Holiday Rentals in Oldsmar

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Holiday Rentals in Oldsmar

Sailport Waterfront Suites

3.5 star property
8.4 out of 10, Very good, (4348)
"Everything was great only downfall only one elevator worked! Everything else great! Will return again!"
The price is €171
includes taxes & fees
12 Jan - 13 Jan 2025
Sailport Waterfront Suites

Chase Suite Hotel Rocky Point Tampa

3.0 star property
7.6 out of 10, Good, (4668)
"The property is a bit older and it shows."
The price is €155
includes taxes & fees
1 Jan - 2 Jan 2025
Chase Suite Hotel Rocky Point Tampa

Mint House St. Petersburg - Downtown

4.5 star property
9.4 out of 10, Exceptional, (525)
"Everyone is so nice there. Rooms are nice and big."
The price is €171
includes taxes & fees
29 Dec - 30 Dec
Mint House St. Petersburg - Downtown

Top Floor, Free Parking, Partial Ocean View, Pool, Walk to Beach King Room #427

9.0 out of 10, Wonderful, (26)
"Amazing stay as always. This will forever be our spot!! Will continue to visit yearly!! Clean, has everything we need. A great place to make memories for our family!"
Top Floor, Free Parking, Partial Ocean View, Pool, Walk to Beach King Room #427

Sunset Vistas Two Bedroom Beachfront Suites

3.5 star property
8.8 out of 10, Excellent, (3115)
"Fantastic stay! Wished we could stay for longer so we could spend more time in their pool, beach and jacuzzi. Walking distance to John’s pass village. The staff are super helpful and friendly. Will recommend to friends"
The price is €303
includes taxes & fees
1 Jan - 2 Jan 2025
Sunset Vistas Two Bedroom Beachfront Suites

FUSION Resort Waterfront Suites

3.5 star property
9.2 out of 10, Wonderful, (1010)
"Staff was very friendly "
The price is €357
includes taxes & fees
24 Jan - 25 Jan 2025
FUSION Resort Waterfront Suites

Beso Del Sol Resort

2.5 star property
8.6 out of 10, Excellent, (548)
"Enjoyed our week at Beso Del Sol. The sunset view, pool and hot tub, onsite bar and restaurant, room and location made for a great pre holiday getaway."
The price is €214
includes taxes & fees
29 Dec - 30 Dec
Beso Del Sol Resort

Right on the BEACH! Exclusive Lighthouse Towers, Sand Key, Clearwater Beach

10.0 out of 10, Exceptional, (91)
"Great times had by all"
Right on the BEACH! Exclusive Lighthouse Towers, Sand Key, Clearwater Beach

The Avalon Club

4.0 star property
9.6 out of 10, Exceptional, (372)
"Cleanness, polite staff"
The price is €309
includes taxes & fees
1 Jan - 2 Jan 2025
The Avalon Club

Studio in Clearwater Perfect for 2

2.0 star property
Studio in Clearwater Perfect for 2

Beautiful Treasure Island and Directly on Sunset Beach! Location, Location!!!!!

9.8 out of 10, Exceptional, (228)
"Excellent"
Beautiful Treasure Island and Directly on Sunset Beach! Location, Location!!!!!

Sleeps 6 Daily Rentals, Pets OK, Hot Tub

9.0 out of 10, Wonderful, (46)
"Cozy spot in the perfect location! This place is ideal for a laid back beach vaca. Kids loved it, felt very safe and everything we needed was in walking distance. Great community outdoor space with hot tub and dining area. Captain Al is a fantastic host! Thank you!!"
The price is €402
includes taxes & fees
2 Jan - 3 Jan 2025
Sleeps 6 Daily Rentals, Pets OK, Hot Tub

The Pointe Condos by Barsala

4.5 star property
9.2 out of 10, Wonderful, (129)
"It was in the same complex our daughter lives in. Convenient "
The Pointe Condos by Barsala

