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Compare 128 Villas in Oldsmar with updated reviews, rates, and availability.

Chestnut Villas Down Town Tampa

3.0 star property
5.0 out of 10, (36)
"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 AED 736
AED 1,379 total
includes taxes & fees
11 Mar - 12 Mar
Chestnut Villas Down Town Tampa

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

9.0 out of 10, Wonderful, (26)
"It was okay but the weather was cold"
The price is AED 752
AED 1,522 total
includes taxes & fees
1 Apr - 2 Apr
Come and enjoy Beachside villa suite #2 Steps from BEACH

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

9.8 out of 10, Exceptional, (13)
"We used to live in the area, so really enjoyed being close to the Pinellas Trail. The unit was convenient for all of our areas of interest."
Flamingle in Palm Harbor

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

9.4 out of 10, Exceptional, (30)
"We had a very comfortable stay. The enter combo was a little confusing but once we figured it out it was great…"
The price is AED 731
AED 1,474 total
includes taxes & fees
31 Mar - 1 Apr
Quite Paradise near Gulf of Mexico, Salt/Heated pool!!!!!,Port Richey

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.

10.0 out of 10, Exceptional, (2)
"The apartment was very clean and comfortable. The host was extremely responsive and always on hand - he even brought us extra kitchen equipment when we requested it. I wouldn’t hesitate to stay again. The location was quiet but near to amenities with a car. There were nice touches like washing/laundry liquid and soap for the shower. I do think the apartment would benefit from more cooking equipment (such as more saucepans and spatulas and maybe a kettle), but we still had a great stay and I’m...
Escape to this charming villa in picturesque Palm Harbor. With 2 cozy bedrooms.

Lush 3-bedroom Villa with Pool

8.8 out of 10, Excellent, (8)
"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

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

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.

9.4 out of 10, Exceptional, (93)
"This property checked most of the boxes, but was the most sparse of any rental houses we’ve had in Indian rocks. The beds were super soft and a bit uncomfortable. A good stay overall and nice location. "
The price is AED 829
AED 1,697 total
includes taxes & fees
19 Mar - 20 Mar
Newly renovated Clean, Bright Beach Villa in Best location.

Private Luxury Villa Sleeps 22 Heated Pool and Spa

8.8 out of 10, Excellent, (28)
"This house was perfect for our group! We were attending an event in St Petersburg and the drive was an easy 30 minutes. The house is beautiful and spacious and the highlight is definitely the huge back yard with a fire pit surrounded by Adirondack chairs and of course the screened-in pool and hot tub. The pool and hot tub is a bit complicated - we were sent very detailed instructions but still found ourselves confused and needed to reach out for help a couple times. The communication was quick...
The price is AED 2,930
AED 6,172 total
includes taxes & fees
6 Mar - 7 Mar
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

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

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

7.6 out of 10, Good, (5)
"Nice, clean place. Quick responses from the host!"
The price is AED 918
AED 1,716 total
includes taxes & fees
9 Mar - 10 Mar
Wilderness Escape, by Breathtaking Natl Park

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

2.0 star property
10.0 out of 10, Exceptional, (2)
"We stayed at this location for 2 weeks. Within walking distance to Indian Shores Beach. Well equipped kitchen with everything you need for cooking meals. Host communicated promptly to all my questions prior to booking. "
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

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

The Villa at Harbor House

10.0 out of 10, Exceptional, (166)
"Loved it."
The Villa at Harbor House
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, (4410)
"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 AED 723
AED 879 total
includes taxes & fees
3 Apr - 4 Apr
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 AED 650
AED 731 total
includes taxes & fees
4 Mar - 5 Mar
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 AED 1,209
AED 1,458 total
includes taxes & fees
4 Mar - 5 Mar
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 cost between AED 731 and AED 918 per night. These getaways offer the privacy of your own space at a price you can afford. 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?
Use up your vacation days and pick from 128 villas in Oldsmar. For a vacation with the family, a romantic break and everything in between, Expedia can help you find the perfect place in a few easy clicks.
Why book your villa in Oldsmar with Expedia?
Booking a villa in Oldsmar is as easy as deciding on your travel dates and choosing a place that satisfies your needs. Searching for something inexpensive or upscale, or a stay that also features WiFi and a hot tub? Use Expedia’s search filters to narrow your results and find your ideal pad.
How can I find cheap villas in Oldsmar?
Expedia can help you locate cheap villas in Oldsmar. Use our filter tool to choose amenities, star rating and budget to refine your search and find a fantastic place to stay in a matter of clicks.