Oldsmar Holiday Rentals

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Our top choices for Oldsmar holiday rentals

Aparthotel in Downtown St. Petersburg

Mint House St. Petersburg Downtown by Kasa
4.0 star property
9.4 out of 10, Exceptional, (730 reviews)
"Clean room, friendly staff and great location!"
United States
Clinton
The price is AU$263
includes taxes & fees
18 Mar - 19 Mar
Mint House St. Petersburg Downtown by Kasa

Condo resort in Sunshine Beach

Sunset Vistas Two Bedroom Beachfront Suites
3.5 star property
8.8 out of 10, Excellent, (3,477 reviews)
"Great location!"
United States
Kyle
The price is AU$554
includes taxes & fees
4 Mar - 5 Mar
Sunset Vistas Two Bedroom Beachfront Suites

Aparthotel in Rocky Point

Sailport Waterfront Suites
3.5 star property
8.4 out of 10, Very good, (4,932 reviews)
"Room amenities and the view were great."
United States
Andrew
Sailport Waterfront Suites

Aparthotel in Madeira Beach

John's Pass Hotel
2.0 star property
8.6 out of 10, Excellent, (304 reviews)
"Room was spotless. Great stay here. Great for a couple days vacation with enough to walk to including the beach. Will come back again. "
United States
Jody
John's Pass Hotel

Aparthotel in Treasure Island

FUSION Resort Waterfront Suites
3.5 star property
9.2 out of 10, Wonderful, (1,135 reviews)
"It was amazing the staff was friendly and everything was beautiful "
United States
kevionna
The price is AU$643
includes taxes & fees
12 Mar - 13 Mar
FUSION Resort Waterfront Suites

Aparthotel in Treasure Island

Surf Beach Treasure Island Resort
3.0 star property
9.2 out of 10, Wonderful, (860 reviews)
"Clean room, convenient location and friendly staff"
United States
Jingjing
The price is AU$1,017
includes taxes & fees
22 Mar - 23 Mar
Surf Beach Treasure Island Resort

Aparthotel in Indian Shores

The Fold Hotels Indian Shores
3.0 star property
9.2 out of 10, Wonderful, (954 reviews)
"The room was beautiful and the staff were very friendly. This will be our vacay spot every year."
United States
Beth
The price is AU$475
includes taxes & fees
18 Mar - 19 Mar
The Fold Hotels Indian Shores
4.0 star property
The price is AU$812
includes taxes & fees
5 Mar - 6 Mar
Ocean View: Top-floor Sunset Vistas Condo!

Condo in Treasure Island

Westwinds Waterfront Resort
3.0 star property
9.0 out of 10, Wonderful, (696 reviews)
"Clean comfortable rooms with an amazing view."
United States
Kristin
Westwinds Waterfront Resort

Aparthotel in Sunshine Beach

Crystal Palms Beach Resort
3.5 star property
8.8 out of 10, Excellent, (2,373 reviews)
"Unit size was very nice and the linens were good quality. "
United States
Pamela
The price is AU$410
includes taxes & fees
4 Mar - 5 Mar
Crystal Palms Beach Resort
3.0 star property
10.0 out of 10, Exceptional, (3 reviews)
"The place was nice quiet and clean. Nice little tiki bar on site also. Good communication before arrival also. "
United States
joe
The price is AU$534
includes taxes & fees
4 Mar - 5 Mar
Waterfront Resort Condo Gulf Sun Set

Condo in Sunshine Beach

Voyager Beach Club
2.5 star property
8.8 out of 10, Excellent, (109 reviews)
"Everything about this resort was perfect! Can't wait to go back!"
United States
Rocco
Voyager Beach Club

Aparthotel in Dunedin

Beso Del Sol Resort
2.5 star property
8.8 out of 10, Excellent, (695 reviews)
"It was all great. Clean, staff were very helpful, and very quiet. "
United States
Ethel
The price is AU$370
includes taxes & fees
29 Mar - 30 Mar
Beso Del Sol Resort

Aparthotel in Sunshine Beach

South Beach Oceanfront Resort
3.0 star property
9.2 out of 10, Wonderful, (1,130 reviews)
"The room was spotless! The staff were very friendly! This is our fourth trip, and we will be returning!"
United States
Michael
The price is AU$727
includes taxes & fees
22 Mar - 23 Mar
South Beach Oceanfront Resort
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"We had a wonderful experience at this house. It was clean, spacious, and beautifully maintained, with all the amenities we needed for a comfortable stay. We truly felt at home. Highly recommended!"
United States
Sean
The price is AU$695
includes taxes & fees
4 Mar - 5 Mar
NEW Casa Fuente Ybor Bungalow Steps to 7th Ave

Condo in Treasure Island

Provident Oceana Beachfront Suites
3.5 star property
9.4 out of 10, Exceptional, (620 reviews)
"Love this place."
United States
Timothy
The price is AU$566
includes taxes & fees
4 Mar - 5 Mar
Provident Oceana Beachfront Suites

Aparthotel in Indian Shores

Barefoot Beach Resort
3.5 star property
9.0 out of 10, Wonderful, (918 reviews)
"The room was clean. Everyone was kind. Easy to access. Will stay again. "
United States
Melissa Nicole
The price is AU$443
includes taxes & fees
22 Mar - 23 Mar
Barefoot Beach Resort

Aparthotel in Clearwater Beach

The Avalon Club
4.0 star property
9.4 out of 10, Exceptional, (512 reviews)
"Location , staff and suite all are very good! "
United States
Ali
The price is AU$557
includes taxes & fees
4 Mar - 5 Mar
The Avalon Club

Residence in MacFarlane Park

St Conrad Bungalow House
2.0 star property
St Conrad Bungalow House

Cottage in Clearwater

1465 Satsuma Street
2.5 star property
The price is AU$4,288
includes taxes & fees
11 Mar - 12 Mar
1465 Satsuma Street
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.

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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, 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 favourite 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 depend 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 AU$263 per night. Entering your travel dates in the search wizard might find you 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?

The Gemma by Brightwild: This holiday home rental outside of Oldsmar is located on the beach, and has an outdoor pool, a private balcony and a BBQ 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 that you can cook with friends or family. It offers a terrace, a private garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals will I find in Oldsmar?

Expedia has 8 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 Port of Tampa and Raymond James Stadium.

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.