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, (4411)
"This is my go to for my vacations, quick midweek/weekend get away. I love that it's close to fishing spots, grocery, entertainment. Only thing, they need to made thst elevator move faster 😂 "
The price is CA $266
CA $326 total
includes taxes & fees
Apr 1 - Apr 2
Sailport Waterfront Suites

Chase Suite Hotel Rocky Point Tampa

3.0 star property
7.6 out of 10, Good, (4834)
"Very very peaceful. Hotel was more like a apartment. Stove and fridge as well as utensils and plates. Staff was very nice "
The price is CA $256
CA $288 total
includes taxes & fees
Mar 5 - Mar 6
Chase Suite Hotel Rocky Point Tampa

Sunset Vistas Two Bedroom Beachfront Suites

3.5 star property
8.8 out of 10, Excellent, (3161)
"Nice beach access large rooms and nice pool areas"
The price is CA $501
CA $602 total
includes taxes & fees
Mar 6 - Mar 7
Sunset Vistas Two Bedroom Beachfront Suites

Provident Oceana Beachfront Suites

3.5 star property
9.4 out of 10, Exceptional, (538)
"The property is gorgeous, the beaches are pristine and there so much to do within a 15 minute drive we’ll be back!!"
The price is CA $399
CA $480 total
includes taxes & fees
Apr 1 - Apr 2
Provident Oceana Beachfront Suites

Mint House St. Petersburg - Downtown

4.5 star property
9.4 out of 10, Exceptional, (562)
"We were surprised by how great this property was, very pet friendly and well laid out room. Nice to have a kitchen and washer dryer. Pool area was lovely and lots of great restaurants nearby"
The price is CA $251
CA $284 total
includes taxes & fees
Mar 23 - Mar 24
Mint House St. Petersburg - Downtown

The Avalon Club

4.0 star property
9.6 out of 10, Exceptional, (390)
"Great room and views. Very close to downtown Clearwater Beach. We did not have to use our car other than going to the Phillies games. The 5th floor bar area was a pleasant surprise also. Walk to the beach was great."
The price is CA $546
CA $668 total
includes taxes & fees
Mar 5 - Mar 6
The Avalon Club

Legacy Vacation Resorts - Indian Shores

3.0 star property
9.2 out of 10, Wonderful, (875)
"I would recommend this place. Great customer service. "
The price is CA $416
CA $492 total
includes taxes & fees
Apr 2 - Apr 3
Legacy Vacation Resorts - Indian Shores

John's Pass Hotel

2.0 star property
8.2 out of 10, Very good, (152)
"Just an awesome place to stay "
The price is CA $476
CA $561 total
includes taxes & fees
Mar 5 - Mar 6
John's Pass Hotel

Beso Del Sol Resort

2.5 star property
8.6 out of 10, Excellent, (582)
"This place was just 5 minutes away from downtown Dunedin. It was 12 minutes away from my sister too"
The price is CA $427
CA $545 total
includes taxes & fees
Mar 5 - Mar 6
Beso Del Sol Resort

Surf Beach Treasure Island Resort

3.0 star property
9.2 out of 10, Wonderful, (778)
"The view is fabulous and the condo is in a great beach location. Friendly staff and we enjoyed being in a smaller complex. In an area recently hit and recovering from hurricanes, there is still a small amount of damage but it doesn’t interfere with the stay. The unit has 2 patio doors leading to the small covered porch. We stayed in a 4th floor unit. Although you pay premium price, it is for the view (amenities within the condo are not reflective of premium prices). The management company uses a...
The price is CA $573
CA $924 total
includes taxes & fees
Mar 5 - Mar 6
Surf Beach Treasure Island Resort

FUSION Resort Waterfront Suites

3.5 star property
9.2 out of 10, Wonderful, (1012)
"i love this place!!"
The price is CA $613
CA $742 total
includes taxes & fees
Mar 26 - Mar 27
FUSION Resort Waterfront Suites

Westwinds Waterfront Resort

3.0 star property
9.0 out of 10, Wonderful, (656)
"Nice location. Warm pool. Only thing we didn’t like was the couch wasn’t real comfortable."
Westwinds Waterfront Resort

