Oldsmar Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Vacation Rentals in Oldsmar

Mint House St. Petersburg - Downtown
Terrace/patio
Mint House St. Petersburg - Downtown
3.5 star property
9.6 out of 10, Exceptional, (315)
"We loved our stay at the Mint House. It exceeded every expectation , and the music at the pool was great! Thank you!"
The price is P7,154
P8,083 total
includes taxes & fees
May 27 - May 28
Mint House St. Petersburg - Downtown
The Avalon Club
View from room
The Avalon Club
4.0 star property
9.6 out of 10, Exceptional, (289)
"The property was newer and the lobby was clean. Our suite was lovely- especially the floor to ceiling sliding doors that offer a lovely view and sunlight! Plenty of chairs, umbrellas and kid toys to bring to the beach, was also a pleasant surprise. "
The price is P10,746
P14,165 total
includes taxes & fees
May 7 - May 8
The Avalon Club
ROOST Tampa
Premium bedding, in-room safe, individually decorated
ROOST Tampa
5.0 star property
9.4 out of 10, Exceptional, (282)
"Was very easy check in, very nice staff."
The price is P10,919
P12,393 total
includes taxes & fees
May 19 - May 20
ROOST Tampa
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
FUSION Resort Two Bedroom Suites
Outdoor spa tub
FUSION Resort Two Bedroom Suites
3.5 star property
9.2 out of 10, Wonderful, (937)
"The location provided beautiful views and was private. "
The price is P14,092
P17,884 total
includes taxes & fees
May 12 - May 13
FUSION Resort Two Bedroom Suites
The Pointe Condos by Barsala
BBQ/picnic area
The Pointe Condos by Barsala
4.5 star property
9.2 out of 10, Wonderful, (79)
"The Pointe in Tampa was an amazing stay! Tons of amenities, beautiful decor, secure, and all the neighbors were welcoming. They definitely accommodated our needs for the full week we stayed. I recommend Barsala! Great customer service. "
The Pointe Condos by Barsala
Surf Beach Resort by Sunsational Beach Rentals
View from property
Surf Beach Resort by Sunsational Beach Rentals
3.0 star property
9.2 out of 10, Wonderful, (741)
"Great location Walking distance to restaurants, bars and stores. Nice access to the Boardwalk. Great Staff. Easy checkin. Great view of the beach and Gulf. The condo was dated but clean. The pool was small but heated. "
The price is P13,230
P25,425 total
includes taxes & fees
May 14 - May 15
Surf Beach Resort by Sunsational Beach Rentals
Legacy Vacation Resorts - Indian Shores
Outdoor pool
Legacy Vacation Resorts - Indian Shores
3.0 star property
9.2 out of 10, Wonderful, (810)
"We had a great 3 night stay at Legacy. The suite was generously sized, clean, and fully stocked. The grounds were impeccably maintained, the pool pristine, and the beach conveniently located across the street. Guests can borrow beach toys and pool floats from a community box. Despite our late check-in, the security guard was kind and accommodating. Dan provided exceptional assistance with directions and recommendations, making our stay even more enjoyable. Overall, it was a fantastic experience,...
The price is P10,711
P12,855 total
includes taxes & fees
May 28 - May 29
Legacy Vacation Resorts - Indian Shores
Barefoot Beach Resort
Outdoor pool
Barefoot Beach Resort
3.5 star property
9.0 out of 10, Wonderful, (808)
"We loved this property location, staff Very nice condo"
The price is P9,311
P11,174 total
includes taxes & fees
May 8 - May 9
Barefoot Beach Resort
Crystal Palms Beach Resort
Front of property - evening/night
Crystal Palms Beach Resort
3.5 star property
9.0 out of 10, Wonderful, (2225)
"Have stayed here several times in the past and will try to stay here again. Like the closeness to the beach, the rooms are always well maintained and great for two or more couples and is close to all of your needs. Great place!"
The price is P9,360
P11,443 total
includes taxes & fees
May 8 - May 9
Crystal Palms Beach Resort
Westwinds Waterfront Resort
Dock
Westwinds Waterfront Resort
3.0 star property
9.0 out of 10, Wonderful, (619)
"Peaceful and beautiful"
The price is P9,826
P17,567 total
includes taxes & fees
May 30 - May 31
Westwinds Waterfront Resort
Sunset Vistas Two Bedroom Beachfront Suites
2 outdoor pools, open 9:00 AM to 10:00 PM, pool umbrellas, sun loungers
Sunset Vistas Two Bedroom Beachfront Suites
3.5 star property
8.8 out of 10, Excellent, (2947)
"The unit was very well kept"
The price is P12,022
P15,029 total
includes taxes & fees
May 15 - May 16
Sunset Vistas Two Bedroom Beachfront Suites
Beso Del Sol Resort
Exterior
Beso Del Sol Resort
2.5 star property
8.6 out of 10, Excellent, (411)
"Wonderful!"
The price is P8,377
P11,247 total
includes taxes & fees
May 5 - May 6
Beso Del Sol Resort
Sailport Waterfront Suites
Beach nearby, beach volleyball, fishing
Sailport Waterfront Suites
3.5 star property
8.4 out of 10, Very Good, (4091)
"Stayed a week at Sailport and enjoyed our room and time there. The room was spacious, comfortable, and had a great view of Tampa Bay. The staff were helpful and accommodating making the experience even more enjoyable. We enjoyed the pool and the restaurant by the pool. Amazing sunsets, saw dolphins, and family also went fishing on the grounds. I will definitely stay again. "
The price is P7,437
P9,481 total
includes taxes & fees
May 13 - May 14
Sailport Waterfront Suites
Chase Suite Hotel Rocky Point Tampa
Front of property
Chase Suite Hotel Rocky Point Tampa
3.0 star property
7.6 out of 10, Good, (4231)
"We absolutely loved this place! Clean pool, clean room, and great service!!"
The price is P6,593
P7,483 total
includes taxes & fees
May 27 - May 28
Chase Suite Hotel Rocky Point Tampa
Sands of Treasure Island
Balcony
Sands of Treasure Island
3.0 star property
7.4 out of 10, Good, (810)
"Let’s face it. The place was built in 1947. While I think they have done a good job keeping it up things a still a little outdated and old. Was there for a cousins wedding. The place felt very homey. Like I was staying at a family members house and sitting in the courtyard was like sitting on their back porch. "
The price is P6,964
P7,869 total
includes taxes & fees
May 6 - May 7
Sands of Treasure Island
Studio in Clearwater Perfect for 2
Free WiFi
Studio in Clearwater Perfect for 2
2.0 star property
The price is P4,968
P17,169 total
includes taxes & fees
May 4 - May 5
Studio in Clearwater Perfect for 2
Don't see what you're looking for?
See all available properties in Oldsmar
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.

