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Vacation Rentals in Oldsmar, Florida

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about Oldsmar

Search vacation deals on homes, villas, cabins, cottages, apartments and condos in destinations all over the world. Click the "rental results" tab to browse Oldsmar, Florida vacation rentals and inquire about your favorites. If you cant find what youre looking for, consider nearby destinations, or come back for a visit - vacation home rentals in Oldsmar are added and updated every week!

Compared to hotels, Oldsmar vacation rentals are much more family-friendly and flexible, offering a lot more space, a lot more savings, and a lot more amenities - like private pools, gourmet kitchens, and pet-friendly accommodations! Tip: Save money by taking advantage of cheap weekly rates.

Oldsmar, Florida Vacation Rentals and Tourism

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Oldsmar things to do


River Ventures

I was visiting family in Tampa and seeing a manatee was on my bucket list for the trip. My aunt found River Ventures and we took the 9:15am tour on a more


Philippe Park

Beautiful tree lined park in Safety Harbor. There are walking trails, boat ramps, picnic areas, baseball field and playgrounds throughout the park. more


BONUS - Yelp's British Invasion

If the TV was working properly in the VIP lounge with the Italian Job playing as drinks were served I would have been more entertained. If the food more


Horse Power for Kids

Such a sweet, lovely collection of rescues and misfits, lovingly cared for by volunteers at this little farm. Visited today with my mom and more


Enterprise Dog Park

As far as dog parks go, this has got to be one of the best in the area. The dogs are not segregated by size, it is one park, and one size fits more


Big Cat Rescue

It has been a while since I was there... I used to live in Tampa, and there are many better places to go. They used to allow interaction with the animals, more


AMC Woodlands Square 20

Um no. I've spent my last hard-earned penny at this place. Before the days of Villagio in Carrollwood, I used to frequent this theater all the time more


Whistle Stop Grill & Bar

There are some irritating things about this restaurant, but not enough to keep me from eating here. All-in-all, it's a pretty nice place to take a family, more


Yoga 365

Wow is all I can say!! I went for the first time yesterday, to the heated hatha class taught by Kristin. She is one of the best instructors, I have more


World of Beer

I'm surprised I never got around to reviewing World of Beer, but then again, I wasn't consistently Yelping back in March when I came here, so I'll take more


Captain Memo's Pirate Cruise

I was pleasantly surprised by this pirate cruise. My sister convinced me to go because she was taking my nephews. I went into it thinking it was going to more


The Dunedin Smokehouse

I had not been to Dunedin in several years, but a call from a former client brought me back to the area just in time to search for a tasty lunch before more


Mike & Lisa's Cricketers British Pub & Restaurant

Thought we'd try a new place for Fish and chips, hoping we could find some place a bit closer than our usual favorite spot. Unfortunately, we more


The Golf Club

Triple charged me for the same tab and never refunded their mistake. Contacted them several times, to get we will look into it, and no call back more


Honeymoon Island State Park

This beach is good if you have a dog to bring with you, because they have a decent size doggie beach otherwise I wouldn't choose to return to this more

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* Nightly rates and average rates per bedroom are based on actual rates in this area. Learn More .

Groundfloor/lakefront Beauty
Oldsmar Condo Rental Picture
  • bedrooms 2
  • community East Lake Woodlands
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $125 - $150 /nt
    $700 - $800 /wk
    $1,400 - $2,200 /mth

1 reviews write a review

Gulf Course Condominium
Oldsmar Condo Rental Picture
  • bedrooms 3
  • community Laurel Oaks
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $2,200 - $2,400 /mth

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East Lake Woodlands 1 Bed / 1 Bath
Oldsmar Condo Rental Picture
  • bedrooms 1
  • community East Lake Woodlands
  • rental type Condo
  • sleeps 2
  • baths 1
  • rates (USD) $900 - $1,700 /mth

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, Centrally located to beaches, Attractions, Close to Bush Gardens Pets Welcome
Oldsmar Villa Rental Picture
  • bedrooms 2
  • rental type Villa
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $71 - $125 /nt
    $450 - $875 /wk
    $1,400 - $2,368 /mth

9 reviews write a review

Modern Bright Villa With Heated Pool! Close To Many Attractions!
Oldsmar Villa Rental Picture
  • bedrooms 3
  • rental type Villa
  • owner badgeowner badge
  • sleeps 8
  • baths
  • rates (USD) $1,190 - $2,100 /wk
    $4,480 - $5,100 /mth

19 reviews write a review

Historic Oldsmar Top Of Tampa Bay
Oldsmar Villa Rental Picture
  • bedrooms 2
  • rental type Villa
  • sleeps 6
  • baths 2
  • rates (USD) $125 /nt
    $750 /wk
    $2,800 /mth

1 reviews write a review