Search for Cheap Deals on
Hotels in Oldsmar

Choose from 16222 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! (1,215 reviews)
"Gm excelente desayuno y hotel en geneal"

Reviewed on Jun 22, 2026

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG
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! (3,403 reviews)
"Very nice hotel, centrally located."

Reviewed on Jun 23, 2026

Wyndham Grand Clearwater Beach
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! (2,710 reviews)
"First the term "Gulf View" as advertised is very deceiving, I paid specifically a "Gulf View", not an obstructed view or a partial view but a "Gulf View". What we got was a partial view along with the roof top of about 10 AC units that were extremely noisy and could not sit out on the balcony for ..."

Reviewed on Jun 22, 2026

Hilton Clearwater Beach Resort & Spa
The Westshore Grand, A Tribute Portfolio Hotel, Tampa

The Westshore Grand, A Tribute Portfolio Hotel, Tampa

4 out of 5
4860 West Kennedy Boulevard Tampa FL
  • 25 min drive from Oldsmar Flea Market
Book a stay at this business-friendly hotel in Tampa. Enjoy breakfast (surcharge), a free airport shuttle, and a 24-hour fitness center. Our guests praise the ...
8.6/10 Excellent! (1,824 reviews)
"Nice place"

Reviewed on Jun 22, 2026

The Westshore Grand, A Tribute Portfolio Hotel, Tampa
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! (2,175 reviews)
"Outstanding resort perfect for traveling with active adolescents. Spacious, clean, well-appointed. Breakfast add-on well worth it. Deep balcony with ample shade overlooking prime section of the beach. Staff were very attentive and professional."

Reviewed on Jun 22, 2026

Hyatt Regency Clearwater Beach Resort and Suites
Opal Sands Resort

Opal Sands Resort

4 out of 5
430 South Gulfview Blvd Clearwater Beach FL
  • 31 min drive from Oldsmar Flea Market
Book a stay at this luxury resort in Clearwater Beach. Enjoy a full-service spa, a beach locale, and 2 bars/lounges. Our guests praise the pool and the helpful ...
9.4/10 Exceptional! (1,281 reviews)
"The location and amenities were top notch!! Had a fantastic trip!!"

Reviewed on Jun 21, 2026

Opal Sands Resort
The Barrymore Hotel Tampa Riverwalk

The Barrymore Hotel Tampa Riverwalk

3 out of 5
111 W Fortune St Tampa FL
  • 33 min drive from Oldsmar Flea Market
Book a stay at this business-friendly hotel in Tampa. Enjoy free WiFi, breakfast (surcharge), and a free area shuttle. Our guests praise the restaurant and the ...
8.6/10 Excellent! (2,644 reviews)
"The breakfast is not included. Remove from the website"

Reviewed on Jun 22, 2026

The Barrymore Hotel Tampa Riverwalk
Hilton St. Petersburg Bayfront

Hilton St. Petersburg Bayfront

4 out of 5
333 1st St S St. Petersburg FL
  • 45 min drive from Oldsmar Flea Market
Book a stay at this business-friendly hotel in St. Petersburg. Enjoy breakfast (surcharge), room service, and a fitness center. Our guests praise the helpful ...
7.8/10 Good! (1,057 reviews)
"convenience to downtown."

Reviewed on Jun 22, 2026

Hilton St. Petersburg Bayfront
Hotel South Tampa & Suites

Hotel South Tampa & Suites

3 out of 5
3314 S Dale Mabry Hwy Tampa FL
  • 31 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 ...
8.6/10 Excellent! (1,813 reviews)
"Great little place! Very clean, the staff was wonderful."

Reviewed on Jun 22, 2026

Hotel South Tampa & Suites
The Westin Tampa Bay

The Westin Tampa Bay

4 out of 5
7627 W Courtney Campbell Cswy Tampa FL
  • 18 min drive from Oldsmar Flea Market
Book a stay at this beach hotel in Tampa. Enjoy free WiFi, a private beach, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (1,382 reviews)
"The hotel was nice. Wish the view was better."

Reviewed on Jun 22, 2026

The Westin Tampa Bay
Clearwater Beach Sheraton Resort on Sand Key

Clearwater Beach Sheraton Resort on Sand Key

4 out of 5
1160 Gulf Blvd Clearwater Beach FL
  • 32 min drive from Oldsmar Flea Market
Book a stay at this beach resort in Clearwater Beach. Enjoy 2 restaurants, a beach locale, and 2 bars/lounges. Our guests praise the pool and the helpful staff ...
8.4/10 Very Good! (1,014 reviews)
"Overall, we had a great stay. The hotel’s location was excellent and very convenient. The volleyball area was a huge hit with my kids and provided a lot of fun during our trip. The pool area was nice, but it could definitely benefit from having more shaded seating areas. My biggest complaint was ..."

Reviewed on Jun 22, 2026

Clearwater Beach Sheraton Resort on Sand Key
La Quinta Inn by Wyndham Tampa Near Busch Gardens

La Quinta Inn by Wyndham Tampa Near Busch Gardens

3 out of 5
9202 N 30th St Tampa FL
  • 36 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 breakfast and the pool in our ...
7.4/10 Good! (2,971 reviews)
"Great location."

Reviewed on Jun 22, 2026

La Quinta Inn by Wyndham Tampa Near Busch Gardens
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 16,222 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 $86. 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 $86.

How many hotels are there in Oldsmar?

With over 16,222 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 $86.

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.