Other types of properties in Oldsmar you may be interested in

Wyndham Grand Clearwater Beach
Outdoor pool, pool umbrellas, sun loungers
Wyndham Grand Clearwater Beach
4.0 star property
9.2 out of 10, Wonderful, (1920)
"The views to the Ocean were amazing. The food was also really good. I will definitely come back."
The price is P12,976
P16,687 total
includes taxes & fees
Jun 2 - Jun 3
Wyndham Grand Clearwater Beach
The Westin Tampa Bay
Outdoor banquet area
The Westin Tampa Bay
4.0 star property
8.0 out of 10, Very Good, (1003)
"Property was right on the bay with its own little beach and nice outside deck to relax with a cocktail! Very comfortable for a woman traveling alone on business."
The price is P7,811
P8,866 total
includes taxes & fees
May 19 - May 20
The Westin Tampa Bay
Hilton Clearwater Beach Resort & Spa
Exterior
Hilton Clearwater Beach Resort & Spa
4.0 star property
7.4 out of 10, Good, (1628)
"The appearance of hotel is older the lobby and restaurants are newer and expensive but you are right on the gulf. White sand. Lots of other place to eat. "
The price is P12,664
P16,597 total
includes taxes & fees
May 12 - May 13
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.

Search for holiday rentals in Oldsmar on Expedia! You can easily find your home rentals, villas, holiday apartments in Oldsmar using one of the methods below:

  • View our selection of featured holiday rentals in Oldsmar
  • Use the map to find apartments and other holiday homes in the Oldsmar neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Oldsmar while they last

Look no further and take a look at our great range of rental properties in Oldsmar!

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 home 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 34 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.

Recent reviews of Oldsmar properties
Expedia verified reviews

Hotel Haya

Hotel Haya

5/5 Excellent
"The hotel felt so modern. The staff was helpful. The room was clean. One night was enough for me to have a good night there. "
A verified traveler from Davenport stayed at Hotel Haya
Posted 12 hours ago
Hotel Haya