Search Oldsmar Villa Rentals from CA $256

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Check prices for these dates

Next weekend
Feb 7 - Feb 9
In two weeks
Feb 14 - Feb 16
In one month
Feb 28 - Mar 2
In two months
Mar 28 - Mar 30

Browse Select Oldsmar Villas

Chestnut Villas Down Town Tampa
Luxury Villa | Private kitchen

Chestnut Villas Down Town Tampa

3.0 star property
5.0 out of 10, (35)
"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 $256
CA $504 total
includes taxes & fees
Feb 4 - Feb 5
Chestnut Villas Down Town Tampa
CHARMING BEACH VILLA-HUGE ROOFTOP DECK-600 FEET FROM THE BEACH
Fridge, microwave, oven, stovetop

CHARMING BEACH VILLA-HUGE ROOFTOP DECK-600 FEET FROM THE BEACH

10.0 out of 10, Exceptional, (72)
"Good location, everything as advertised. Beach chairs etc is a nice touch. Easy walk to the beach.May want to update the cooking pans but otherwise perfect for our needs."
CHARMING BEACH VILLA-HUGE ROOFTOP DECK-600 FEET FROM THE BEACH
Come and enjoy Beachside villa suite #2 Steps from BEACH
On the beach

Come and enjoy Beachside villa suite #2 Steps from BEACH

9.0 out of 10, Wonderful, (25)
"Location great for beach & restaurants. On a busy road, lots of noise. Quaint place. Needs blackout shades for bedroom. Lights from traffic & surrounding properties always shinning in room. . Great response from management. "
Come and enjoy Beachside villa suite #2 Steps from BEACH
Hidden Gem! Treasure Island Waterfront 2/2 with a pool and dock!
Outdoor pool

Hidden Gem! Treasure Island Waterfront 2/2 with a pool and dock!

10.0 out of 10, Exceptional, (65)
"A wonderful time was had by all. Terry and Krystal are phenomenal host. Hoping to return when a hurricane isn’t in the forecast and we can stay the full length of planned stay. "
Hidden Gem! Treasure Island Waterfront 2/2 with a pool and dock!
Flamingle in Palm Harbor
Fridge, microwave, oven, stovetop

Flamingle in Palm Harbor

9.6 out of 10, Exceptional, (10)
"Nice accommodation with great access to Bike trail and restaurants. Will definitely stay here again!"
Flamingle in Palm Harbor
Room in Studio - Villa La Esperanza 1
Room, 1 Bedroom, Accessible, Smoking | Exterior

Room in Studio - Villa La Esperanza 1

3.0 star property
Room in Studio - Villa La Esperanza 1
Quite Paradise near Gulf of Mexico, Salt/Heated pool!!!!!,Port Richey
Aerial view

Quite Paradise near Gulf of Mexico, Salt/Heated pool!!!!!,Port Richey

9.6 out of 10, Exceptional, (27)
"Overall it was a lovely home. The kitchen garbage can should be replaced as the interior of the lid is rather gross. And the couch in the living room is very uncomfortable. Other than that the place was clean, well air conditioned and the pool was fantastic."
The price is CA $287
CA $574 total
includes taxes & fees
Feb 8 - Feb 9
Quite Paradise near Gulf of Mexico, Salt/Heated pool!!!!!,Port Richey
St Pete Airport/ Clear Water/ Unit B
Fridge, microwave, oven, stovetop

St Pete Airport/ Clear Water/ Unit B

9.2 out of 10, Wonderful, (5)
"This location worked out really well for my family who were attending a wedding at the church up the street. The host was super friendly and accommodating. The house while had a couple minor issues had a nice amount of space and updated appliances. We had a great time and we stay here again!"
St Pete Airport/ Clear Water/ Unit B
Escape to this charming villa in picturesque Palm Harbor. With 2 cozy bedrooms.
Fridge, oven, stovetop, dishwasher

Escape to this charming villa in picturesque Palm Harbor. With 2 cozy bedrooms.

