Oldsmar Pet Friendly Vacation Rentals & PickleTrip Homes
Book a Dog-Friendly Rental in Oldsmar for Your Next Adventure
9.8
(8 Reviews)
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- Pet Friendly
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House
9.3
(21 Reviews)
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- Pet Friendly
10.0
(32 Reviews)
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- Pet Friendly
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House
New
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10.0
(8 Reviews)
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- Pet Friendly
- Pool
9.2
(353 Reviews)
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- Pet Friendly
10.0
(6 Reviews)
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Hotel
8.8
(35 Reviews)
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- Pet Friendly
9.6
(125 Reviews)
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Hotel
8.6
(131 Reviews)
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- Pet Friendly
9.6
(19 Reviews)
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- Pet Friendly
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Hotel
7.7
(128 Reviews)
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- Pet Friendly
9.4
(36 Reviews)
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- Pet Friendly
New
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10.0
(42 Reviews)
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- Pet Friendly
9.8
(21 Reviews)
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- Pet Friendly
9.6
(49 Reviews)
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- Pet Friendly
9.6
(37 Reviews)
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- Pet Friendly
9.0
(11 Reviews)
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- Pet Friendly
New
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New
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- Pet Friendly
4.8
(3 Reviews)
- Pet Friendly
- Security/Safety
10.0
(4 Reviews)
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- Pet Friendly
New
- Air Conditioner
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- Pet Friendly
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About Oldsmar Pet Friendly Vacation Rentals on PickleTrip
PickleTrip™'s pet-friendly rentals in Oldsmar are perfect for pet owners who want to bring their furry friends and enjoy their next pickleball game on vacation. You can rest easy knowing that your pet is welcome and comfortable in your rental. With a variety of options to choose from, you can find the perfect accommodation that fits your needs and budget. Whether you're looking for a cabin in the woods, a beachfront villa, or a luxury resort, PickleTrip™ has a pet-friendly rental that will suit your needs.
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Frequently Asked Questions About Oldsmar Pet-Friendly Rentals
There are a lot of options in Oldsmar. If you plan on staying in the Oldsmar area, consider making a reservation for a few nights at one of these properties as these have been rated the top Pet Friendly Vacation Rentals in Oldsmar:
- Shore Drive Sunshine
- Beautiful home in Oldsmar
- Coastal themed home near beach and airport
- NEW- 2 bed/2 bath WATERVIEW CENTRAL LOCATION TAMPA
- Charming Two bedroom house near Beaches and Tampa Bay attractions.
- Enjoy vacation with the whole family at this peaceful renovated place to stay!
- Centrally located to beaches, Close to Bush Gardens Pets Welcome Free Wifi
- Spectacular Like New House, Close to Safety Harbor, Dunedin, Beaches & Shopping!
- Vacation Home w/HOT TUB, 2 MASTER BEDROOMS, HEATED POOL NEAR BEACHES!
- Pond front groundfloor 2/2 condo
There are more than 35 pet-friendly rentals available on PickleTrip. Check prices and availability in Oldsmar and last updated on October 2025. Check an individual property if they have restrictions on the size or numbers of pets.
There are many dog-friendly vacation homes available in Oldsmar. Here are the most popular pet-friendly places, ranked by their guest rating as listed in Oldsmar:
Most definitely! There are many luxury places to stay in Oldsmar. Use our search filter to discover all of our luxury accommodations where pets are welcome, then choose the one that matches your taste. Sorting by price is another way to find the most expensive dog-friendly home in Oldsmar. Though note, more expensive is not always better.
The average price of a pet-friendly vacation home is $276. Find our pet-friendly accommodation near Oldsmar.
At PickleTrip, many of our accommodations are perfect for families and allow dogs too. Check out the complete list of pet-friendly holiday rentals in Oldsmar to find what works for you.
Finding the best prices in Oldsmar
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