A beach at sunset with birds flying and a person walking.

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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, (3,641 reviews)
"This was the perfect place for our beach getaway!"
United States
Christi
The price is ฿6,768
฿8,579 total
includes taxes & fees
6 Jul - 7 Jul
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, (5,077 reviews)
"Great views! Also enjoyed the food and drinks at the poolside bar."
United States
Dana
The price is ฿3,923
฿5,046 total
includes taxes & fees
12 Jul - 13 Jul
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, (870 reviews)
"Super clean, very nice place to stay five stars"
United States
Carmelino
The price is ฿3,827
฿4,325 total
includes taxes & fees
16 Jul - 17 Jul
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, (1,196 reviews)
"Clean room and good location"
United States
Sagita
The price is ฿6,567
฿8,538 total
includes taxes & fees
6 Jul - 7 Jul
FUSION Resort Waterfront Suites

The Avalon Club

The Avalon Club
4.0 star property
Clearwater Beach
9.4 out of 10, Exceptional, (561 reviews)
"Love the small feel and right on the beach"
United States
Danielle
The price is ฿9,230
฿11,734 total
includes taxes & fees
24 Jun - 25 Jun
The Avalon Club

John's Pass Hotel

John's Pass Hotel
2.0 star property
Madeira Beach
8.6 out of 10, Excellent, (366 reviews)
"Love this place one of my favorite hotels!"
United States
angela
The price is ฿2,998
฿3,917 total
includes taxes & fees
28 Jun - 29 Jun
John's Pass Hotel

South Beach Oceanfront Resort

South Beach Oceanfront Resort
3.0 star property
Sunshine Beach
9.2 out of 10, Wonderful, (1,149 reviews)
"Everything you need and want for a nice relaxing or adventurous beach vacation"
United States
Mitchell
The price is ฿5,356
฿10,718 total
includes taxes & fees
28 Jun - 29 Jun
South Beach Oceanfront Resort

Barefoot Beach Resort

Barefoot Beach Resort
3.5 star property
Indian Shores
9.0 out of 10, Wonderful, (974 reviews)
"Amazing property and friendly staff! Second time staying there and will be coming back."
United States
Kristine
The price is ฿4,912
฿6,035 total
includes taxes & fees
23 Jun - 24 Jun
Barefoot Beach Resort

Beso Del Sol Resort

Beso Del Sol Resort
2.5 star property
Dunedin
8.6 out of 10, Excellent, (743 reviews)
"Excellent accommodations for the price point"
United States
Yvette
The price is ฿4,450
฿6,268 total
includes taxes & fees
23 Jun - 24 Jun
Beso Del Sol Resort

The Fold Hotels Indian Shores

The Fold Hotels Indian Shores
3.0 star property
Indian Shores
9.2 out of 10, Wonderful, (991 reviews)
"Our stay here was great! The room was very clean and spacious, easy check in, parking, and great location. Highly recommend staying here if visiting Indian rocks beach!"
United States
Jon
The price is ฿5,215
฿6,824 total
includes taxes & fees
29 Jun - 30 Jun
The Fold Hotels Indian Shores

Surf Beach Treasure Island Resort

Surf Beach Treasure Island Resort
3.0 star property
Treasure Island
9.2 out of 10, Wonderful, (879 reviews)
"First family beach trip in years and this place is exactly what we were looking for !"
United States
Loriedawn
The price is ฿9,230
฿17,023 total
includes taxes & fees
23 Jun - 24 Jun
Surf Beach Treasure Island Resort

Vibrant 2BR 2BA w King Bed Pool Gym 11

Vibrant 2BR 2BA w King Bed Pool Gym 11
3.0 star property
Town 'n' Country
10.0 out of 10, Exceptional, (1 review)
"Sehr groß und sauber. Alle Möbel waren sauber und funktionsfähig."
Germany
Kim Viola
The price is ฿6,417
฿13,092 total
includes taxes & fees
14 Jul - 15 Jul
Vibrant 2BR 2BA w King Bed Pool Gym 11

Provident Oceana Beachfront Suites

Provident Oceana Beachfront Suites
3.5 star property
Treasure Island
9.4 out of 10, Exceptional, (647 reviews)
"Very nice and comfortable and great location."
United States
Walesca
The price is ฿7,077
฿8,742 total
includes taxes & fees
30 Jun - 1 Jul
Provident Oceana Beachfront Suites
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

Search for holiday rentals in Oldsmar on Expedia! You can easily find your home rentals, villas, holiday apartments in Oldsmar using one of the methods below:

  • View our selection of featured holiday rentals in Oldsmar
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  • Enter your travel dates to view the best deals on holiday rentals in Oldsmar while they last

Look no further and take a look at our great range of rental properties in Oldsmar!

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 9 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.