105+ Luxury Vacation Rentals & Cabins in Oldsmar |
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Oldsmar Cabin Rentals

About Oldsmar Vacation Rentals

There are more than 105 incredible getaway rentals that are available in Oldsmar. These choices include cabins, 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. Stay Close to Nature with Cabinns.ca and uncover great stays in Oldsmar.

Cabinns.ca features numerous last-minute deals on private villas, hotels, and cabin 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 Cabinns.ca 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 Cabinns.ca vacation rentals, resorts, and Airbnb-style properties in Oldsmar. Places to stay near Oldsmar are 561.23 ft² on average, with prices averaging CA $385 a night.

Cabinns.ca helps you find the ideal holiday rental to create a lifetime of 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 cabin retreat today.

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Top Cabin Rentals, Cottages, and Holiday Home 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: Cabinns.ca is a cabin vacation rental website, pulling some of the top cabins, luxury resorts, and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible cabin resorts 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 Cabinns.ca.

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

Activities Oldsmar Guest Reviews Local Attractions

A Large Selection of Cabins and Vacation Rentals from Around the World Oldsmar. Discover Top Attractions For Your Next Outdoor Adventure.


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 Nearby Cabin Rentals in these Cities & Neighborhoods


Z - A Specialty Spa 243 Properties
East Lake Woodlands 191 Properties
Elw Woods Landing 186 Properties
Quail Forest 182 Properties
Oldsmar Historical Society Museum 155 Properties
Advanced Primary Care 147 Properties
Oldsmar Flea Market 143 Properties
Turtle Creek 127 Properties

Frequently Asked Questions About Oldsmar?

What are the top cabins, lake houses & summer homes 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 cabin resort or 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 cabin rentals and resorts have private pools in Oldsmar?

We have 2 cabins, luxury resorts, and holiday home rentals featuring 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 cabin rental, resort, or holiday home in Oldsmar is best for families?

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

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

Cabinns.ca offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Cabinns.ca in 2025 is over 105 in the Oldsmar area, and that number rises every day. By combining listings from multiple websites and travel providers, Cabinns.ca 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 Cabins and Private Getaways in Tampa, Florida 191
Quail Forest Rental Cabins and Private Getaways in Tampa, Florida 182
Elw Woods Landing Rental Cabins and Private Getaways in Tampa, Florida 186
Turtle Creek Rental Cabins and Private Getaways in Tampa, Florida 127

People Also Ask

There are 34 hotels in Oldsmar and 60 rentals

Recently Booked Private Villas, Cabin Resorts, and Rentals Oldsmar