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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$2,660
includes taxes & fees
28 Sept - 29 Sept
Luxury Bayfront Escape

2. Escape By The Bay

Escape By The Bay
Town 'n' Country
9.8 out of 10, Exceptional, (43 reviews)
"Great value for space"
United States
Jake G.
The price is NZ$218
includes taxes & fees
30 Aug - 31 Aug
Escape By The Bay

3. 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, (36 reviews)
"Very clean, quiet. Safe surroundings if you are traveling by yourself."
United States
Deborah
The price is NZ$201
includes taxes & fees
9 Sept - 10 Sept
Cozy Boho Guest House w/Patio - 6 min from the beach!

4. Sailport Waterfront Suites

Sailport Waterfront Suites
3.5 star property
Rocky Point
8.4 out of 10, Very good, (5,205 reviews)
"Always welcoming atmosphere and the stay is always comforting."
United States
Patricia
The price is NZ$233
includes taxes & fees
22 Sept - 23 Sept
Sailport Waterfront Suites

5. 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$215
includes taxes & fees
31 Aug - 1 Sept
Green Castle Suite in Tampa

6. Beso Del Sol Resort

Beso Del Sol Resort
2.5 star property
Dunedin
8.6 out of 10, Excellent, (760 reviews)
"Excellent accommodations for the price point"
United States
Yvette
The price is NZ$267
includes taxes & fees
6 Sept - 7 Sept
Beso Del Sol Resort

7. Welcome to our charming studio, perfectly located near Tampa Bay's attractions.

Welcome to our charming studio, perfectly located near Tampa Bay's attractions.
Pinecrest West Park
9.2 out of 10, Wonderful, (76 reviews)
"Was really nice and price range good for accommodations "
United States
Alejandra
The price is NZ$178
includes taxes & fees
29 Aug - 30 Aug
Welcome to our charming studio, perfectly located near Tampa Bay's attractions.

8. DFGmoments#2/Northdale/Citrus Park Mall

DFGmoments#2/Northdale/Citrus Park Mall
Greater Northdale
9.8 out of 10, Exceptional, (80 reviews)
"Comfortable stay"
United States
Patrick T.
The price is NZ$213
includes taxes & fees
2 Sept - 3 Sept
DFGmoments#2/Northdale/Citrus Park Mall

9. Beautiful and comfortable room Apt # 2

Beautiful and comfortable room Apt # 2
Tampa
10.0 out of 10, Exceptional, (47 reviews)
"Amazing hosts and clean, quiet, super cute place to stay!"
United States
Angela W.
The price is NZ$248
includes taxes & fees
30 Aug - 31 Aug
Beautiful and comfortable room Apt # 2

10. Charming rental unit with separate entrance.

Charming rental unit with separate entrance.
Tampa
9.8 out of 10, Exceptional, (69 reviews)
"Great and safe location! Lots of restaurants nearby. It is an ideal place to stay if planning on attending a Tampa bay buccaneers game or planning to go to Clearwater beach and not drive back home . I would definitely stay again . "
United States
Jorge H.
The price is NZ$257
includes taxes & fees
29 Aug - 30 Aug
Charming rental unit with separate entrance.

11. Waterfront view, Heated Pool, Private Balcony

Waterfront view, Heated Pool, Private Balcony
Rocky Point
9.6 out of 10, Exceptional, (95 reviews)
"The place was perfect, I would come back or recommend it in a heartbeat."
United States
Tony G.
The price is NZ$430
includes taxes & fees
30 Aug - 31 Aug
Waterfront view, Heated Pool, Private Balcony

12. Experience the passion of hospitality, cleaning, and good location!

Experience the passion of hospitality, cleaning, and good location!
Westshore
9.4 out of 10, Exceptional, (144 reviews)
"Property was in a extremely clean.easy check in.very secure location.close to everything we wanted to do."
United States
Keith W.
The price is NZ$206
includes taxes & fees
29 Aug - 30 Aug
Experience the passion of hospitality, cleaning, and good location!

13. Tampa Bay 1BR - Pool, Balcony & Beach Access

Tampa Bay 1BR - Pool, Balcony & Beach Access
Rocky Point
9.2 out of 10, Wonderful, (45 reviews)
"Great little place and location for purposes of our visit."
United States
Todd B.
The price is NZ$238
includes taxes & fees
2 Sept - 3 Sept
Tampa Bay 1BR - Pool, Balcony & Beach Access

14. Direct water view from Balcony-Pool

Direct water view from Balcony-Pool
Rocky Point
9.4 out of 10, Exceptional, (76 reviews)
"Very nice for a quick relaxing getaway!"
United States
Stefanie M.
The price is NZ$419
includes taxes & fees
31 Aug - 1 Sept
Direct water view from Balcony-Pool

15. Waterfront! 10 min to airport/Near stadium

Waterfront! 10 min to airport/Near stadium
Rocky Point
9.4 out of 10, Exceptional, (75 reviews)
"Great location. Very clean and comfortable. I enjoyed the stay."
United States
Anthony L.
The price is NZ$441
includes taxes & fees
10 Sept - 11 Sept
Waterfront! 10 min to airport/Near stadium

16. ☀Oceanfront ☀Amazing Balcony view☀ WIFI Bar☀ Waterfront Heated Pool ☀

☀Oceanfront ☀Amazing Balcony view☀ WIFI Bar☀ Waterfront Heated Pool ☀
Rocky Point
9.4 out of 10, Exceptional, (50 reviews)
"Such a fantastic value. The location and the amenities were so fun and convince y!"
United States
Kasey J.
The price is NZ$420
includes taxes & fees
14 Sept - 15 Sept
☀Oceanfront ☀Amazing Balcony view☀ WIFI Bar☀ Waterfront Heated Pool ☀

17. Pelican Pointe Clearwater Beach Hotel

Pelican Pointe Clearwater Beach Hotel
2.5 star property
Clearwater Beach
9.0 out of 10, Wonderful, (1,107 reviews)
"loved the stay"
United States
Carina Yamilet
The price is NZ$285
includes taxes & fees
28 Sept - 29 Sept
Pelican Pointe Clearwater Beach Hotel

18. Powhatan suite 3 just 5 mins away from Raymond James Stadium

Powhatan suite 3 just 5 mins away from Raymond James Stadium
Tampa
9.8 out of 10, Exceptional, (42 reviews)
"very clean/ efficient check in/out"
United States
Leisa J.
The price is NZ$318
includes taxes & fees
29 Aug - 30 Aug
Powhatan suite 3 just 5 mins away from Raymond James Stadium

19. Aileen Camping Space

Aileen Camping Space
East Tampa
9.6 out of 10, Exceptional, (79 reviews)
"The host was very welcoming and the accommodation was excellent!"
United States
daniel z.
The price is NZ$215
includes taxes & fees
9 Sept - 10 Sept
Aileen Camping Space

20. Spacious Home in CentralTampa near all attractions

Spacious Home in CentralTampa near all attractions
Old Seminole Heights
9.8 out of 10, Exceptional, (43 reviews)
"Our stay was wonderful! Our host was attentive and quickly responded to any questions we had. Place was nice. We would stay again!!"
United States
TIA C.
The price is NZ$307
includes taxes & fees
30 Aug - 31 Aug
Spacious Home in CentralTampa near all attractions
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$147 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 10 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.