Oldsmar Vacation Rentals from $97: Search Short-Term Rentals

Q: What are some of the best vacation home rentals in Oldsmar?

The Gemma by Brightwild : You might want to consider this vacation rental near Oldsmar, which is located on the beach and has an outdoor pool, a private balcony, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a full-sized fridge, a dishwasher, and a stovetop, so you can cook with friends or family. It offers a terrace, a private yard, and a selection of games so you can immerse yourself in your vacation.

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Our top choices for Oldsmar vacation rentals

Cozy 2-bedroom house in enjoyable Oldsmar with AC

Oldsmar

$202 nightly

Jul 17 - Jul 18

Total with taxes and fees

Fridge, microwave, dishwasher, coffee/tea maker

Aileen Camping Space

East Tampa

daniel z.

$115 nightly

Jul 15 - Jul 16

Total with taxes and fees

1 bedroom, iron/ironing board, free WiFi, bed sheets

Escape By The Bay

Town 'n' Country

Jake G.

$117 nightly

Jul 15 - Jul 16

Total with taxes and fees

Welcome to our charming studio, perfectly located near Tampa Bay's attractions.

Pinecrest West Park

Alejandra

$83 nightly

Jul 26 - Jul 27

Total with taxes and fees

Apartment, 2 Bedrooms, Non Smoking, Kitchen | Terrace/patio

The Westshore by Stylish Stays

Beach Park

Pedros

$192 nightly

Jul 19 - Jul 20

Total with taxes and fees

Sailport Waterfront Suites

Rocky Point

Juan

$104 nightly

Jul 26 - Jul 27

Total with taxes and fees

Green Castle Suite in Tampa

Town 'n' Country

Stephanie S.

$115 nightly

Jul 15 - Jul 16

Total with taxes and fees

La Casita Blanca Ybor City Tampa

Ybor City

Aimee

$180 nightly

Aug 9 - Aug 10

Total with taxes and fees

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Top Oldsmar Hotel Reviews

The Westin Tampa Bay

10/10 Excellent

"It was clean."

Hilton St. Petersburg Bayfront

10/10 Excellent

"The room was extremely nice. This was our second time at this location.We went there on my birthday weekend and the lady at the counter I believe her name was Tara or Kara . I’m not sure. But she was extremely helpful upgraded our room at no cost, would definitely recommend."

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

10/10 Excellent

"Everything great service very clean extremely cleaning an the bed are so comfortable. Wonderful Staff an breakfast is very satisfying as well. Great location with plenty of stores an restaurant in local area. Ladies get your nails done at diamond nails great place id your staying at the hotel it's up the street. I will be staying here in the future. We loved are stay no complaints here."

Hilton Clearwater Beach Resort & Spa

8/10 Good

"There seems to be an issue with staffing the maids. We waited over an hour to physically enter our room. The electric outlets in our room were horrible. The location is wonderful as well as the staff were extremely courteous and helpful. The maids seemed understaffed but they were also amazingly accommodating. Same goes for the valet staff. I did find that the beach rental prices were excessive. Great place, just needs a little fine tuning"

Fairfield Inn & Suites by Marriott Clearwater Beach

8/10 Good

"It is in a good location, just 5 minutes walk from the beach and they have free shuttle service to up to 1 mile from the hotel where you can find different kinds of restaurants and stores. The staff is very kind and helpful . The continental breakfast is not the best quality but it offers a variety of food like eggs, sausage or bacon, cereal, oatmeal, coffee, juice, milk, yogurt, baggies and waffles. They even let us use an umbrella and chairs for the beach. I would stay there again if we go back to Clearwater Beach, FL."

Find out more about Oldsmar

Everything you need to know about Oldsmar vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Oldsmar vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oldsmar vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oldsmar vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oldsmar. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Oldsmar in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $97 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Oldsmar rentals

At Expedia, we put the best Oldsmar vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Oldsmar rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oldsmar vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oldsmar. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Things to do in Clearwater Beach

Frequently asked questions

Can I find vacation rentals in Oldsmar?

Yes, we have vacation rentals where you'll be just 14.9 mi (23.9 km) from Busch Gardens Tampa Bay, giving you a secluded option to escape the hustle and bustle. Visitors like the top-notch restaurants and beaches in Oldsmar. Make sure you have time to check out the theme park and cafes during your trip.

What are some of the best vacation home rentals in Oldsmar?

The Gemma by Brightwild: You might want to consider this vacation rental near Oldsmar, which is located on the beach and has an outdoor pool, a private balcony, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a full-sized fridge, a dishwasher, and a stovetop, so you can cook with friends or family. It offers a terrace, a private yard, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals will I find in Oldsmar?

Expedia has 9 vacation rentals for your stay in Oldsmar.

What can I see and do in Oldsmar?

Explore the area and family-friendly sights such as Busch Gardens Tampa Bay, or get out into nature at a spot like Tampa Bay. In the larger area, you’ll find popular places like Raymond James Stadium and Port of Tampa.

What are vacation rentals like in Oldsmar?

Vacation rentals are privately owned properties you can book for a few days or a quick weekend in Oldsmar. Vacation rentals provide amenities such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from public hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for a family trip or a small group gathering.

Oldsmar Vacation Rentals

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Check prices for these dates

Our top choices for Oldsmar vacation rentals

Cozy 2-bedroom house in enjoyable Oldsmar with AC

Aileen Camping Space

Escape By The Bay

Welcome to our charming studio, perfectly located near Tampa Bay's attractions.

The Westshore by Stylish Stays

Sailport Waterfront Suites

Green Castle Suite in Tampa

La Casita Blanca Ybor City Tampa

Charming rental unit with separate entrance.

Mint House St. Petersburg Downtown by Kasa

Cozy Boho Guest House w/Patio - 6 min from the beach!

Beautiful and comfortable room Apt # 2

John's Pass Hotel

Amazing main floor resort style condo at Avalon

Escape to The Marine – Cozy Studio with a Touch of Nautical Elegance

Key West Style Cottage - with pool/hot-tub

The M’s Cozy Corner

Spacious Home in CentralTampa near all attractions

UPDATED REMODELED CONDO- NO STAIRS 3 MILES TO THE BEACH! PETS ok! HEATED POOL !

Experience the passion of hospitality, cleaning, and good location!

Find vacation rentals that suit your style

Top Oldsmar Hotel Reviews

The Westin Tampa Bay

Find out more about Oldsmar

Explore a world of travel with Expedia

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