Crystal Palms Beach Resort

3.5 star property
9.0 out of 10, Wonderful, (2281)
"We were there a couple months after back to back hurricanes passed through and were a little nervous of what may be awaiting us, but we were very pleasantly surprised. We check in after hours at a separate location which was the hardest part as there wasn't any signage for their check in area and it took me 10mins to find it. Check in was smooth and easy otherwise. We had 1 parking spot that was fairly close to the stairs. Elevators weren't available due to hurricane sustained damage. The...
The price is €183
includes taxes & fees
6 Jan - 7 Jan 2025
Crystal Palms Beach Resort

Newly Remodeled Deluxe Studio-No storm damage

10.0 out of 10, Exceptional, (39)
"We came to enjoy beach and some time just the two of us. This was perfect for that! Steps from the beach, clean and simple.Great stay!"
Newly Remodeled Deluxe Studio-No storm damage

Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Johns Pass

9.6 out of 10, Exceptional, (213)
"Everything was as stated: Very pleasant and great area to visit"
Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Johns Pass

Barefoot Beach Resort

3.5 star property
9.0 out of 10, Wonderful, (863)
"Great property. Great location. Wonderful hosts."
The price is €184
includes taxes & fees
22 Jan - 23 Jan 2025
Barefoot Beach Resort

Clearwater Ocean Front!

8.4 out of 10, Very good, (12)
"Close to the beach great views. An awesome place to relax after a fun filled day at the beach. Made great memories with the family "
The price is €566
includes taxes & fees
6 Jan - 7 Jan 2025
Clearwater Ocean Front!

Bayside Condos Studio 23 Pool, Bay Views. Walk to Beach

9.8 out of 10, Exceptional, (8)
"Simple clean space with enough amenities for an extended stay."
Bayside Condos Studio 23 Pool, Bay Views. Walk to Beach

Great Studio - Only 75 Steps to Clw Beach-NO Storm Damage

10.0 out of 10, Exceptional, (119)
"My wife and I had a fantastic time here. Joseph was great and communicative and made sure we were all set! Did have a mild hiccup, but all was resolved in a timely manner!"
The price is €368
includes taxes & fees
7 Jan - 8 Jan 2025
Great Studio - Only 75 Steps to Clw Beach-NO Storm Damage
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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Other types of properties in Oldsmar you may be interested in

Wyndham Grand Clearwater Beach

4.0 star property
9.4 out of 10, Exceptional, (1894)
"Magnificent!! Breakfast is a must!! Very friendly staff and beautiful hotel!! Our gulf view was breathtaking!! "
The price is €365
includes taxes & fees
10 Jan - 11 Jan 2025
Wyndham Grand Clearwater Beach

The Barrymore Hotel Tampa Riverwalk

3.0 star property
8.2 out of 10, Very good, (1664)
"What i didnt like was that i had to let.the shower run for an entire hour or longer for the hot water to come through"
The price is €157
includes taxes & fees
6 Jan - 7 Jan 2025
The Barrymore Hotel Tampa Riverwalk

Hilton Clearwater Beach Resort & Spa

4.0 star property
7.8 out of 10, Good, (1631)
"Very nice property"
The price is €222
includes taxes & fees
1 Jan - 2 Jan 2025
Hilton Clearwater Beach Resort & Spa
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.

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?

Studio in Clearwater Perfect for 2: This holiday home rental outside of Oldsmar comes with free WiFi so that you can feel at home during your trip. Kitchen amenities such as a fridge and an oven can make your holiday run smoothly.

How many holiday rentals will I find in Oldsmar?

Expedia has 35 holiday rentals for your stay in Oldsmar.

What can I see and do in Oldsmar?

Cultural attractions include Oldsmar Historical Society Museum, whereas Tampa Bay is a spot to enjoy nature. In the wider area, you’ll find popular places such as Port of Tampa and Busch Gardens 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.