Oldsmar, FL

Travel Guide

A beach at sunset with birds flying and a person walking.
An aerial view of a coastal landscape with a sandy beach, clear turquoise waters, and a small island with vegetation.
A white pier extending into a calm river surrounded by dense green foliage.
A calm lake with a clear reflection of the sky and clouds, a wooden pier extending into the water, and a distant shoreline with buildings.
A calm lake with a wooden pier extending into the water, surrounded by lush greenery.

Where to stay in Oldsmar

Find the best Oldsmar areas and neighborhoods for the activities you enjoy most. Learn more about Oldsmar
Learn more about Oldsmar

East Lake Woodlands

East Lake Woodlands might not have many top sights, but Chi Chi Rodriguez Golf Club and Tampa Bay Downs are two attractions nearby that you can check out.

Quail Forest

Quail Forest might not have many top sights, but Lansbrook Golf Club and Tampa Bay Downs are two attractions nearby that you can check out.

Courtyard by Marriott Tampa Oldsmar

Courtyard by Marriott Tampa Oldsmar

3 out of 5
4014 Tampa Rd Oldsmar FL
The price is $106 total per night from Nov 29 to Nov 30
$106 total
per night
Nov 29 - Nov 30
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! (1,004 reviews)
"There were some kind of worm looking bugs in the room and the staff couldn't move us"

Reviewed on Nov 5, 2026

Courtyard by Marriott Tampa Oldsmar
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
100 Coronado Drive Clearwater Beach FL
The price is $218 total per night from Nov 9 to Nov 10
$218 total
per night
Nov 9 - Nov 10
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! (4,045 reviews)
"Stay was excellent I reserved the trip through Expedia but at the end there were about 200 plus dollars worth of resort fees and taxes. I would highly recommend this place but I wish they didn’t have these hidden fees."

Reviewed on Nov 5, 2026

Wyndham Grand Clearwater Beach
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
The price is $293 total per night from Nov 11 to Nov 12
$293 total
per night
Nov 11 - Nov 12
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 ...
Hyatt Regency Clearwater Beach Resort and Suites
See all 16,614 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.
Sailport Waterfront Suites

Sailport Waterfront Suites

3.5 out of 5
2506 N Rocky Point Dr Tampa FL
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
Pelican Pointe Clearwater Beach Hotel

Pelican Pointe Clearwater Beach Hotel

2.5 out of 5
445 S. Gulfview Blvd Clearwater Beach FL
Stay at this aparthotel in Clearwater Beach. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the pool and the helpful staff in our reviews. ...
8.8/10 Excellent! (1,173 reviews)
"I’ve stayed here twice now with my boyfriend, and for the price, I think it’s completely worth it! The location is amazing, with just a short walk to the beach and tons of great restaurants and bars nearby. The heated pool is really nice, and there’s plenty of outdoor seating to relax and hang out. ..."

Reviewed on Nov 4, 2026

Pelican Pointe Clearwater Beach Hotel
Mint House St. Petersburg Downtown by Kasa

Mint House St. Petersburg Downtown by Kasa

4 out of 5
77 11th St N St. Petersburg FL
Book a stay at this business-friendly aparthotel in St. Petersburg. Enjoy free WiFi, valet parking (surcharge), and a picnic area. Our guests praise the helpful ...
Mint House St. Petersburg Downtown by Kasa
See all 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.

Stay near popular Oldsmar attractions

Oldsmar Flea Market

8.2/10 (64 reviews)
You can find the perfect gifts to bring home at Oldsmar Flea Market during your stay in Oldsmar. Stroll along the beautiful beaches or attend a sporting event in this family-friendly area.
See properties

Things to do

Starlite Infinity Evening Yacht Cruise Clearwater

Starlite Infinity Evening Yacht Cruise Clearwater

$37
per adult
90% of travellers recommend
Starlite Infinity Evening Yacht Cruise Clearwater
Clearwater Beach: Dolphin & Island Sandbar Cruise

Clearwater Beach: Dolphin & Island Sandbar Cruise

$28
per adult
96% of travellers recommend
Clearwater Beach: Dolphin & Island Sandbar Cruise
ZooTampa at Lowry Park Admission Ticket

ZooTampa at Lowry Park Admission Ticket

$54
per adult
94% of travellers recommend
ZooTampa at Lowry Park Admission Ticket
Dolphins jumping on tour with ships leaving

1.5-hour Dolphin Sightseeing Cruise from Tampa

$31
per adult
80% of travellers recommend
1.5-hour Dolphin Sightseeing Cruise from Tampa
Tarpon Springs: Evening Dolphin Cruise

Tarpon Springs: Evening Dolphin Cruise

$29
per adult
90% of travellers recommend
Tarpon Springs: Evening Dolphin Cruise
Sunset Celebration Cruise on Tropics Boat Tours

Sunset Celebration Cruise on Tropics Boat Tours

$32
per adult
92% of travellers recommend
Sunset Celebration Cruise on Tropics Boat Tours
See all activities in Oldsmar

Frequently asked questions

Is Oldsmar worth visiting?
Oldsmar is worth visiting for its unique attractions, including the Oldsmar Flea Market and the beach near Veterans Memorial Park. Travelers can also enjoy diverse dining options, with a selection of Asian and Italian cuisine to explore.
When is the best time to visit Oldsmar?
The best time to visit Oldsmar is from November through March, when the weather is generally pleasant. For fewer crowds and better value, the quieter months of June through September are a good option, though these are typically the warmer season.
What is Oldsmar known for?
Oldsmar is known for the Oldsmar Flea Market, a popular spot for travelers. It also features a relaxing beach near Veterans Memorial Park, and travelers can find a variety of Asian food options throughout the city.
What is a good itinerary length for Oldsmar?
A good itinerary length for Oldsmar is one to two days to explore the Oldsmar Flea Market and relax at the beach near Veterans Memorial Park. An extended stay of three to four days allows more time to enjoy the local dining, including Asian, Italian, and Latin American cuisine.
What are the top things to do in and around Oldsmar?
Oldsmar offers travelers a chance to explore a local market and enjoy a natural beach:


What cuisines can you find in Oldsmar?
In Oldsmar you can find Greek cuisine, with dishes like gyros, souvlaki, and moussaka. Travelers can also enjoy Italian dishes such as pasta and pizza, along with Mexican options like tacos and burritos. Various Asian choices, including Japanese and Chinese, and North American selections are also available.
Can I book a refundable hotel in Oldsmar?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Oldsmar by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Oldsmar with Expedia?
Expedia makes it easier to plan your Oldsmar trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Oldsmar?
The best choice depends on your travel style. Hotels in Oldsmar can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Oldsmar trip on Expedia?
Once you've booked your Oldsmar trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Oldsmar trip?
Expedia offers customer support before, during, and after your Oldsmar trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Oldsmar?
If it's your first trip to Oldsmar, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Oldsmar hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Oldsmar hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Cities near Oldsmar

A city skyline with illuminated buildings, a bridge over a river, and a park with trees.

Tampa

A crowded beach with people walking along the shore and buildings in the background.

Clearwater

A river with a long bridge connecting two land masses, surrounded by greenery and buildings.

Safety Harbor

A sign for Palm Harbor Golf Club with a pond and fountain in the background.

Palm Harbor

Explore a world of travel with Expedia