Holiday Rentals in Oldsmar

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Our top choices for Oldsmar holiday rentals

Vacation Home w HOT TUB, 2 MASTER BEDROOMS, HEATED POOL NEAR BEACHES!

Vacation Home w HOT TUB, 2 MASTER BEDROOMS, HEATED POOL NEAR BEACHES!
Oldsmar
9.6 out of 10, Exceptional, (50 reviews)
"The host was welcoming and communicated promptly. The house was clean and inviting. The hot tub was a nice addition. The only thing that would have been better would be to have tvs in the bedrooms. Other than that everything was great. We would definitely stay again and recommend this home to large party’s or families. "
United States
Sara A.
The price is €560
includes taxes & fees
28 May - 29 May
Vacation Home w HOT TUB, 2 MASTER BEDROOMS, HEATED POOL NEAR BEACHES!

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 €106
includes taxes & fees
26 May - 27 May
Aileen Camping Space

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, (825 reviews)
"Room and location were great"
United States
Adrian
The price is €100
includes taxes & fees
24 Jun - 25 Jun
Mint House St. Petersburg Downtown by Kasa

Sailport Waterfront Suites

Sailport Waterfront Suites
3.5 star property
Rocky Point
8.4 out of 10, Very good, (5,051 reviews)
The price is €132
includes taxes & fees
31 May - 1 Jun
Sailport Waterfront Suites

SUNNY DELIGHT! pets ok! UPDATED HEATED POOL VACATION CONDO. Safe gated community

SUNNY DELIGHT! pets ok! UPDATED HEATED POOL VACATION CONDO. Safe gated community
Seminole
10.0 out of 10, Exceptional, (105 reviews)
"Great place to stay at. It has everything you need. The pool was nice and warm The apartment is very cute and the host goes beyond to make it very comfortable. The only downside is that it is a drive to the beach. With the price of parking it can get costly "
Canada
Maria
The price is €240
includes taxes & fees
25 May - 26 May
SUNNY DELIGHT! pets ok! UPDATED HEATED POOL VACATION CONDO. Safe gated community

Beso Del Sol Resort

Beso Del Sol Resort
2.5 star property
Dunedin
8.6 out of 10, Excellent, (735 reviews)
"Nice property, clean rooms, friendly staff and convenient location"
United States
Charles
The price is €164
includes taxes & fees
27 May - 28 May
Beso Del Sol Resort

La Casita Blanca Ybor City Tampa

La Casita Blanca Ybor City Tampa
Ybor City
9.8 out of 10, Exceptional, (132 reviews)
"Very clean, great a/c, good location and nice host!"
Canada
Aimee
La Casita Blanca Ybor City Tampa

Surf Beach Treasure Island Resort

Surf Beach Treasure Island Resort
3.0 star property
Treasure Island
9.2 out of 10, Wonderful, (871 reviews)
"What a beautiful home and amazing, kind hosts. Can't recommend this highly enough."
United States
Kelly
The price is €377
includes taxes & fees
25 May - 26 May
Surf Beach Treasure Island Resort

FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites
3.5 star property
Treasure Island
9.2 out of 10, Wonderful, (1,178 reviews)
"4th time staying here. Still haven’t been disappointed. Highly recommend the terrace to watch the sunrise"
United States
Maurizio
The price is €219
includes taxes & fees
31 May - 1 Jun
FUSION Resort Waterfront Suites

The Avalon Club

The Avalon Club
4.0 star property
Clearwater Beach
9.4 out of 10, Exceptional, (545 reviews)
"Love the small feel and right on the beach"
United States
Danielle
The price is €262
includes taxes & fees
31 May - 1 Jun
The Avalon Club

Barefoot Beach Resort

Barefoot Beach Resort
3.5 star property
Indian Shores
9.0 out of 10, Wonderful, (959 reviews)
The price is €158
includes taxes & fees
25 May - 26 May
Barefoot Beach Resort

Green Castle Suite in Tampa

Green Castle Suite in Tampa
Town 'n' Country
9.6 out of 10, Exceptional, (40 reviews)
"The place is nice and clean. The hosts are amazing, they made me feel so welcome and made sure i was comfortable. "
United States
Bethany D.
The price is €114
includes taxes & fees
25 May - 26 May
Green Castle Suite in Tampa

Charming rental unit with separate entrance.

Charming rental unit with separate entrance.
Tampa
9.8 out of 10, Exceptional, (67 reviews)
"Very clean, nice, comfortable place right in the middle of town. The hosts are very welcoming. And it's an excellent value. Highly recommended."
United States
Nick V.
Charming rental unit with separate entrance.

South Beach Oceanfront Resort

South Beach Oceanfront Resort
3.0 star property
Sunshine Beach
9.2 out of 10, Wonderful, (1,140 reviews)
"Had a great time clean friendly, I would do it again "
Canada
Al
The price is €297
includes taxes & fees
26 May - 27 May
South Beach Oceanfront Resort

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
9.0 out of 10, Wonderful, (63 reviews)
"Very clean, very nice property to catch a very early morning flight after spending all weekend on the coast. The fridge and cold water was appreciated, and I enjoyed sitting out under the stars within the screened in pool. I would definitely stay here again. Super close to the airport which was nice. "
United States
Mendy
The price is €91
includes taxes & fees
28 May - 29 May
Welcome to our charming studio, perfectly located near Tampa Bay's attractions.

Beautiful and comfortable room Apt # 2

Beautiful and comfortable room Apt # 2
Tampa
10.0 out of 10, Exceptional, (44 reviews)
"Very clean property and the check in / check out process was seamless. Would stay here again! "
United States
Akeim B.
The price is €131
includes taxes & fees
31 May - 1 Jun
Beautiful and comfortable room Apt # 2

Rest apartament

Rest apartament
Holiday
9.8 out of 10, Exceptional, (62 reviews)
"Is a very nice and clean apartment. The area is quiet and our hosts were great. "
United States
Rick O.
The price is €118
includes taxes & fees
29 May - 30 May
Rest apartament

The M’s Cozy Corner

The M’s Cozy Corner
Ybor City
9.8 out of 10, Exceptional, (90 reviews)
"Very clean and nice place to stay. "
United States
Jill D.
The price is €138
includes taxes & fees
3 Jun - 4 Jun
The M’s Cozy Corner

Sunset Vistas Two Bedroom Beachfront Suites

Sunset Vistas Two Bedroom Beachfront Suites
3.5 star property
Sunshine Beach
8.8 out of 10, Excellent, (3,606 reviews)
"Awesome place to stay"
United States
Stephen
The price is €286
includes taxes & fees
31 May - 1 Jun
Sunset Vistas Two Bedroom Beachfront Suites

John's Pass Hotel

John's Pass Hotel
2.0 star property
Madeira Beach
8.4 out of 10, Very good, (343 reviews)
"The hotel was amazing "
United States
Yaimara
The price is €168
includes taxes & fees
1 Jun - 2 Jun
John's Pass Hotel
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, apart-hotels, 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 €100 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 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.