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, (4451)
"Great room eith bay buew couldn't be beat, beautiful sunrises, sunsets!"
The price is CA $205
CA $257 total
includes taxes & fees
Apr 28 - Apr 29
Sailport Waterfront Suites

Sunset Vistas Two Bedroom Beachfront Suites

3.5 star property
8.8 out of 10, Excellent, (3179)
"It is a great place some steps away the ocean. The communication is great too!. Two comfortable rooms and two bathrooms. There is a full equipped kitchen and a partial view of the sea. There is a restaurant in the hotel that serves good sandwiches! It has a pool for adults and another for kids. My family and I loved it. "
The price is CA $321
CA $399 total
includes taxes & fees
May 1 - May 2
Sunset Vistas Two Bedroom Beachfront Suites

Chase Suite Hotel Rocky Point Tampa

3.0 star property
7.6 out of 10, Good, (4899)
"The employees were top-notch! Drivers Raymond and Jose were wonderful and so helpful. Myrta, at the clubhouse desk was super sweet! Thanks for a great stay!!"
The price is CA $242
CA $272 total
includes taxes & fees
May 1 - May 2
Chase Suite Hotel Rocky Point Tampa

Mint House St. Petersburg - Downtown

4.5 star property
9.4 out of 10, Exceptional, (576)
"Property was clean, close to shopping and dining and staff was professional and courteous"
The price is CA $198
CA $223 total
includes taxes & fees
May 4 - May 5
Mint House St. Petersburg - Downtown

Provident Oceana Beachfront Suites

3.5 star property
9.4 out of 10, Exceptional, (543)
"Nice place. So close to everything but still in a nice quiet spot!"
The price is CA $314
CA $383 total
includes taxes & fees
May 4 - May 5
Provident Oceana Beachfront Suites

John's Pass Hotel

2.0 star property
8.4 out of 10, Very good, (161)
"The room was old but clean and quant. There was a festival going on and we could look out over the event and walk to it. We thought there was a pool to use but I feel was misinformed. I'm guessing the pool was at the condo's and not the hotel but we could walk to the beach and see the beautiful sunset. I would definitely go there again. "
The price is CA $369
CA $440 total
includes taxes & fees
Apr 15 - Apr 16
John's Pass Hotel

Legacy Vacation Resorts - Indian Shores

3.0 star property
9.2 out of 10, Wonderful, (881)
"The rooms are very modern, comfortable, and clean. The pool and spa are nice. The pool was very enjoyable, it felt like bath water. The staff is friendly and helpful. Short walk to the beach, walkable area to several restaurants. "
The price is CA $308
CA $369 total
includes taxes & fees
May 4 - May 5
Legacy Vacation Resorts - Indian Shores

The Avalon Club

4.0 star property
9.6 out of 10, Exceptional, (394)
"Great property and very nice and responsive management. Beach access is excellent."
The price is CA $565
CA $688 total
includes taxes & fees
May 4 - May 5
The Avalon Club

Beso Del Sol Resort

2.5 star property
8.6 out of 10, Excellent, (590)
"We had an excellent time spending two nights at the resort over my B-day weekend! We were able to walk the short mile to attend a Paradise Dolphin Boat sighting trip. We also so enjoyed the free Bike Rental. The staff was so polite and we liked that they gave us a curtesy call when our room was ready. We also enjoyed the Tiki lounge with entertainment and the pool! Thank you!"
The price is CA $228
CA $320 total
includes taxes & fees
Apr 15 - Apr 16
Beso Del Sol Resort

2 Bedroom Waterfront Pool Side!

2.0 star property
2 Bedroom Waterfront Pool Side!

