Search Oldsmar Villa Rentals from CA $234

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Browse Select Oldsmar Villas

Chestnut Villas Down Town Tampa

3.0 star property
5.2 out of 10, (29)
"Property was really close to the interstate, there’s also a really good Cuban cafe down the street. Home wasn’t dirty but could have used better cleaning. Shower looked dirty on the corners and also found someone’s wallet on the side of the bed, not sure how they missed that if they cleaned the room? "
The price is CA $259
CA $507 total
includes taxes & fees
Jan 8 - Jan 9, 2025
Chestnut Villas Down Town Tampa

Flamingle in Palm Harbor

9.8 out of 10, Exceptional, (6)
"A perfect place for us and our little dog. Very comfortable bed and very clean. We will return."
Flamingle in Palm Harbor

Wilderness Escape, by Breathtaking Natl Park

7.6 out of 10, Good, (5)
"Nice, clean place. Quick responses from the host!"
The price is CA $359
CA $659 total
includes taxes & fees
Jan 6 - Jan 7, 2025
Wilderness Escape, by Breathtaking Natl Park

Come and enjoy Beachside villa suite #2 Steps from BEACH

9.4 out of 10, Exceptional, (21)
"The house was a perfect oasis that was only a 1 minute walk to the beach. Beach towels, cooler, beach chairs, umbrella, etc. were all provided for us at the house. It was very clean when we arrived and had everything we needed. Just minutes from at least 4-5 of the best restaurants for relaxing or watching the game. Ice cream right across the street. Quiet neighborhood. 10 stars from this girl. We will be back. "
Come and enjoy Beachside villa suite #2 Steps from BEACH

Milos Beach House "BRAND NEW" A Luxe Haven Steps from the Beach-ROOFTOP SWIMMING

9.8 out of 10, Exceptional, (14)
"The Milos Beach House is an excellent, well-maintained beach house that is in a quiet neighborhood and is minutes away from the beach. It is also conveniently located in terms of access to restaurants and shops. We were looking for a property that could accommodate a large party (26 people!) and provide a sufficient number of bedrooms, bathrooms and the space for all of us to congregate for our group activities. The property exceeded our expectations! It was immaculately clean. The bedrooms...
Milos Beach House "BRAND NEW" A Luxe Haven Steps from the Beach-ROOFTOP SWIMMING

The Villa at Harbor House

10.0 out of 10, Exceptional, (163)
"Love this place! Outdoor kitchen in the back and front covered patio with seating in front made outside living easy! Updated kitchen with everything you need for cooking. Home was spotless and you can see the attention to detail in everything! Would go back in a heartbeat. Cute yellow electric car to rent !"
The Villa at Harbor House

Luxury Cristiano Manor 8BR w Pool - 20 Guests

9.6 out of 10, Exceptional, (10)
"Awesome space with plenty of room for a large group to live comfortably the heated pool and backyard were our favorite. The hosts were very communicative throughout the process making for a seamless check in and enjoyable stay. Would definitely come back! "
Luxury Cristiano Manor 8BR w Pool - 20 Guests

Great 6BR for All Ages/Heated Pool 5 Min to Beach by RedAwning

3.5 star property
Great 6BR for All Ages/Heated Pool 5 Min to Beach by RedAwning

Beach Retreat| Waterfront |Pool & Hot-Tub | Arcade

9.6 out of 10, Exceptional, (11)
"Overall really enjoyed our stay"
Beach Retreat| Waterfront |Pool & Hot-Tub | Arcade

Clean, Bright New Beach Villa

9.6 out of 10, Exceptional, (59)
"Multiple access points to the beach across the street. Restaurants within walking distance. Quick to respond and fix any issues."
Clean, Bright New Beach Villa

Upscale Beach suite. On the Bay and Just steps from the Beach !

9.2 out of 10, Wonderful, (65)
"Great location and very spacious. "
Upscale Beach suite. On the Bay and Just steps from the Beach !

