aquarium in Tampa General Admission

£25
per adult
84% of travellers recommend
The Florida Aquarium in Tampa General Admission
Self-Guided Driving Bundle of Florida Tours

Florida's Must-See Sights: Self-Guided Driving Audio Tour Bundle

£25
per traveller
100% of travellers recommend
Florida's Must-See Sights: Self-Guided Driving Audio Tour Bundle
Step into the shadows and discover the haunting tales of our city's past.

Tampa Terrors Ghost Tour By US Ghost Adventures

£18
per adult
100% of travellers recommend
Tampa Terrors Ghost Tour By US Ghost Adventures
See all activities in Oldsmar

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.