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Oldsmar Holiday Rentals

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Our top choices for Oldsmar holiday rentals

1. Luxury Bayfront Escape

Luxury Bayfront Escape
Oldsmar
The price is NZ$2,737
includes taxes & fees
14 Oct - 15 Oct
Luxury Bayfront Escape

2. Palm Lake Retreat | Pool, Beaches, Near Tampa

Palm Lake Retreat | Pool, Beaches, Near Tampa
Oldsmar
Palm Lake Retreat | Pool, Beaches, Near Tampa

3. Sailport Waterfront Suites

Sailport Waterfront Suites
3.5 star property
Rocky Point
8.4 out of 10, Very good, (5,279 reviews)
"Me and my family loved this place ❤️"
United States
Alcendrea
The price is NZ$249
includes taxes & fees
3 Nov - 4 Nov
Sailport Waterfront Suites

4. Beso Del Sol Resort

Beso Del Sol Resort
2.5 star property
Dunedin
8.6 out of 10, Excellent, (776 reviews)
"Loved the view, pool area very nice"
United States
Tracey
The price is NZ$243
includes taxes & fees
12 Nov - 13 Nov
Beso Del Sol Resort

5. The Avalon Club

The Avalon Club
4.0 star property
Clearwater Beach
9.4 out of 10, Exceptional, (612 reviews)
"Perfect location on the beach and close to many shops and restaurants."
United States
Robert
The price is NZ$542
includes taxes & fees
25 Oct - 26 Oct
The Avalon Club

6. 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, (1,077 reviews)
"Nice stay, clean great location"
Australia
Leah
The price is NZ$214
includes taxes & fees
4 Nov - 5 Nov
Mint House St. Petersburg Downtown by Kasa

7. Pelican Pointe Clearwater Beach Hotel

Pelican Pointe Clearwater Beach Hotel
2.5 star property
Clearwater Beach
9.0 out of 10, Wonderful, (1,153 reviews)
"Friendly staff great location rooms were clean and overall very positive"
United States
Bobbi
The price is NZ$295
includes taxes & fees
19 Oct - 20 Oct
Pelican Pointe Clearwater Beach Hotel

8. Sunset Vistas Two Bedroom Beachfront Suites

Sunset Vistas Two Bedroom Beachfront Suites
3.5 star property
Sunshine Beach
8.8 out of 10, Excellent, (3,761 reviews)
"Great spacious rooms, clean. Friendly staff"
United States
Rebecca
The price is NZ$365
includes taxes & fees
25 Oct - 26 Oct
Sunset Vistas Two Bedroom Beachfront Suites

9. FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites
3.5 star property
Treasure Island
9.2 out of 10, Wonderful, (1,263 reviews)
"Love this place."
United States
Marilyn
The price is NZ$403
includes taxes & fees
14 Oct - 15 Oct
FUSION Resort Waterfront Suites

10. Escape By The Bay

Escape By The Bay
Town 'n' Country
9.8 out of 10, Exceptional, (44 reviews)
"We had nice stay"
United States
Denisa
The price is NZ$234
includes taxes & fees
14 Oct - 15 Oct
Escape By The Bay

11. The Fold Hotels Indian Shores

The Fold Hotels Indian Shores
3.0 star property
Indian Shores
9.2 out of 10, Wonderful, (1,019 reviews)
"Great location"
United States
Karen
The price is NZ$302
includes taxes & fees
1 Nov - 2 Nov
The Fold Hotels Indian Shores

12. 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 NZ$229
includes taxes & fees
19 Oct - 20 Oct
Green Castle Suite in Tampa

13. Beautiful condo on Copperhead. Beaches nearby!

Beautiful condo on Copperhead. Beaches nearby!
Palm Harbor
9.6 out of 10, Exceptional, (30 reviews)
"Place was great and sits on hole 2 of Copperhead. The only catch is the property has no elevator, and the room is on the 3rd floor."
United States
Indy J.
The price is NZ$515
includes taxes & fees
14 Oct - 15 Oct
Beautiful condo on Copperhead. Beaches nearby!

14. Studio Apt w/ Private Balcony Overlooking Downtown Main St

Studio Apt w/ Private Balcony Overlooking Downtown Main St
Downtown Dunedin
10.0 out of 10, Exceptional, (54 reviews)
"Very nice place."
United States
Patrick M.
The price is NZ$515
includes taxes & fees
14 Oct - 15 Oct
Studio Apt w/ Private Balcony Overlooking Downtown Main St

15. richon of love

richon of love
Town 'n' Country
9.4 out of 10, Exceptional, (38 reviews)
"Very comfortable setting, reliable price, and great communication with the host!, totally recommendable for those looking a place to book for their weekend vacations in Tampa."
United States
Francisco
The price is NZ$258
includes taxes & fees
18 Oct - 19 Oct
richon of love

16. Yude's Apartment

Yude's Apartment
Town 'n' Country
9.6 out of 10, Exceptional, (29 reviews)
"Had a very wonderful stay highly recommended "
United States
Thalia
The price is NZ$268
includes taxes & fees
14 Oct - 15 Oct
Yude's Apartment

17. Crystal Palms Beach Resort

Crystal Palms Beach Resort
3.5 star property
Sunshine Beach
8.8 out of 10, Excellent, (2,408 reviews)
"Loved the balcony and hot tub"
United States
AMY
The price is NZ$261
includes taxes & fees
25 Oct - 26 Oct
Crystal Palms Beach Resort

18. The Adaline

The Adaline
5.0 star property
Hyde Park
9.6 out of 10, Exceptional, (76 reviews)
"The best part about this apartment is its location: right by Bayshore, 10 min walking distance from Hyde Park, and in short driving distance from everything S Tampa. The apartment is cute, spacious, quiet, and well equipped. The host provided comprehensive info ahead of check-in so getting in the apartment was smooth."
United States
Mihaela
The price is NZ$618
includes taxes & fees
14 Oct - 15 Oct
The Adaline

19. John's Pass Hotel

John's Pass Hotel
2.0 star property
Madeira Beach
8.6 out of 10, Excellent, (475 reviews)
"I love this place and will be spending more time there."
United States
John
The price is NZ$200
includes taxes & fees
8 Nov - 9 Nov
John's Pass Hotel

20. Barefoot Beach Resort

Barefoot Beach Resort
3.5 star property
Indian Shores
9.0 out of 10, Wonderful, (1,052 reviews)
"Loved our stay!"
United Kingdom
HANNAH
The price is NZ$286
includes taxes & fees
26 Oct - 27 Oct
Barefoot 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 favorite 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 depends 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 NZ$200 per night. Entering your travel dates in the search wizard you might find 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 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 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.