2 Bedroom, 2 Bath Gulf Front Condo Suite Right On The Beach!

9.0 out of 10, Wonderful, (82)
"Nice condo right on the beach. "
The price is CA $234
CA $613 total
includes taxes & fees
Dec 28 - Dec 29
2 Bedroom, 2 Bath Gulf Front Condo Suite Right On The Beach!

Madeira Beach Villas #8 Luxury 2br/2ba 4 min to the white sands of Madeira Beach

9.0 out of 10, Wonderful, (6)
"Place was great, central location to so many things. Owners were great to work with. Place smelled great and was super clean. It was like being at home!"
Madeira Beach Villas #8 Luxury 2br/2ba 4 min to the white sands of Madeira Beach

Charming Villa in Safety Harbor for the Family

9.4 out of 10, Exceptional, (14)
"Great setup and extremely comfortable beds, couches, and chair! I stay in a lot of VRBOs and this one was exceptionally comfy! Had all the necessities like shampoo, conditioner, cooking utensils etc. Definitely would stay here again, actually looked to see if available for another stay already but it was booked. Maybe a future trip though!"
Charming Villa in Safety Harbor for the Family

Experience Clearwater charm, just a quick 9-minutes to Tampa Bay

10.0 out of 10, Exceptional, (8)
"Beautiful home and pool!"
Experience Clearwater charm, just a quick 9-minutes to Tampa Bay

CRYSTAL BEACH HOME | PRIVATE POOL | WALK TO BEACH

10.0 out of 10, Exceptional, (6)
"The space was perfect to hangout ground floor with my parents who have a hard time with stairs, yet we had enough space upstairs for all six of us! I loved the two living rooms, big clean garage and back yard! Thanks for everything! "
CRYSTAL BEACH HOME | PRIVATE POOL | WALK TO BEACH

Room in Studio - Villa La Esperanza 1

3.0 star property
Room in Studio - Villa La Esperanza 1

New decorate house w 4 bedrooms

2.0 star property
5.0 out of 10, (2)
"We arrived and instructions were good. We got into house looked around and found the pool was very green and not swimmable. Was disappointed in this. Sent a message but it was not addressed. "
New decorate house w 4 bedrooms

Tropical Paradise w/ 3 Pools & Only 13 Mins to Beach

2.0 star property
Tropical Paradise w/ 3 Pools & Only 13 Mins to Beach

Newly renovated Clean, Bright Beach Villa in Best location.

9.4 out of 10, Exceptional, (91)
"The location was great. Very clean property. Loved the fact it had all the necessities. Out of habit I bought extra items but they were not necessary. Had everything that was needed to enjoy the beach. Loved the quietness of the location and its easy access to other beaches, stores, and restaurants. Will definitely keep this place on our list for future travel."
Newly renovated Clean, Bright Beach Villa in Best location.
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 property types 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 2 - Jan 3, 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 $219
CA $248 total
includes taxes & fees
Dec 29 - Dec 30
Mint House St. Petersburg - Downtown
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

How much do villas in Oldsmar cost?
Villas in Oldsmar range between CA $234 and CA $359 per night. These stays provide the privacy of your own space at a price that fits your budget. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Oldsmar?
Oldsmar has 129 villas to select from. Find a place that’s perfect quickly and easily by selecting the “Villa” checkbox under the “Property type” tab in our handy filter tool.
Why book your villa in Oldsmar with Expedia?
We think arranging a vacation shouldn’t be hard, so if you’re on the lookout for villas at a competitive price, Expedia delivers. Save those pennies and opt for an all-inclusive stay, or splurge on a deluxe villa to spoil your favorite people. Take advantage of our search filters to find a retreat in Oldsmar that suits your needs.
How can I find cheap villas in Oldsmar?
With Expedia’s helpful filter tool, sourcing cheap villas in Oldsmar couldn’t be easier. To discover stays that’ll make your wallet smile, refine your search by amenities, star rating and budget.
What is there to do near my villa in Oldsmar?
If you’re eager to fill up your itinerary in Oldsmar, find your way to Oldsmar Historical Society Museum. It’s popular with travelers and locals alike.