Escape to this charming villa in picturesque Palm Harbor. With 2 cozy bedrooms.
Lush 3-bedroom Villa with Pool
Outdoor dining

Lush 3-bedroom Villa with Pool

8.6 out of 10, Excellent, (7)
"Great access to 275 and close to airport, downtown Tampa, Ybor city and stadium. Very cute house with the things you need. Plenty of space for a large family. Loved the kitchen. Neighborhood is not walkable… no side streets. "
Lush 3-bedroom Villa with Pool
Great 6BR for All Ages/Heated Pool 5 Min to Beach by RedAwning
House, 6 Bedrooms | Private kitchen

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

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

9.8 out of 10, Exceptional, (16)
"Great place for large groups to stay. Overall size and layout of the property allows for easy large group gatherings. The house is fully stocked with multiple kitchens, living rooms and laundry areas. The house is walkable to the beach across the street as well as several bars and restaurants. "
Milos Beach House "BRAND NEW" A Luxe Haven Steps from the Beach-ROOFTOP SWIMMING
Newly renovated Clean, Bright Beach Villa in Best location.
Beach nearby

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.
Private Luxury Villa Sleeps 22 Heated Pool and Spa
Car recommended

Private Luxury Villa Sleeps 22 Heated Pool and Spa

8.8 out of 10, Excellent, (26)
"Surprisingly, the host’s excellent communication was one of the main highlights of this stay. Everything was so easy because I had all of my instructions early and would receive answers right away for any questions that I did have. The home is beautiful and the backyard was perfect for our small 40 guest wedding! All of the guests were asking how we found this house and a few had me send them the info so that they could rent here in the future. Altogether a perfect house for any event or even to...
Private Luxury Villa Sleeps 22 Heated Pool and Spa
Madeira Beach Villas #8 Luxury 2br/2ba 4 min to the white sands of Madeira Beach
Property grounds

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
Luxury Cristiano Manor 8BR w Pool - 20 Guests
Pool

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
Wilderness Escape, by Breathtaking Natl Park
Outdoor dining

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 $360
CA $669 total
includes taxes & fees
Feb 3 - Feb 4
Wilderness Escape, by Breathtaking Natl Park
CRYSTAL BEACH HOME | PRIVATE POOL | WALK TO BEACH
Fridge, microwave, oven, stovetop

CRYSTAL BEACH HOME | PRIVATE POOL | WALK TO BEACH

9.6 out of 10, Exceptional, (7)
"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
Vintage Florida Beach Cottage, one block to the sand of Indian Rocks Beach FL
Sun loungers, beach towels

Vintage Florida Beach Cottage, one block to the sand of Indian Rocks Beach FL

2.0 star property
10.0 out of 10, Exceptional, (1)
"The location was perfect. 1-1/2 blocks from the beach. Stores were handy just across the causway. "
Vintage Florida Beach Cottage, one block to the sand of Indian Rocks Beach FL
Experience Clearwater charm, just a quick 9-minutes to Tampa Bay
Beach

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
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
Beach nearby, beach volleyball, fishing

Sailport Waterfront Suites

3.5 star property
8.4 out of 10, Very good, (4388)
"Still trying to get things back to normal after the hurricanes. The only bad thing was the outdoor waterside patio is destroyed. Other than that we enjoyed our stay and plan on returning this year. "
The price is CA $305
CA $369 total
includes taxes & fees
Feb 1 - Feb 2
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, (4754)
"Wonderful service from Vanessa she went out of her way to help us thank you "
The price is CA $223
CA $251 total
includes taxes & fees
Feb 9 - Feb 10
Chase Suite Hotel Rocky Point Tampa
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, (3138)
"Stayed for 2 nights, with family The location, and size of the room was great, We liked all the amenities, and the access to beach. Patio/Balcony was nice. We enjoyed our stay and recommend to everyone travelling with family wanting to stay in front of gulf."
The price is CA $329
CA $408 total
includes taxes & fees
Feb 2 - Feb 3
Sunset Vistas Two Bedroom Beachfront Suites
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 $256 and CA $360 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 128 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.