105+ Rental Villas and Private Getaways in Oldsmar |
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Oldsmar Villa Rentals

About Oldsmar Vacation Rentals

There are more than 105 incredible getaway rentals that are available in Oldsmar. These choices include villas, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Relax with BedroomVillas and uncover great stays in Oldsmar.

BedroomVillas features numerous last-minute deals on villas, hotels, and rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With BedroomVillas in Oldsmar, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the BedroomVillas vacation rentals, resorts, and Airbnb-style properties in Oldsmar. Places to stay near Oldsmar are 566.65 ft² on average, with prices averaging CA $392 a night.

BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in Oldsmar. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect place to stay today.

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Top Private Villas, Resorts, and Rentals in Oldsmar

Type Count
Vacation Homes 46
Holiday Apartments 9
Villas 5

Use these Quick Filters to Find a Vacation Rental in Oldsmar

★ Pro Tip: BedroomVillas is a luxury vacation rental website, pulling some of the top private villas and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible beach houses and holiday rentals from trusted, reliable suppliers, helping you to compare prices and locations to find the best fit for your getaway. Create lifelong memories in Oldsmar with BedroomVillas.

Weather in Oldsmar, FL

View the weather forecast for Oldsmar before booking your Oldsmar Vacation Rentals to confirm your best time to go.

December - February
High 75°F       Low 58°F
March - May
High 86°F       Low 61°F
June - August
High 91°F       Low 76°F
September - November
High 89°F       Low 63°F

Stay Near Oldsmar's Top Attractions

A Large Selection of Villas and Vacation Rentals from Around the World Oldsmar's Research Top Attractions For Your Vacation


Oldsmar Flea Market
Oldsmar Historical Society Museum
Z - A Specialty Spa
Advanced Primary Care
Busch Gardens Tampa Bay
Port of Tampa
Tampa Riverwalk
University of South Florida
Seminole Hard Rock Casino Tampa
Tampa Convention Center
Raymond James Stadium
Florida Aquarium
Amalie Arena
Clearwater Marine Aquarium
Lowry Park Zoo
John's Pass Village & Boardwalk
Adventure Island
Sand Key Park
Tropicana Field
MacDill Air Force Base

Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods


Z - A Specialty Spa 268 Properties
East Lake Woodlands 217 Properties
Quail Forest 212 Properties
Elw Woods Landing 192 Properties
Oldsmar Historical Society Museum 182 Properties
Oldsmar Flea Market 173 Properties
Advanced Primary Care 164 Properties
Turtle Creek 139 Properties

Frequently Asked Questions About Oldsmar?

What are the top hotels or resorts in Oldsmar?

We provide an array of great vacation destinations in Oldsmar. If you are looking to stay in or around the Oldsmar area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Oldsmar:

How many vacation rentals have private pools in Oldsmar?

We have 3 luxury villas and vacation rentals featuriung a private pool in and near Oldsmar. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which hotel or resort in Oldsmar is best for families?

Searching for a family-friendly getaway in Oldsmar? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Oldsmar?

BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2026 is over 105 in the Oldsmar area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas can provide you with a diverse amount of choices of the best luxury stays in Oldsmar. 

Nearby Neighborhood (4) 
Neighborhood Property Count
East Lake Woodlands Rental Villas and Private Getaways in Tampa, Florida 217
Quail Forest Rental Villas and Private Getaways in Tampa, Florida 212
Elw Woods Landing Rental Villas and Private Getaways in Tampa, Florida 192
Turtle Creek Rental Villas and Private Getaways in Tampa, Florida 139

People Also Ask

There are 34 hotels in Oldsmar and 60 rentals

Recently Booked Hotels, Resorts, or Rentals in Oldsmar