Search for Cheap Deals on
Hotels in Oldsmar

Choose from 15946 Oldsmar Hotel Deals

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

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

2.5 out of 5
3990 Tampa Rd Oldsmar FL
  • 11 min walk from Oldsmar Flea Market
Book a stay at this business-friendly hotel in Oldsmar. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9.4/10 Exceptional! (1,029 reviews)
Love this newer build hotel!

Reviewed on Mar 23, 2026

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

Courtyard by Marriott Tampa Oldsmar

3 out of 5
4014 Tampa Rd Oldsmar FL
  • 10 min walk from Oldsmar Flea Market
Book a stay at this business-friendly hotel in Oldsmar. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.8/10 Excellent! (827 reviews)
Nice property probably won’t stay again. It had been updated but key areas had been missed like elevator, mold around shower handle, etc. lots of other options on the area for a nicer place. Staff was really friendly though.

Reviewed on Mar 19, 2026

Courtyard by Marriott Tampa Oldsmar
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
100 Coronado Drive Clearwater Beach FL
  • 31 min drive from Oldsmar Flea Market
Book a stay at this beach hotel in Clearwater Beach. Enjoy a full-service spa, 3 restaurants, and a beach locale. Our guests praise the breakfast and the pool ...
9.4/10 Exceptional! (3,080 reviews)
Very close to many stores, restaurants and the marina. Loved the pool and hot tub. It was very well maintained and clean. Easy walk to beach with chairs and umbrella already set up. Great having pool towels available. Beautiful hotel and beach.

Reviewed on Mar 23, 2026

Wyndham Grand Clearwater Beach
Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

4 out of 5
200 N Ashley Dr Tampa FL
  • 34 min drive from Oldsmar Flea Market
Book a stay at this business-friendly hotel in Tampa. Enjoy 2 bars/lounges, breakfast (surcharge), and a fitness center. Our guests praise the pool and the helpful ...
7/10 Good! (1,806 reviews)
Amazing place

Reviewed on Mar 22, 2026

Hotel Tampa Riverwalk
Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

4 out of 5
400 Mandalay Ave Clearwater Beach FL
  • 30 min drive from Oldsmar Flea Market
Book a stay at this beach resort in Clearwater Beach. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...
8.2/10 Very Good! (2,505 reviews)
Pool and Beach were great.

Reviewed on Mar 23, 2026

Hilton Clearwater Beach Resort & Spa
Ramada by Wyndham Tampa Westshore Airport South

Ramada by Wyndham Tampa Westshore Airport South

3 out of 5
1200 N Westshore Blvd Tampa FL
  • 24 min drive from Oldsmar Flea Market
Book a stay at this business-friendly hotel in Tampa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
6.2/10 (4,194 reviews)
The door to our room was hard to closed it looked like someone previously tried to kick it in

Reviewed on Mar 23, 2026

Ramada by Wyndham Tampa Westshore Airport South
Hyatt Regency Clearwater Beach Resort and Suites

Hyatt Regency Clearwater Beach Resort and Suites

4 out of 5
301 S Gulfview Blvd Clearwater Beach FL
  • 31 min drive from Oldsmar Flea Market
Book a stay at this beach resort in Clearwater Beach. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the pool and the helpful staff ...
9.2/10 Wonderful! (2,087 reviews)
Great ocean view. Pristine beach. Great location.

Reviewed on Mar 23, 2026

Hyatt Regency Clearwater Beach Resort and Suites
SureStay Hotel by Best Western St. Pete Clearwater Airport

SureStay Hotel by Best Western St. Pete Clearwater Airport

2.5 out of 5
Clearwater FL
  • 24 min drive from Oldsmar Flea Market
Book a stay at this business-friendly hotel in Clearwater. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
7.6/10 Good! (1,660 reviews)
This hotel is adjacent to a runway and there is no peace to be had while staying here. The hotel is in very poor condition, and rundown. Scary place to stay!!

Reviewed on Mar 23, 2026

SureStay Hotel by Best Western St. Pete Clearwater Airport
Grand Hyatt Tampa Bay

Grand Hyatt Tampa Bay

4 out of 5
2900 Bayport Drive Tampa FL
  • 20 min drive from Oldsmar Flea Market
Book a stay at this business-friendly hotel in Tampa. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (1,215 reviews)
It was everything I hoped for in a luxury stay

Reviewed on Mar 20, 2026

Grand Hyatt Tampa Bay
Sailport Waterfront Suites

Sailport Waterfront Suites

3.5 out of 5
2506 N Rocky Point Dr Tampa FL
  • 18 min drive from Oldsmar Flea Market
Book a stay at this business-friendly aparthotel in Tampa. Enjoy breakfast (surcharge), a fitness center, and a 24-hour front desk. Our guests praise the pool ...
Sailport Waterfront Suites
HomeTowne Studios by Red Roof Tampa - Airport

HomeTowne Studios by Red Roof Tampa - Airport

2 out of 5
6121 West Sitka Street Tampa FL
  • 17 min drive from Oldsmar Flea Market
Stay at this hotel in Tampa. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Raymond James Stadium and George M. Steinbrenner Field ...
8.6/10 Excellent! (940 reviews)
Room was very clean and the woman working the front desk was very nice and quick at checking me in and gave me good advice for ordering last night food.

Reviewed on Mar 23, 2026

HomeTowne Studios by Red Roof Tampa - Airport
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
40 Devon Dr Clearwater Beach FL
  • 30 min drive from Oldsmar Flea Market
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Popular attractions Pier 60 Park and Clearwater Beach ...
9.6/10 Exceptional! (808 reviews)
The hotel felt clean and appeared new. The room was spacious and the views were beautiful.

Reviewed on Mar 23, 2026

ChartHouse Clearwater Beach Marina Hotel
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.

Find cheap hotels in Oldsmar

You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your Oldsmar hotel with Hotwire to complete your one-of-a-kind travel checklist.

For you, intrepid voyager, Hotwire has a large selection of the best hotels in Oldsmar.

Choosing the right hotel in Florida has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Oldsmar’s 15,946 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $90. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Oldsmar hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Oldsmar. No matter your reason for visiting Oldsmar, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Oldsmar hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can unlock great deals on your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Oldsmar for as low as $90.

How many hotels are there in Oldsmar?

With over 15,946 hotels in Oldsmar, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $90.

How to find cheap car rentals in Oldsmar?

Finding a cheap car rental deal in Oldsmar is as easy as scoring cheap hotels in Oldsmar. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.