Holiday Rentals in Oldsmar

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Holiday Rentals in Oldsmar

Sailport Waterfront Suites
3.5 star property
8.4 out of 10, Very good, 4,143 reviews
"Would love the option to choose higher floor at booking as the views from some rooms are better than others and you definitely want a great view here because it is beautiful. Property is a bit outdated, but rooms are comfortable. Staff was great! Wil definitely staycation here again. "
The price is €185
includes taxes & fees
4 Jun - 5 Jun
Sailport Waterfront Suites
Chase Suite Hotel Rocky Point Tampa
3.0 star property
7.6 out of 10, Good, 4,301 reviews
"Good "
The price is €110
includes taxes & fees
17 Jun - 18 Jun
Chase Suite Hotel Rocky Point Tampa
ROOST Tampa
5.0 star property
9.4 out of 10, Exceptional, 313 reviews
"If you are going to an event at the Amalie Arena, it’s only a 2 minute walk there. Plus, there are quite a few dining options right near the hotel! "
The price is €166
includes taxes & fees
9 Jun - 10 Jun
ROOST Tampa
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Mint House St. Petersburg - Downtown
3.5 star property
9.4 out of 10, Exceptional, 365 reviews
"Great apartments! The only issue we ran into was parking, as the valet lot was full, and the weekend we were there had several baseball games. The front desk was able to refer us to a lot a few blocks away. "
The price is €134
includes taxes & fees
9 Jun - 10 Jun
Mint House St. Petersburg - Downtown
Top Floor , Walk to Beach, Pool, Free Parking, #427, Sleeps 6
8.8 out of 10, Excellent, 24 reviews
"Very quiet. Very comfortable and the staff were very informative and polite. I would highly recommend. .R.Talbert"
Top Floor , Walk to Beach, Pool, Free Parking, #427, Sleeps 6
Sunset Vistas Two Bedroom Beachfront Suites
3.5 star property
8.8 out of 10, Excellent, 2,962 reviews
"Every year I bring my family to this place at least twice a year , and it never disappoints The place is always clean, the front desk staff were super friendly and helpful, very rare to find this days, it is something I truly appreciate to start out a vacation trip .! Highly recommended "
The price is €269
includes taxes & fees
16 Jun - 17 Jun
Sunset Vistas Two Bedroom Beachfront Suites
FUSION Resort Two Bedroom Suites
3.5 star property
9.2 out of 10, Wonderful, 950 reviews
"We like fusion, nice place. "
The price is €267
includes taxes & fees
5 Jun - 6 Jun
FUSION Resort Two Bedroom Suites
Sands of Treasure Island
3.0 star property
7.4 out of 10, Good, 829 reviews
"Great location easy going crowd and staff. Amazing looking great deal"
The price is €138
includes taxes & fees
5 Jun - 6 Jun
Sands of Treasure Island
Right on the BEACH! Exclusive Lighthouse Towers, Sand Key, Clearwater Beach
10.0 out of 10, Exceptional, 89 reviews
"Vince is a very attentive owner/caring. As the listing says, there is a major project going on with the building. One must be prepared for some days it is very loud and distracting. Not all days, but some days were very loud . It’s not anything to blame the owner for and we knew the patio wasn’t available. Having said that it’s a very nice place , beautiful pool and spa. Beaches in the area are stellar. Nice trolley to Clearwater Beach , about a 5 minute ride . Nice Shopping area a 5 min walk...
Right on the BEACH! Exclusive Lighthouse Towers, Sand Key, Clearwater Beach
The Avalon Club
4.0 star property
9.6 out of 10, Exceptional, 303 reviews
"The property was really nice. It was across the street a park that the up-keeping was not that great."
The price is €248
includes taxes & fees
10 Jun - 11 Jun
The Avalon Club
Beso Del Sol Resort
2.5 star property
8.6 out of 10, Excellent, 432 reviews
"We liked the water front view and tiki bar."
The price is €211
includes taxes & fees
4 Jun - 5 Jun
Beso Del Sol Resort
Studio in Clearwater Perfect for 2
2.0 star property
The price is €274
includes taxes & fees
5 Jun - 6 Jun
Studio in Clearwater Perfect for 2
Dolphin Watch Beach & Dock
9.2 out of 10, Wonderful, 23 reviews
"My chief complaint about this property is they charged me a very large security deposit in January for our stay in May. We only got the money back over 2 weeks after we checked out. They had my money for 5+ months. Place was in a great location with a nice pool and walking distance to beach and bars . One bedroom was only accessible through the bathroom or other bedroom. All in all it was a really nice place. Parking was great and it was nicely furnished. Communication with management was great"
The price is €361
includes taxes & fees
11 Jun - 12 Jun
Dolphin Watch Beach & Dock
Beautiful Treasure Island and Directly on Sunset Beach! Location, Location!!!!!
9.8 out of 10, Exceptional, 217 reviews
"Condo was very clean & beautifully decorated. Had everything we needed & more. Location was amazing. Decided to stay an extra night."
Beautiful Treasure Island and Directly on Sunset Beach! Location, Location!!!!!
Sleeps 6 Daily Rentals, Pets OK, Hot Tub
9.0 out of 10, Wonderful, 40 reviews
"Super cute almost like a doll house. Awesome location. Clean,no bugs. Not recommended for tall people at all. We not super tall but I’m 5 8 and my husband and boys are 5 9 and 6 foot. We did keep hitting our heads on the ceiling because of the slant. I didn’t give it 5 stars because one it says sleeps 6 I don’t think if we had 6 people we would all fit and we almost did.And it’s pet friendly which was why we chose it there is nowhere to walk the dogs. No grass you literally have to go across the...
The price is €409
includes taxes & fees
8 Jun - 9 Jun
Sleeps 6 Daily Rentals, Pets OK, Hot Tub
75 Steps to the beach, 1-2 minute walk
10.0 out of 10, Exceptional, 30 reviews
"Spent 2 days here and thoroughly enjoyed it. So close to a non busy section of the beach where we enjoyed a beautiful sunset. Thankful to Joe for supplying beach chairs and all we could need to make it an enjoyable stay. The cottage was cozy and Joe didn’t scrimp on any part. We will return."
The price is €308
includes taxes & fees
4 Jun - 5 Jun
75 Steps to the beach, 1-2 minute walk
The Pointe Condos by Barsala
4.5 star property
9.2 out of 10, Wonderful, 83 reviews
"We enjoyed everything about the property and the room. We wished we would have got three bedroom because it came with a garage. Parking was a little bit of an adventure but other than that we can't complain about anything on the grounds."
The Pointe Condos by Barsala
Barefoot Beach Resort
3.5 star property
9.0 out of 10, Wonderful, 822 reviews
"The beach is directly across the street the area has great shopping and restaurants. "
The price is €186
includes taxes & fees
23 Jun - 24 Jun
Barefoot Beach Resort
Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Johns Pass
9.6 out of 10, Exceptional, 195 reviews
"Clean with everything you need to make your stay seamless. No frill, classy cozy place! Checking was without issues as was checking out. Bob was super responsive. Easy access to the beach - time of the year was great for our stay. Would definitely stay again in the future."
The price is €401
includes taxes & fees
4 Jun - 5 Jun
Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Johns Pass
Clearwater Ocean Front!
8.0 out of 10, Very good, 10 reviews
"This place was clean and in such a great location! The view from the back was stunning! Walking distance to many restaurants. We would definitely book this place again"
The price is €585
includes taxes & fees
9 Jun - 10 Jun
Clearwater Ocean Front!
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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.