Surf Beach Treasure Island Resort

3.0 star property
9.2 out of 10, Wonderful, (784)
"Will be coming back again, room was clean, staff is friendly and we had an ocean view. "
The price is CA $367
CA $676 total
includes taxes & fees
May 4 - May 5
Surf Beach Treasure Island Resort

New Beachfront Property in Exclusive Resort

9.8 out of 10, Exceptional, (129)
"Great renovations. First time staying in Treasure Island and loved the wide open beach. Easy check in/check out. Our unit was clean and had all the essentials to make our stay great. Thanks! "
The price is CA $354
CA $816 total
includes taxes & fees
Apr 28 - Apr 29
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 $284
CA $321 total
includes taxes & fees
May 4 - May 5
Barefoot Beach Resort

FUSION Resort Waterfront Suites

3.5 star property
9.2 out of 10, Wonderful, (1017)
"We love this place. Best part is in the morning watching dolphins from the balcony."
The price is CA $363
CA $458 total
includes taxes & fees
May 4 - May 5
FUSION Resort Waterfront Suites

Westwinds Waterfront Resort

3.0 star property
9.0 out of 10, Wonderful, (659)
"Great location! Quick walk across the street and at the beach! Already looking to visit again. "
The price is CA $349
CA $603 total
includes taxes & fees
Apr 6 - Apr 7
Westwinds Waterfront Resort

South Beach Oceanfront Resort

3.0 star property
9.2 out of 10, Wonderful, (1065)
"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 $334
CA $572 total
includes taxes & fees
May 4 - May 5
South Beach Oceanfront Resort

Crystal Palms Beach Resort

3.5 star property
9.0 out of 10, Wonderful, (2302)
"Location was great for our needs, dining, beach access & commuting. The unit itself (301) was ok but not the cleanest. The bathrooms were bad, not much effort was put into cleaning them. The water was hard & left a film on the eating utensils, also not great for showering. There was a broom, but no dust pan, mop but no bucket & not one piece of beach equipment (chairs,cooler,umbrella or even kids bucket/shovel). We like the unit location of unit as it was on the end. The pool area was great,...
The price is CA $242
CA $298 total
includes taxes & fees
May 4 - May 5
Crystal Palms Beach Resort

New Tropical Resort Living on the Beach

9.8 out of 10, Exceptional, (123)
"Clean and perfect for our family vacation Great pool and amenities "
The price is CA $344
CA $804 total
includes taxes & fees
Apr 28 - Apr 29
New Tropical Resort Living on the Beach

Barsala At The Wayland Apartments

4.0 star property
5.2 out of 10, (20)
"Convenient and very helpful staff!"
Barsala At The Wayland Apartments

Shoreline Island Resort - Exclusively Adult

3.0 star property
9.2 out of 10, Wonderful, (1341)
"Awesome place! "
Shoreline Island Resort - Exclusively Adult
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, (2060)
"We love it here. It’s in the middle of everything."
The price is CA $563
CA $687 total
includes taxes & fees
May 4 - May 5
Wyndham Grand Clearwater Beach

Hilton Clearwater Beach Resort & Spa

4.0 star property
8.0 out of 10, Very good, (1791)
"The hotel is very clean and nice. All the people who work there are friendly and helpful. The pool, beach, tiki bar space and restaurant were wonderful. We thoroughly enjoyed our stay and would highly recommend it. The only warning I have for those considering it are the hidden fees… 30 a day parking, 35 a day resort fee and to rent chairs and umbrella at the beach about 80 for the day which can add up if your already on a budget."
The price is CA $357
CA $460 total
includes taxes & fees
May 4 - May 5
Hilton Clearwater Beach Resort & Spa

Ramada by Wyndham Tampa Westshore Airport South

3.0 star property
6.2 out of 10, (3054)
"We stayed for one night and it wasn’t too bad. Hotel does offer free continental breakfast and water. Pool needed a better filter, but it got the job done for the time we were there. The front desk staff were amazing. It was also walking distance to a few restaurants ie longhorn, Ruth Chris, Olive Garden etc. Also, super close to the airport (5 mins) The rooms were a nice size and came with complimentary Dove soaps and shampoo/conditioner so that was a plus. They also offered a free shuttle to...
The price is CA $162
CA $183 total
includes taxes & fees
Apr 7 - Apr 8
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?

The Beachy Bungalow is Rolling Back it's Prices, BOOK NOW!!!: Visitors like this Oldsmar vacation home rental. It is located on the beach and has a patio, a garden, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Make the most of the hot tub in this rental home to help you unwind.

How many vacation rentals will I find in Oldsmar?

Expedia has 37 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 Raymond James Stadium and Port of Tampa.

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.