Oldsmar Holiday Rentals

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Our top choices for Oldsmar holiday rentals

Sunset Vistas Two Bedroom Beachfront Suites

Sunset Vistas Two Bedroom Beachfront Suites
3.5 star property
Sunshine Beach
8.8 out of 10, Excellent, (3,625 reviews)
"Awesome place to stay"
United States
Stephen
The price is AU$353
includes taxes & fees
4 June - 5 June
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, (5,059 reviews)
"Clean rooms awesome amenities would stay here again. "
United States
Seana
The price is AU$209
includes taxes & fees
14 June - 15 June
Sailport Waterfront Suites

FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites
3.5 star property
Treasure Island
9.2 out of 10, Wonderful, (1,186 reviews)
"Great! Very friendly staff! Thank you very much, amazing experience"
United States
Tatiana
The price is AU$360
includes taxes & fees
15 June - 16 June
FUSION Resort 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, (843 reviews)
"Overall very nice place to stay clean and convenient the stores or restaurants"
United States
Steven
The price is AU$137
includes taxes & fees
28 June - 29 June
Mint House St. Petersburg Downtown by Kasa

Surf Beach Treasure Island Resort

Surf Beach Treasure Island Resort
3.0 star property
Treasure Island
9.2 out of 10, Wonderful, (875 reviews)
"What a beautiful home and amazing, kind hosts. Can't recommend this highly enough."
United States
Kelly
The price is AU$625
includes taxes & fees
4 June - 5 June
Surf Beach Treasure Island Resort

The Avalon Club

The Avalon Club
4.0 star property
Clearwater Beach
9.4 out of 10, Exceptional, (551 reviews)
"Love the small feel and right on the beach"
United States
Danielle
The price is AU$561
includes taxes & fees
28 June - 29 June
The Avalon Club

Beso Del Sol Resort

Beso Del Sol Resort
2.5 star property
Dunedin
8.6 out of 10, Excellent, (740 reviews)
"Excellent accommodations for the price point"
United States
Yvette
The price is AU$248
includes taxes & fees
21 June - 22 June
Beso Del Sol Resort

Provident Oceana Beachfront Suites

Provident Oceana Beachfront Suites
3.5 star property
Treasure Island
9.4 out of 10, Exceptional, (644 reviews)
"Very nice and comfortable and great location."
United States
Walesca
The price is AU$328
includes taxes & fees
4 June - 5 June
Provident Oceana Beachfront Suites

The Fold Hotels Indian Shores

The Fold Hotels Indian Shores
3.0 star property
Indian Shores
9.2 out of 10, Wonderful, (983 reviews)
"Great relaxing stay! We had a great time and would definitely recommend this place for a great vacation or a quick getaway!"
United States
Tyren
The price is AU$312
includes taxes & fees
21 June - 22 June
The Fold Hotels Indian Shores

Barefoot Beach Resort

Barefoot Beach Resort
3.5 star property
Indian Shores
9.0 out of 10, Wonderful, (963 reviews)
"Amazing property and friendly staff! Second time staying there and will be coming back."
United States
Kristine
The price is AU$255
includes taxes & fees
7 June - 8 June
Barefoot Beach Resort

John's Pass Hotel

John's Pass Hotel
2.0 star property
Madeira Beach
8.6 out of 10, Excellent, (348 reviews)
"The hotel was amazing "
United States
Yaimara
The price is AU$167
includes taxes & fees
10 June - 11 June
John's Pass Hotel

NEW Casa Fuente Ybor Bungalow Steps to 7th Ave

NEW Casa Fuente Ybor Bungalow Steps to 7th Ave
2.0 star property
Ybor City
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$797
includes taxes & fees
11 June - 12 June
NEW Casa Fuente Ybor Bungalow Steps to 7th Ave

South Beach Oceanfront Resort

South Beach Oceanfront Resort
3.0 star property
Sunshine Beach
9.2 out of 10, Wonderful, (1,146 reviews)
"Everything you need and want for a nice relaxing or adventurous beach vacation"
United States
Mitchell
The price is AU$477
includes taxes & fees
4 June - 5 June
South Beach Oceanfront Resort

BeachTrail Lodging

BeachTrail Lodging
3.0 star property
Indian Rocks Beach
9.8 out of 10, Exceptional, (101 reviews)
"The location was the perfect distance to the beach, and the provided beach chairs were very much appreciated. Clean accommodations. Perfect home away from home. "
United States
Shelbie
The price is AU$666
includes taxes & fees
17 June - 18 June
BeachTrail Lodging

4 Mi to Dtwn St Pete! Pet-friendly Home w/ Yard

4 Mi to Dtwn St Pete! Pet-friendly Home w/ Yard
3.0 star property
St. Petersburg
The price is AU$843
includes taxes & fees
5 June - 6 June
4 Mi to Dtwn St Pete! Pet-friendly Home w/ Yard

Voyager Beach Club

Voyager Beach Club
2.5 star property
Sunshine Beach
8.8 out of 10, Excellent, (113 reviews)
"Very pleasant stay"
United States
Pamela
The price is AU$380
includes taxes & fees
4 June - 5 June
Voyager Beach Club

Westwinds Waterfront Resort

Westwinds Waterfront Resort
3.0 star property
Treasure Island
9.0 out of 10, Wonderful, (712 reviews)
"The place was nice. For the price point last minute it was a good experience"
United States
Ernest
The price is AU$457
includes taxes & fees
29 June - 30 June
Westwinds Waterfront Resort

St. Pete Pool Oasis - Steps to the Beach!

St. Pete Pool Oasis - Steps to the Beach!
3.5 star property
Pinellas Park
The price is AU$708
includes taxes & fees
22 June - 23 June
St. Pete Pool Oasis - Steps to the Beach!

2631 Cedarglen Drive

2631 Cedarglen Drive
3.0 star property
Barrington Hills
The price is AU$4,262
includes taxes & fees
14 June - 15 June
2631 Cedarglen Drive

Crystal Palms Beach Resort

Crystal Palms Beach Resort
3.5 star property
Sunshine Beach
8.8 out of 10, Excellent, (2,377 reviews)
" Clean room very spacious staff friendly "
United States
Cherise
The price is AU$286
includes taxes & fees
21 June - 22 June
Crystal Palms Beach Resort
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$137 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 11 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.