Other types of properties in Oldsmar you may be interested in

The Westshore Grand, A Tribute Portfolio Hotel, Tampa
4.0 star property
8.6 out of 10, Excellent, 1,028 reviews
"Good place and the housekeeping luz is so so good person. She is excellent "
The price is €145
includes taxes & fees
9 Jun - 10 Jun
The Westshore Grand, A Tribute Portfolio Hotel, Tampa
Wyndham Grand Clearwater Beach
4.0 star property
9.2 out of 10, Wonderful, 1,878 reviews
"We enjoy your stay everything was excellent"
The price is €266
includes taxes & fees
30 Jun - 1 Jul
Wyndham Grand Clearwater Beach
Hilton Clearwater Beach Resort & Spa
4.0 star property
7.6 out of 10, Good, 1,638 reviews
"Great location walk right out on the beach"
The price is €291
includes taxes & fees
16 Jun - 17 Jun
Hilton Clearwater Beach Resort & Spa
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.

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 €90 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?

Studio in Clearwater Perfect for 2: This holiday home rental outside Oldsmar comes with WiFi so that you can feel at home during your trip. Kitchen amenities such as a fridge and an oven can make your holiday run smoothly.

How many holiday rentals will I find in Oldsmar?

Expedia has 33 holiday rentals for your stay in Oldsmar.

What can I see and do in Oldsmar?

Cultural attractions include Oldsmar Historical Society Museum, whereas Tampa Bay is a spot to enjoy nature. 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.

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