Oldsmar vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

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Popular amenities for Oldsmar vacation rentals

Stay near Oldsmar's top sights

Mease Countryside Hospital6 locals recommend
Philippe Park60 locals recommend
Oldsmar Flea Market33 locals recommend
Walmart Supercenter13 locals recommend
AMC Woodlands Square 2024 locals recommend
John Chesnut Senior Park35 locals recommend

Quick stats about vacation rentals in Oldsmar

Total rentals

130 properties

Rentals with a pool

60 properties have a pool

Pet-friendly rentals

60 properties allow pets

Family-friendly rentals

70 properties are a good fit for families

Total number of reviews

3.6K reviews

Nightly prices starting at

$20 before taxes and fees

Frequently Asked Questions

  • Where should I stay in Oldsmar?

    Make yourself at home in Oldsmar by choosing from our most frequently booked neighborhoods. We have over 540 vacation rentals in The Grove Of Laforest, over 190 vacation rentals in East Lake Woodlands, and over 190 vacation rentals in Bridlewood.

  • Are there pet-friendly vacation rentals in Oldsmar?

    Four-legged friends are welcome in Oldsmar. Choose from more than 60 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Oldsmar?

    Yes! Work meets play with ease at over 70 vacation rentals in Oldsmar featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Oldsmar vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 60 vacation homes with pools in Oldsmar, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Oldsmar have a bbq area?

    Absolutely! We offer over 30 house rentals with a bbq area in Oldsmar. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Oldsmar have air conditioning?

    Absolutely! We offer over 80 house rentals with air conditioning in Oldsmar. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Oldsmar have wireless internet?

    Absolutely! We offer over 80 house rentals with wireless internet in Oldsmar. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in house rentals in Oldsmar?

    Experience the best of Oldsmar with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there family-friendly house rentals in Oldsmar?

    Oldsmar has more than 50 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for House Rentals in Oldsmar?

    Enhance your stay in our House Rentals with the most popular amenities: over 80 homes with air conditioning, over 30 homes with a bbq area, over 80 homes with wireless internet, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Pinellas County
  5. Oldsmar