Oldsmar Vacation Rentals

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Vacation 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 CA $203
CA $255 total
includes taxes & fees
Jan 12 - Jan 13, 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 CA $205
CA $231 total
includes taxes & fees
Jan 1 - Jan 2, 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 CA $224
CA $254 total
includes taxes & fees
Dec 29 - Dec 30
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 CA $368
CA $452 total
includes taxes & fees
Jan 1 - Jan 2, 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 CA $429
CA $534 total
includes taxes & fees
Jan 24 - Jan 25, 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 CA $244
CA $320 total
includes taxes & fees
Dec 29 - Dec 30
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 CA $364
CA $462 total
includes taxes & fees
Dec 29 - Dec 30
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 CA $257
CA $588 total
includes taxes & fees
Jan 8 - Jan 9, 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)
"Recovering from a hurricane. So the front lobby doesn’t exist and the elevators were not working. And we were on the 4th floor. However the place was lovely and very comfortable. Very loud thumping music next door at 1am and no front desk to help out. Individual other guests were just ignored by the occupants"
The price is CA $220
CA $272 total
includes taxes & fees
Jan 8 - Jan 9, 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 CA $228
CA $274 total
includes taxes & fees
Jan 22 - Jan 23, 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 CA $372
CA $834 total
includes taxes & fees
Jan 7 - Jan 8, 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 CA $286
CA $525 total
includes taxes & fees
Jan 8 - Jan 9, 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 CA $438
CA $545 total
includes taxes & fees
Jan 17 - Jan 18, 2025
Wyndham Grand Clearwater Beach

The Barrymore Hotel Tampa Riverwalk

3.0 star property
8.2 out of 10, Very good, (1664)
"Great front desk staff! Appreciate their service!"
The price is CA $205
CA $234 total
includes taxes & fees
Jan 6 - Jan 7, 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 CA $243
CA $331 total
includes taxes & fees
Jan 1 - Jan 2, 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 vacation rentals in Oldsmar?

Yes, we have vacation rentals where you'll be just 14.9 mi (23.9 km) from Busch Gardens Tampa Bay, giving you a secluded option to escape the hustle and bustle. Visitors like the top-notch restaurants and beaches in Oldsmar. Make sure you have time to check out the theme park and cafes during your trip.

What are some of the best vacation home rentals in Oldsmar?

Studio in Clearwater Perfect for 2: You might want to consider this vacation rental near Oldsmar, which comes with free WiFi so you can feel at home during your trip. Kitchen amenities like a fridge and an oven can make your vacation run smoothly.

How many vacation rentals will I find in Oldsmar?

Expedia has 35 vacation 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 larger area, you’ll find popular places like Port of Tampa and Busch Gardens Tampa Bay.

What are vacation rentals like in Oldsmar?

Vacation rentals are privately owned properties you can book for a few days or a quick weekend in Oldsmar. Vacation rentals provide amenities such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from public hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for a family trip or a small group gathering.