New Beachfront Property in Exclusive Resort

9.6 out of 10, Exceptional, (106)
"A wonderful place to stay. We stayed in a unit on the 6th floor. It was clean and had all the amenities one would need. Balconies overlook the gulf where you can take in the beautiful sunsets."
The price is CA $597
CA $1,140 total
includes taxes & fees
Mar 9 - Mar 10
New Beachfront Property in Exclusive Resort

Barefoot Beach Resort

3.5 star property
9.0 out of 10, Wonderful, (866)
"Exceptionally happy with our stay. Beautiful home, steps from the beach. Had everything we needed for our visit."
The price is CA $375
CA $423 total
includes taxes & fees
Apr 1 - Apr 2
Barefoot Beach Resort

South Beach Oceanfront Resort

3.0 star property
9.2 out of 10, Wonderful, (1063)
"Nice location and staff was excellent and friendly. Disappointed pool was down “until further notice” and that was not communicated before arrival. One elevator out but that was communicated and did not cause any problems. Property has done a nice cleanup after the hurricanes. Living area had comfortable furniture and kitchen had everything you could need. Very clean and great location. Would stay again. "
The price is CA $435
CA $695 total
includes taxes & fees
Mar 9 - Mar 10
South Beach Oceanfront Resort

2 Bedroom Waterfront Pool Side!

2.0 star property
2 Bedroom Waterfront Pool Side!

Barsala At The Wayland Apartments

4.0 star property
5.6 out of 10, (16)
"Convenient and very helpful staff!"
Barsala At The Wayland Apartments

Crystal Palms Beach Resort

3.5 star property
9.0 out of 10, Wonderful, (2296)
"We were provided good instructions on where to check in due to latest hurricane event. Autumn checked us in, gave us our VIP perk wine and was very quick/easy to accommodate on any issue we had. For the price and amenities this place worked very well for our party of 4. Overall pleased, but was disappointed with the elevators not working especially being on the upper floors for the gulf view. We are in shape and don't mind the extra exercise but may not be acceptable to others. The property...
The price is CA $331
CA $398 total
includes taxes & fees
Apr 1 - Apr 2
Crystal Palms Beach Resort

New Tropical Resort Living on the Beach

9.8 out of 10, Exceptional, (106)
"New and clean. They are working hard to get up to speed. A bit of a language barrier."
The price is CA $587
CA $1,128 total
includes taxes & fees
Mar 9 - Mar 10
New Tropical Resort Living on the Beach

Breathtaking Gulf Facing Condo Hotel Suite

10.0 out of 10, Exceptional, (207)
"We had such a wonderful stay at the Avalon. The room was spacious and so clean! It accommodated our family and little ones so well. The front desk service was amazing and so welcoming. We will be back to stay at the Avalon! "
The price is CA $703
CA $1,249 total
includes taxes & fees
Mar 10 - Mar 11
Breathtaking Gulf Facing Condo Hotel Suite
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, (2001)
"We came here for the first time 3 years ago and have been coming back every year since It is the best hotel I’ve ever stayed at! The staff is amazing we got here before check in time and were able to check in That meant a lot to me We love the place "
The price is CA $411
CA $515 total
includes taxes & fees
Apr 1 - Apr 2
Wyndham Grand Clearwater Beach

Hilton Clearwater Beach Resort & Spa

4.0 star property
8.0 out of 10, Very good, (1745)
"The only problem I had was working my electronic door entry lock it failed 3 times and needed service it had to hold the handle and pull up on it and hold it completely up to push the door in"
The price is CA $405
CA $515 total
includes taxes & fees
Mar 10 - Mar 11
Hilton Clearwater Beach Resort & Spa

Ramada by Wyndham Tampa Westshore Airport South

3.0 star property
6.2 out of 10, (2914)
"Rooms are very dated. Furniture needs to be replaced mattresses on beds are squeaky. No vent in bathroom. Fixtures are rusty and old. Overall, this Ramada is a 1 star. "
The price is CA $183
CA $206 total
includes taxes & fees
Mar 9 - Mar 10
Ramada by Wyndham Tampa Westshore Airport South
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?

Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Johns Pass: Visitors like this Oldsmar vacation home rental. It is located on the beach and has a balcony, a hot tub, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the books in this rental home to help you unwind.

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.