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

Oldsmar Holiday Rentals

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Our top choices for Oldsmar holiday rentals

1. Luxury Bayfront Escape

Luxury Bayfront Escape
Oldsmar
Luxury Bayfront Escape

2. Sailport Waterfront Suites

Sailport Waterfront Suites
3.5 star property
Rocky Point
8.4 out of 10, Very good, (5,244 reviews)
"Great location with fun pool and bar!"
United States
Amy
The price is AU$199
includes taxes & fees
1 Oct - 2 Oct
Sailport Waterfront Suites

3. Beso Del Sol Resort

Beso Del Sol Resort
2.5 star property
Dunedin
8.6 out of 10, Excellent, (768 reviews)
"Loved the view, pool area very nice"
United States
Tracey
The price is AU$216
includes taxes & fees
24 Sept - 25 Sept
Beso Del Sol Resort

4. The Avalon Club

The Avalon Club
4.0 star property
Clearwater Beach
9.4 out of 10, Exceptional, (606 reviews)
"Perfect location on the beach and close to many shops and restaurants."
United States
Robert
The price is AU$398
includes taxes & fees
8 Oct - 9 Oct
The Avalon Club

5. The Fold Hotels Indian Shores

The Fold Hotels Indian Shores
3.0 star property
Indian Shores
9.2 out of 10, Wonderful, (1,018 reviews)
"Great location"
United States
Karen
The price is AU$244
includes taxes & fees
30 Sept - 1 Oct
The Fold Hotels Indian Shores

6. Pelican Pointe Clearwater Beach Hotel

Pelican Pointe Clearwater Beach Hotel
2.5 star property
Clearwater Beach
9.0 out of 10, Wonderful, (1,133 reviews)
"Clean property with very close proximity to the beach. Close to all attractions."
United States
Therezabeth
The price is AU$233
includes taxes & fees
24 Sept - 25 Sept
Pelican Pointe Clearwater Beach Hotel

7. 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, (1,044 reviews)
"Great stay"
United States
Brittany
The price is AU$170
includes taxes & fees
27 Sept - 28 Sept
Mint House St. Petersburg Downtown by Kasa

8. Downtown Dunedin Walking District

Downtown Dunedin Walking District
Downtown Dunedin
10.0 out of 10, Exceptional, (300 reviews)
"Great stay!"
United States
Barbara B.
The price is AU$602
includes taxes & fees
29 Sept - 30 Sept
Downtown Dunedin Walking District

9. Barefoot Beach Resort

Barefoot Beach Resort
3.5 star property
Indian Shores
9.0 out of 10, Wonderful, (1,037 reviews)
"Loved our stay!"
United Kingdom
HANNAH
The price is AU$181
includes taxes & fees
24 Sept - 25 Sept
Barefoot Beach Resort

10. Sunset Vistas Two Bedroom Beachfront Suites

Sunset Vistas Two Bedroom Beachfront Suites
3.5 star property
Sunshine Beach
8.8 out of 10, Excellent, (3,745 reviews)
"Great spacious rooms, clean. Friendly staff"
United States
Rebecca
The price is AU$269
includes taxes & fees
5 Oct - 6 Oct
Sunset Vistas Two Bedroom Beachfront Suites

11. FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites
3.5 star property
Treasure Island
9.2 out of 10, Wonderful, (1,256 reviews)
"Overall the resort is nice."
United States
Michelle
The price is AU$313
includes taxes & fees
14 Oct - 15 Oct
FUSION Resort Waterfront Suites

12. Escape By The Bay

Escape By The Bay
Town 'n' Country
9.8 out of 10, Exceptional, (44 reviews)
The price is AU$185
includes taxes & fees
24 Sept - 25 Sept
Escape By The Bay

13. Amazing Waterfront Views Resort, Enjoy Heated Pool & Sunset!

Amazing Waterfront Views Resort, Enjoy Heated Pool & Sunset!
Rocky Point
9.6 out of 10, Exceptional, (110 reviews)
"Great view of the bay. The condo was clean and has a cute and cozy beach vibe. The cafe down stairs was super convenient and made a great breakfast sandwich. We really enjoyed our stay."
United States
Tiffany m.
The price is AU$551
includes taxes & fees
24 Sept - 25 Sept
Amazing Waterfront Views Resort, Enjoy Heated Pool & Sunset!

14. Beautiful condo on Copperhead. Beaches nearby!

Beautiful condo on Copperhead. Beaches nearby!
Palm Harbor
9.6 out of 10, Exceptional, (29 reviews)
"Very nice view onto copperhead course from the balcony. Spacious condo. Perfect for our stay."
United States
Clive C.
The price is AU$427
includes taxes & fees
28 Sept - 29 Sept
Beautiful condo on Copperhead. Beaches nearby!

15. Surf Beach Treasure Island Resort

Surf Beach Treasure Island Resort
3.0 star property
Treasure Island
9.2 out of 10, Wonderful, (902 reviews)
"Clean room, close to beach"
United States
Krishna
The price is AU$553
includes taxes & fees
24 Sept - 25 Sept
Surf Beach Treasure Island Resort

16. Green Castle Suite in Tampa

Green Castle Suite in Tampa
Town 'n' Country
9.6 out of 10, Exceptional, (40 reviews)
"Great place to stay!"
United States
Stephanie S.
The price is AU$184
includes taxes & fees
24 Sept - 25 Sept
Green Castle Suite in Tampa

17. South Beach Oceanfront Resort

South Beach Oceanfront Resort
3.0 star property
Sunshine Beach
9.2 out of 10, Wonderful, (1,173 reviews)
"Close to a lot of amenities"
Canada
Erika
The price is AU$437
includes taxes & fees
24 Sept - 25 Sept
South Beach Oceanfront Resort

18. Key West Style Cottage - with pool/hot-tub

Key West Style Cottage - with pool/hot-tub
Dunedin
9.4 out of 10, Exceptional, (30 reviews)
"It was perfect for what we needed. It was clean and maintained well. Great location close to the heart of town."
United States
Sean
The price is AU$274
includes taxes & fees
28 Sept - 29 Sept
Key West Style Cottage - with pool/hot-tub

19. PRIVATE COTTAGE OCEAN VIEW 44 PACES TO BEACH, CLOSE TO RESTAURANTS AND SHOPS

PRIVATE COTTAGE OCEAN VIEW 44 PACES TO BEACH, CLOSE TO RESTAURANTS AND SHOPS
clearwater beach
10.0 out of 10, Exceptional, (234 reviews)
"Enjoyed our stay at this lovely cottage! Almost right on the beach and an easy walk to downtown and pier 60."
United States
Michael H.
The price is AU$748
includes taxes & fees
24 Sept - 25 Sept
PRIVATE COTTAGE OCEAN VIEW 44 PACES TO BEACH, CLOSE TO RESTAURANTS AND SHOPS

20. Crystal Palms Beach Resort

Crystal Palms Beach Resort
3.5 star property
Sunshine Beach
8.8 out of 10, Excellent, (2,406 reviews)
"Less than 5 minute walk to the beach. Property is well maintained. Condo was clean. I would highly recommend it"
United States
Vladimir
The price is AU$213
includes taxes & fees
24 Sept - 25 Sept
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$164 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 Tampa Bay.

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.