Choose from 93 vacation rentals located in Oldsmar, Florida. Top filters in Oldsmar include Internet / Wifi, Kitchen / Kitchenette, and Air conditioner. Prices range from $60 to $799 per night. Our most popular vacation rental types near Oldsmar are Hotel and RV.

Top vacation rentals in Oldsmar

Beach towels
4.7
Outstanding(114 Reviews)
Villa
 in Tampa
Centrally located to beaches, Close to Bush Gardens Pets Welcome Free Wifi
7 guests · 2 bedrooms · 2 baths
Garden · Pool · Pets allowed

Looking for a memorable stay in Oldsmar? Our Villa might just be what you're looking for. Enjoy amenities including Air conditioner, Dishwasher and Internet / Wifi, and more during your stay.

$$$$
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Property grounds
5.0
Outstanding(236 Reviews)
House
 in Safety Harbor
You Are Closer to Your Own Private Paradise on Beautiful Tampa Bay!
6 guests · 3 bedrooms · 2 baths
Garden · Pool · Kitchen / Kitchenette

This attractive House in Oldsmar, $284 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$
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Property view
4.3
Excellent(571 Reviews)
Hotel
 in Oldsmar
2star
Holiday Inn Express Hotel & Suites Tampa-Oldsmar, an IHG Hotel
Pool · Pets allowed · Kitchen / Kitchenette

Nestled in Oldsmar, this Hotel is perfect for your next vacation. Enjoy Holiday Inn Express Hotel & Suites Tampa-Oldsmar, an IHG Hotel's top-rated amenities, including Air conditioner, Internet / Wifi and Laundry, and more.

$$$$
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Property view
4.3
Excellent(192 Reviews)
Hotel
 in Oldsmar
3star
Hampton Inn & Suites Tampa Northwest/Oldsmar
Pool · Pets allowed · Kitchen / Kitchenette

Looking for the perfect place to call home during your trip to Oldsmar? This Hotel offers a comfort and style with top-notch amenities, including Air conditioner, Internet / Wifi and Laundry, and more.

$$$$
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Vacation rentals with internet & wifi in Oldsmar

Private kitchen | Fridge, microwave, oven, stovetop
4.8
Outstanding(76 Reviews)
House
 in Oldsmar
Beautifully, Renovated Home in Quiet Cul de Sac! Close to EVERYTHING!
5 guests · 2 bedrooms · 2 baths
Garden · Pool · Kitchen / Kitchenette

Are you ready to indulge in a relaxing getaway? Our House in Oldsmar has everything you need for a rejuvenating stay. Treat yourself to Beautifully, Renovated Home in Quiet Cul de Sac! Close to EVERYTHING! 's exceptional amenities, such as Air conditioner, Dishwasher and Fireplace.

$$$$
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Property grounds
4.8
Outstanding(97 Reviews)
Condo
 in Oldsmar
family friendly, gated community, two pools, lake outside back door.
4 guests · 2 bedrooms · 2 baths
Garden · Pool · Kitchen / Kitchenette

This attractive Condo in Oldsmar, $100 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$
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Property view
4.1
Excellent(96 Reviews)
Hotel
 in Oldsmar
3star
Courtyard Tampa Oldsmar
Pool · Kitchen / Kitchenette · Air conditioner

This attractive Hotel in Oldsmar, $98 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$
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Property view
4.3
Excellent(36 Reviews)
Hotel
 in Oldsmar
3star
Residence Inn Tampa Oldsmar
Pool · Pets allowed · Kitchen / Kitchenette

Discover the beauty of Oldsmar with a stay at Residence Inn Tampa Oldsmar, a top rated Hotel with amenities such as Air conditioner, Dishwasher and Fireplace, and more.

$$$$
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Oldsmar

Oldsmar travel guide

Let us help you plan your perfect Oldsmar vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in Oldsmar, and more.

Frequently asked questions

What are the most popular vacation rental amenities in Oldsmar?

  • Internet / Wifi
  • Kitchen / Kitchenette
  • Air conditioner

What are the must-visit tourist attractions in Oldsmar, FL?

Oldsmar, FL is a great place to visit for tourists. There are a number of attractions that you should not miss while visiting. These include:

  • Upper Tampa Bay Trail
  • John Chesnut Sr. Park
  • Oldsmar Flea Market
  • Escape Room Adventure

The Upper Tampa Bay Trail offers stunning views of the Tampa Bay area, while John Chesnut Sr. Park is a great place to explore nature. Oldsmar Flea Market is a great spot to find unique souvenirs, and Escape Room Adventure is a fun and exciting way to spend an afternoon.

