Oldsmar Holiday Rentals

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Holiday Rentals in Oldsmar

Coastal themed home near beach and airport

10.0 out of 10, Exceptional, (29)
"We enjoyed our stay very much. The property had everything we needed! We hope to stay here again in the future."
The price is AU$425
includes taxes & fees
22 July - 23 July
Coastal themed home near beach and airport

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

9.6 out of 10, Exceptional, (37)
"This place is put together and clean. My family has been here twice and we love it. The property is between Tampa and Clearwater with so many parks and nature trails. They are an amazing host and I cannot wait to come back. "
The price is AU$1,088
includes taxes & fees
4 Aug - 5 Aug
Vacation Home w/ HOT TUB, 2 MASTER BEDROOMS, HEATED POOL NEAR BEACHES!

Cozy suite with separate entrance.

2.0 star property
9.6 out of 10, Exceptional, (17)
"We had a nice stay. The property was clean, and the location was perfect for exploring. The property manager was very responsive and helpful throughout our stay. The property is good for exploring the area.."
The price is AU$230
includes taxes & fees
17 July - 18 July
Cozy suite with separate entrance.

Vacation guest house

7.8 out of 10, Good, (24)
"Good value and location"
The price is AU$118
includes taxes & fees
24 July - 25 July
Vacation guest house

Summer Breezes Holiday: A Charming Suite Near Florida's Best Beaches

9.6 out of 10, Exceptional, (25)
"We found the accommodations suited us perfectly. We particularly liked all amenities provided. Quality linens, beach chairs, toiletries and the kitchen was appointed Well. We would happily stay there again. "
The price is AU$222
includes taxes & fees
8 Aug - 9 Aug
Summer Breezes Holiday: A Charming Suite Near Florida's Best Beaches

The Little Pink Guest Suite

9.8 out of 10, Exceptional, (36)
"Perfect for two people. Nice, clean, and does the job for a quick weekend getaway."
The price is AU$288
includes taxes & fees
31 July - 1 Aug
The Little Pink Guest Suite

The Sea Scallop Minutes to Madeira Beach

2.5 star property
10.0 out of 10, Exceptional, (1)
"This property was very clean and we were provided with towels, washcloths, shampoo, conditioner and body wash. The hosts even through in some toothbrushes! We are very satisfied it’s this stay and we will definitely be booking again the next time we come to Florida! "
The price is AU$435
includes taxes & fees
17 July - 18 July
The Sea Scallop Minutes to Madeira Beach

Gulf Side Getaway near Downtown Beaches

3.0 star property
The price is AU$621
includes taxes & fees
25 July - 26 July
Gulf Side Getaway near Downtown Beaches

🐬 BBR #7, Steps to the Beach, Heated Pool w/Full Kitchen & 3 Beds!

9.6 out of 10, Exceptional, (47)
"Me and my friends loved staying here, super close to the beach!"
The price is AU$288
includes taxes & fees
27 July - 28 July
🐬 BBR #7, Steps to the Beach, Heated Pool w/Full Kitchen & 3 Beds!

MODERN/Mins to Beach/walk to dwtn/Free parking

9.4 out of 10, Exceptional, (29)
"Very nice place to stay.didn’t have dogs this trip but animals are welcome. Clean comfortable quiet and near spong docks for activity. We will use this for future trips."
The price is AU$348
includes taxes & fees
20 July - 21 July
MODERN/Mins to Beach/walk to dwtn/Free parking

Beautiful suite with separate entrance.

9.8 out of 10, Exceptional, (20)
"Nice and quiet, very clean and very pleasant host (Adel). Planning on booking again for an October trip. "
The price is AU$205
includes taxes & fees
17 July - 18 July
Beautiful suite with separate entrance.

🌊 BBR #8, Steps to the Beach, Heated Pool w/Kitchenette & King bed!

9.6 out of 10, Exceptional, (26)
"Excellent place and location"
The price is AU$277
includes taxes & fees
30 July - 31 July
🌊 BBR #8, Steps to the Beach, Heated Pool w/Kitchenette & King bed!

Luxury Ybor Home/Near Downtown

2.0 star property
9.8 out of 10, Exceptional, (10)
"Great set up. Close to downtown Ybor City. Beautiful back yard set up and very responsive host"
The price is AU$695
includes taxes & fees
30 July - 31 July
Luxury Ybor Home/Near Downtown

BBQ Games, King Beds, Private Yard

2.0 star property
9.2 out of 10, Wonderful, (11)
"Check in was smooth and everything went well "
The price is AU$570
includes taxes & fees
11 Aug - 12 Aug
BBQ Games, King Beds, Private Yard

Paradise Privacy Cottage

9.0 out of 10, Wonderful, (20)
"This was perfect for my daughter and I, located in a cute neighborhood and close to many things. It was very clean and allowed for privacy, definitely felt like home away from home and would highly recommend. "
The price is AU$214
includes taxes & fees
20 July - 21 July
Paradise Privacy Cottage

Private HEATED Pool home in Port Richey / Essentials Provided during your stay

10.0 out of 10, Exceptional, (53)
"The house and pool were immaculately kept, and the beds were super comfy. This home is beautifully decorated and welcoming with every amenity needed. We loved the pool and sitting on the cupboard patio in the quiet neighborhood. It was the perfect place for our family and we were so sad to leave when it was time to go"
Private HEATED Pool home in Port Richey / Essentials Provided during your stay

Happy Place B . Such a house

9.8 out of 10, Exceptional, (29)
"We fell in love with the place and enjoyed our stay "
The price is AU$309
includes taxes & fees
21 July - 22 July
Happy Place B . Such a house

Charming Clean Studio in Downtown Clearwater

9.6 out of 10, Exceptional, (13)
"Everything was as advertised. Great location for beach in clearwater and tampa."
The price is AU$210
includes taxes & fees
17 July - 18 July
Charming Clean Studio in Downtown Clearwater

Near Beach, Pool, Paradise Awaits Adult Only The Green Room

10.0 out of 10, Exceptional, (130)
"Loved my stay here. Would return again and again. "
The price is AU$291
includes taxes & fees
25 July - 26 July
Near Beach, Pool, Paradise Awaits Adult Only The Green Room

Private entrance room & bathroom w/ courtyard 10 min to beach & Downtown

9.8 out of 10, Exceptional, (56)
"Nice quiet safe clean stay"
The price is AU$202
includes taxes & fees
21 July - 22 July
Private entrance room & bathroom w/ courtyard 10 min to beach & Downtown
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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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 46 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.