Holiday Rentals in Oldsmar

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Holiday Rentals in Oldsmar

Sunset Vistas Two Bedroom Beachfront Suites

3.5 star property
Sunshine Beach
8.8 out of 10, Excellent, (3397)
"Amazing place."
United States
Paul
The price is €177
includes taxes & fees
30 Nov - 1 Dec
Sunset Vistas Two Bedroom Beachfront Suites

Sailport Waterfront Suites

3.5 star property
Rocky Point
8.4 out of 10, Very good, (4819)
"Nice hotel on the beach "
United States
Roberto
The price is €132
includes taxes & fees
24 Nov - 25 Nov
Sailport Waterfront Suites

Mint House St. Petersburg - Downtown

4.5 star property
Downtown St. Petersburg
9.4 out of 10, Exceptional, (682)
"Staff was super helpful and nice. Room was clean, well maintained, looks just like the listing pictures! Couldn’t have asked for a better experience. "
United States
Madison
The price is €114
includes taxes & fees
21 Dec - 22 Dec
Mint House St. Petersburg - Downtown

John's Pass Hotel

2.0 star property
Madeira Beach
8.6 out of 10, Excellent, (270)
"Wonderful location "
United States
Michael
John's Pass Hotel

Provident Oceana Beachfront Suites

3.5 star property
Treasure Island
9.4 out of 10, Exceptional, (608)
"The property itself was very nice as well as the staff."
United States
Eva
The price is €166
includes taxes & fees
30 Nov - 1 Dec
Provident Oceana Beachfront Suites

The Avalon Club

4.0 star property
Clearwater Beach
9.4 out of 10, Exceptional, (482)
"Excellent staff. Very clean, spacious, great location"
United States
Julie
The price is €225
includes taxes & fees
25 Nov - 26 Nov
The Avalon Club

FUSION Resort Waterfront Suites

3.5 star property
Treasure Island
9.2 out of 10, Wonderful, (1099)
"The property was so nice, clean, staff was extremely friendly."
United States
Tiffany
The price is €179
includes taxes & fees
9 Dec - 10 Dec
FUSION Resort Waterfront Suites

The Fold Hotels Indian Shores

3.0 star property
Indian Shores
9.2 out of 10, Wonderful, (934)
"Great place"
United States
james
The price is €163
includes taxes & fees
11 Dec - 12 Dec
The Fold Hotels Indian Shores

Beso Del Sol Resort

2.5 star property
Dunedin
8.8 out of 10, Excellent, (672)
"Hot tub was really nice, warm and clean"
United States
James
Beso Del Sol Resort

Barefoot Beach Resort

3.5 star property
Indian Shores
9.0 out of 10, Wonderful, (901)
"Was just as advertised, staff went out of their way to make sure both condos booked were close together. Smooth check in process, even arriving after hours. Great price to be as close to the beach as we were. Definitely would stay here again. "
United States
Dustin
The price is €149
includes taxes & fees
30 Nov - 1 Dec
Barefoot Beach Resort

Westwinds Waterfront Resort

3.0 star property
Treasure Island
9.0 out of 10, Wonderful, (686)
"Our condo has a full kitchen and had plenty of plates, silverware, cups and glasses. It was clean and spacious. Being on the bay with fishing docks was great. There was a nice pool and beach access is right across the street. I would say this was the perfect place for us to stay!"
United States
Robert
Westwinds Waterfront Resort

Landing Tampa Westshore

4.5 star property
Port Tampa City
9.0 out of 10, Wonderful, (167)
"Great location and and an even better stay "
United States
Shilin
Landing Tampa Westshore

Relax on Your Private Beachfront Balcony. Fresh and Comfortable. Great Family Value!

Treasure Island
9.4 out of 10, Exceptional, (137)
"Stay was great "
United States
Susan V.
Relax on Your Private Beachfront Balcony. Fresh and Comfortable. Great Family Value!

Crystal Palms Beach Resort

3.5 star property
Sunshine Beach
8.8 out of 10, Excellent, (2357)
"Unit size was very nice and the linens were good quality. "
United States
Pamela
The price is €138
includes taxes & fees
30 Nov - 1 Dec
Crystal Palms Beach Resort

Shoreline Island Resort - Exclusively Adult

3.0 star property
Madeira Beach
9.2 out of 10, Wonderful, (1423)
"Super cute apartment and the view from the balcony, right on the beach and very close to restaurants and shops. "
United States
Walesca
Shoreline Island Resort - Exclusively Adult

The Adaline

5.0 star property
Hyde Park
9.6 out of 10, Exceptional, (54)
"4th time staying here. Amazing stay."
United States
Dawn
The price is €275
includes taxes & fees
3 Dec - 4 Dec
The Adaline

New Beachfront Property in Exclusive Resort

Sunshine Beach
9.8 out of 10, Exceptional, (249)
"Great location! friendly staff!!"
United States
Wendy K.
The price is €424
includes taxes & fees
25 Nov - 26 Nov
New Beachfront Property in Exclusive Resort

Surf Beach Treasure Island Resort

3.0 star property
Treasure Island
9.2 out of 10, Wonderful, (850)
"Room was clean and the front desk was very nice. We would definitely stay here again!"
United States
Rebecca
The price is €337
includes taxes & fees
30 Nov - 1 Dec
Surf Beach Treasure Island Resort

South Beach Oceanfront Resort

3.0 star property
Sunshine Beach
9.2 out of 10, Wonderful, (1117)
"Great place to stay!"
United States
Angela
The price is €270
includes taxes & fees
30 Nov - 1 Dec
South Beach Oceanfront Resort

Waterfront Resort Condo Gulf Sun Set

3.0 star property
Dunedin
10.0 out of 10, Exceptional, (3)
"Great place"
United States
Daniel
The price is €314
includes taxes & fees
24 Nov - 25 Nov
Waterfront Resort Condo Gulf Sun Set
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Oldsmar Hotel Reviews

Find out more about Oldsmar

Everything you need to know about Oldsmar holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Oldsmar holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Oldsmar holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oldsmar holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oldsmar holiday rentals we have selected for you start as low as €114 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Oldsmar rentals

At Expedia, we put the best Oldsmar holiday 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 holiday.

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. 

Frequently asked questions

Can I find holiday rentals in Oldsmar?

Yes, we have holiday rentals where you'll be only 14.9 mi (23.9 km) from Busch Gardens Tampa Bay, offering you a more remote option if you want a quieter place to stay. Visitors like the top-notch restaurants and beaches in Oldsmar. Make sure you have time to check out the theme park and cafés during your trip.

What are some of the best holiday rentals that Oldsmar has to offer?

Zoo House Down Town Tampa : This holiday home rental outside of Oldsmar comes with free WiFi so that you can feel at home during your trip. This holiday rental also comes with free parking to give you added peace of mind.

How many holiday rentals will I find in Oldsmar?

Expedia has 21 holiday 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 wider area, you’ll find popular places such as Raymond James Stadium and Port of Tampa.

What are holiday rentals like in Oldsmar?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Oldsmar. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from public hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for family trips or small group gatherings.