How can I get around in Oldsmar, FL?

You can get around in Oldsmar, FL in a variety of ways:

  • Walking
  • Biking
  • Public Transportation
  • Rideshare Services

Oldsmar also offers plenty of parking, making it easy to get around by car as well.

Where can I find affordable accommodation in Oldsmar, FL?

Oldsmar, FL offers a variety of affordable accommodation options. Here are some of the top picks:

  • The Holiday Inn Express Oldsmar Tampa
  • Hampton Inn Tampa East/Ybor City
  • Suburban Extended Stay Hotel Oldsmar
  • Extended Stay America - Tampa - Oldsmar

These hotels offer comfortable rooms at competitive prices, making them ideal for those looking for an affordable stay in Oldsmar, FL.

What is the culture like in Oldsmar, FL?

Oldsmar, FL is a small town located in the Tampa Bay area of Florida. It is known for its vibrant culture and friendly atmosphere. Here are five points about the culture in Oldsmar, FL:

  • The town is very family-friendly, with lots of activities for kids and adults alike.
  • The town has a strong sense of community, with many local events and festivals.
  • The town is known for its beautiful beaches, parks, and outdoor activities.
  • The town is home to a thriving arts and culture scene, with galleries, museums, and performing arts groups.
  • The town is known for its diverse population, with people from all backgrounds and walks of life.

Is Oldsmar, FL safe to travel to?

Oldsmar, FL is generally considered a safe place to travel to. Here are a few safety tips for travelers:

  • Be aware of your surroundings and who is around you.
  • Don't leave your belongings unattended.
  • Keep your valuables secure and out of sight.

What are the popular shopping destinations in Oldsmar, FL?

Oldsmar, FL is home to some of the most popular shopping destinations in the area. Here are some of the must-visit places:

  • Tampa Premium Outlets
  • Oldsmar Flea Market
  • Oldsmar Shopping Center

Whether you’re looking for a great bargain or the latest fashion trends, Oldsmar has something for everyone!

What are the best neighborhoods to visit in Oldsmar, FL?

The best neighborhoods to visit in Oldsmar, FL are:

  • East Lake Woodlands
  • Tampa Bay Golf & Country Club
  • Tarpon Woods Golf Club

These neighborhoods offer a variety of activities, such as golfing, biking, and walking trails, as well as plenty of shopping and dining options.

Where is Oldsmar, FL?

Oldsmar, FL is a city located in Pinellas County, Florida. It is situated about 15 miles northwest of Tampa and is known for its many parks, trails, and recreational activities. The population of the city was 13,591 as of the 2010 census, making it the 15th most populous city in Pinellas County.

What are the most popular vacation rental amenities in Oldsmar, FL?

The most popular vacation rental amenities in Oldsmar, FL include:

  • Fully equipped kitchens
  • Modern appliances
  • Spacious living areas
  • High-speed internet
  • On-site swimming pools

These amenities provide guests with the comforts of home, as well as the convenience of a hotel. Fully equipped kitchens allow guests to prepare meals in the comfort of their own home, while modern appliances and high-speed internet provide the necessary tools for a modern lifestyle. Spacious living areas provide plenty of room to relax and unwind, while on-site swimming pools provide a great way to cool off in the Florida heat.

What are the top things to do in Oldsmar, FL?

Oldsmar, FL is a great place to explore and enjoy the outdoors. Here are some of the top things to do in Oldsmar:

  • Visit the Oldsmar Flea Market
  • Go for a hike in Brooker Creek Preserve
  • Check out the Tampa Bay Skating Academy
  • Attend the Oldsmar Art Festival

Take in the views at the R.E. Olds Park, or take a boat tour of Tampa Bay. There's something for everyone in Oldsmar, FL!

What do I need to know before visiting Oldsmar, FL?

Oldsmar is a small city located in Pinellas County, Florida. It is known for its beautiful parks, outdoor activities, and vibrant downtown area. Before visiting Oldsmar, here are a few things to keep in mind:
  • The weather in Oldsmar is typically hot and humid year-round.
  • The city has many parks and outdoor activities to enjoy.
  • Be sure to check out the vibrant downtown area.
Oldsmar is also a great place to shop, dine, and explore. Before visiting, make sure to research the local attractions and restaurants to make the most of your trip.

What is the price range for rentals in Oldsmar?

Vacation rentals in Oldsmar have a price range between $60-$799. The average price for rentals in Oldsmar is $175 per night.

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