Oldsmar Holiday Rentals

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Our top choices for Oldsmar holiday rentals

Modern Private Estate - Central to Tampa & Beaches

Modern Private Estate - Central to Tampa & Beaches
Oldsmar
Modern Private Estate - Central to Tampa & Beaches

Aileen Camping Space

Aileen Camping Space
East Tampa
9.6 out of 10, Exceptional, (77 reviews)
"Aileen’s is cozy and private. The RV was very clean and comfortable. It is well decorated, too. "
United States
Loria
The price is AU$187
includes taxes & fees
21 Apr - 22 Apr
Aileen Camping Space

Sunset Vistas Two Bedroom Beachfront Suites

Sunset Vistas Two Bedroom Beachfront Suites
3.5 star property
Sunshine Beach
8.8 out of 10, Excellent, (3,543 reviews)
"Spacious rooms, clean, beautiful beach, nice pool. Great having a cafe and tiki bar available."
United States
Kimberly Sue
The price is AU$382
includes taxes & fees
26 Apr - 27 Apr
Sunset Vistas Two Bedroom Beachfront Suites

Sailport Waterfront Suites

Sailport Waterfront Suites
3.5 star property
Rocky Point
8.4 out of 10, Very good, (5,009 reviews)
"Great place! "
United States
Yanarys
The price is AU$260
includes taxes & fees
11 May - 12 May
Sailport Waterfront Suites

Mint House St. Petersburg Downtown by Kasa

Mint House St. Petersburg Downtown by Kasa
4.0 star property
Downtown St. Petersburg
9.4 out of 10, Exceptional, (765 reviews)
"Very nice place "
United States
Mark
The price is AU$156
includes taxes & fees
10 May - 11 May
Mint House St. Petersburg Downtown by Kasa

FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites
3.5 star property
Treasure Island
9.2 out of 10, Wonderful, (1,156 reviews)
"Beautiful clean rooms , beautiful view "
United States
Misty
The price is AU$395
includes taxes & fees
7 May - 8 May
FUSION Resort Waterfront Suites

Beso Del Sol Resort

Beso Del Sol Resort
2.5 star property
Dunedin
8.6 out of 10, Excellent, (712 reviews)
"Overall a nice place to stay"
Canada
Jerome
The price is AU$251
includes taxes & fees
21 Apr - 22 Apr
Beso Del Sol Resort

Surf Beach Treasure Island Resort

Surf Beach Treasure Island Resort
3.0 star property
Treasure Island
9.2 out of 10, Wonderful, (863 reviews)
"Clean room, convenient location and friendly staff"
United States
Jingjing
The price is AU$692
includes taxes & fees
18 May - 19 May
Surf Beach Treasure Island Resort

Voyager Beach Club

Voyager Beach Club
2.5 star property
Sunshine Beach
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

John's Pass Hotel

John's Pass Hotel
2.0 star property
Madeira Beach
8.4 out of 10, Very good, (326 reviews)
"Love the food and shopping options."
United States
Ann
The price is AU$281
includes taxes & fees
19 Apr - 20 Apr
John's Pass Hotel

The Fold Hotels Indian Shores

The Fold Hotels Indian Shores
3.0 star property
Indian Shores
9.2 out of 10, Wonderful, (968 reviews)
"By far one of the best stays I have ever had! Staff was amazing and the property really thought of everything! Amenities are excellent, location is on point and comfort was everywhere! Spacious suites for larger families. Super clean area and rooms. "
United States
Lacy
The price is AU$328
includes taxes & fees
3 May - 4 May
The Fold Hotels Indian Shores

South Beach Oceanfront Resort

South Beach Oceanfront Resort
3.0 star property
Sunshine Beach
9.2 out of 10, Wonderful, (1,133 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$486
includes taxes & fees
26 Apr - 27 Apr
South Beach Oceanfront Resort

Barefoot Beach Resort

Barefoot Beach Resort
3.5 star property
Indian Shores
9.0 out of 10, Wonderful, (937 reviews)
"The pool was great. We had a great stay there. "
United States
Heather
The price is AU$350
includes taxes & fees
21 Apr - 22 Apr
Barefoot Beach Resort

Provident Oceana Beachfront Suites

Provident Oceana Beachfront Suites
3.5 star property
Treasure Island
9.4 out of 10, Exceptional, (628 reviews)
"Great View, Clean Rooms. Would stay again"
Canada
Connor
The price is AU$385
includes taxes & fees
27 Apr - 28 Apr
Provident Oceana Beachfront Suites

The Avalon Club

The Avalon Club
4.0 star property
Clearwater Beach
9.4 out of 10, Exceptional, (527 reviews)
"Our family had a wonderful 4-night stay at this well kept hotel. The apartment was spacious, very clean, had nice amenities, and the hotel is conveniently located just steps from the beach. We recommend and would be happy to stay there again. "
United States
Patricia
The price is AU$380
includes taxes & fees
29 Apr - 30 Apr
The Avalon Club

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

Cozy Boho Guest House w/Patio - 6 min from the beach!
Town 'n' Country
9.2 out of 10, Wonderful, (31 reviews)
"Property was exactly as pictured and described. Very clean, nice amenities, very easy access, excellent communication, great value. Separate entrance from the primary house, but quiet and nice touches in the small space (but way more space than a studio or hotel room). Would happily stay here again."
United States
Steven
The price is AU$176
includes taxes & fees
5 May - 6 May
Cozy Boho Guest House w/Patio - 6 min from the beach!

Perfect Location! All include Tampa Private Suite

Perfect Location! All include Tampa Private Suite
Palm River-Clair Mel
9.0 out of 10, Wonderful, (15 reviews)
"Everything was amazing very clean accommodating safe place cozy all necessary amenities "
United States
Michelle
The price is AU$165
includes taxes & fees
19 Apr - 20 Apr
Perfect Location! All include Tampa Private Suite

Downtown Dunedin Walking District

Downtown Dunedin Walking District
Downtown Dunedin
10.0 out of 10, Exceptional, (281 reviews)
"Wonderful accommodations and location . Hosts very attentive to our needs. Will definitely come back!"
United States
Ken W.
The price is AU$603
includes taxes & fees
27 Apr - 28 Apr
Downtown Dunedin Walking District

DFGmoments#2/Northdale/Citrus Park Mall

DFGmoments#2/Northdale/Citrus Park Mall
Greater Northdale
9.8 out of 10, Exceptional, (73 reviews)
"Great location in the Carrollwood area of Tampa. Traveling as a single woman, I felt so safe. Safer than in a motel. Iu was visiting family and this room was the ideal resting spot. "
United States
Debra
The price is AU$179
includes taxes & fees
27 Apr - 28 Apr
DFGmoments#2/Northdale/Citrus Park Mall

Modern 2BR 2BA King Bed Pool Gym 7

Modern 2BR 2BA King Bed Pool Gym 7
2.0 star property
Westchase
The price is AU$510
includes taxes & fees
12 May - 13 May
Modern 2BR 2BA King Bed Pool Gym 7
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$156 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 12 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.