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Compare 124 Villas in Oldsmar with updated reviews, rates, and availability.

Chestnut Villas Down Town Tampa

3.0 star property
5.0 out of 10, (37)
"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 865
AED 1,524 total
includes taxes & fees
19 Mar - 20 Mar
Chestnut Villas Down Town Tampa

Beachfront 3 Bedroom 2 Bath Penthouse Indian Shores Florida With A Pool

9.0 out of 10, Wonderful, (75)
"First off, we had a great time. The unit was spacious, the back deck was massive, and the pool was great for the kids. And really, you can’t beat the location and amazing views. That being said the place is aging and showing signs of wear and tear. We are not super picky but we do like when things are well kept and we appreciate that packaged-fresh hotel feel and this place doesn’t offer that. You can definitely achieve that feeling in this area for the price but you’d likely sacrifice the pool...
The price is AED 1,735
AED 3,155 total
includes taxes & fees
20 Mar - 21 Mar
Beachfront 3 Bedroom 2 Bath Penthouse Indian Shores Florida With A Pool

Come and enjoy Beachside villa suite #2 Steps from BEACH

9.0 out of 10, Wonderful, (27)
"It was okay but the weather was cold"
The price is AED 598
AED 1,333 total
includes taxes & fees
15 Apr - 16 Apr
Come and enjoy Beachside villa suite #2 Steps from BEACH

Villa Italia "Villas by Christine"

10.0 out of 10, Exceptional, (117)
"The property was very clean and well furnished. It’s a very short walk to Main St. and the waterfront. The screened back patio is a lovely oasis. Christine has thought about everything to make your stay comfortable. "
Villa Italia "Villas by Christine"

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

9.8 out of 10, Exceptional, (18)
"This is a perfect luxury house to stay at. The beautiful decor and the cleanliness of the location was impeccable. My family and I stayed at this house for a long weekend. The walk to the beach was a block away with plenty of stores, restaurants and bars along the quiet and safe streets. Tina was an excellent host with her great communication and attentiveness. Highly recommend staying here for vacation or a perfect getaway. "
Milos Beach House "BRAND NEW" A Luxe Haven Steps from the Beach-ROOFTOP SWIMMING

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

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

Remodeled Clean , Bright Indian Rocks Beach Villa. Pet Friendly

9.2 out of 10, Wonderful, (57)
"Property was clean and nice. Beds were comfortable. Good location to beach and restaurants. "
The price is AED 694
AED 1,519 total
includes taxes & fees
7 Apr - 8 Apr
Remodeled Clean , Bright Indian Rocks Beach Villa. Pet Friendly

Clean, Bright New Beach Villa

9.4 out of 10, Exceptional, (61)
"The property was exactly as it was portrayed. It's definitely an older property and some of the furnishings are old as well. The weather was cold and rainy so we were not able to enjoy the outdoor deck or use the beach and all the toys they provided. The unit came equipped with a washer and dryer which was nice. Loved the parking situation underneath and there is definitely room for 3 vehicles if needed.Just a suggestion to the owner, it might be helpful to have more kitchen towels, cloths,...
The price is AED 733
AED 1,588 total
includes taxes & fees
31 Mar - 1 Apr
Clean, Bright New Beach Villa

Newly renovated Clean, Bright Beach Villa in Best location.

9.4 out of 10, Exceptional, (94)
"Checked all the boxes"
The price is AED 609
AED 1,419 total
includes taxes & fees
19 Mar - 20 Mar
Newly renovated Clean, Bright Beach Villa in Best location.

Waterfront Heated Pool, Sleeps 20 - 4plex

10.0 out of 10, Exceptional, (9)
"Location is good for ST Pete, Clearwater, and Tampa activities. Backyard is a highlight"
Waterfront Heated Pool, Sleeps 20 - 4plex

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

10.0 out of 10, Exceptional, (66)
"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!

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

Beautiful Villa! On Wildlife Area, Natural Privacy! Close to Everything. Welcome

10.0 out of 10, Exceptional, (49)
"Home was comfy and spacus"
The price is AED 657
AED 1,493 total
includes taxes & fees
14 Apr - 15 Apr
Beautiful Villa! On Wildlife Area, Natural Privacy! Close to Everything. Welcome

Room in Studio - Villa La Esperanza 1

3.0 star property
Room in Studio - Villa La Esperanza 1

Blue Water Beach Rental #6 A little slice of beach paradise

7.6 out of 10, Good, (10)
"Easy check in. Very clean and well stocked. I would stay here again."
The price is AED 868
AED 1,689 total
includes taxes & fees
27 Mar - 28 Mar
Blue Water Beach Rental #6 A little slice of beach paradise

Luxe Waterfront Home w/ Pool★Elevator★Gulf Access

9.6 out of 10, Exceptional, (7)
"Great house"
Luxe Waterfront Home w/ Pool★Elevator★Gulf Access

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

Centrally located to beaches, Close to Bush Gardens Pets Welcome Free Wifi

9.6 out of 10, Exceptional, (123)
"It’s close to a lot of stuff, but"
Centrally located to beaches, Close to Bush Gardens Pets Welcome Free Wifi

Dream Home W PebbleTec Pool

Dream Home W PebbleTec Pool
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

Hampton Inn & Suites Tampa Northwest/Oldsmar

2.5 star property
9.2 out of 10, Wonderful, (1003)
"Great"
The price is AED 681
AED 769 total
includes taxes & fees
13 Apr - 14 Apr
Hampton Inn & Suites Tampa Northwest/Oldsmar

Hilton Garden Inn Tampa Northwest/Oldsmar

3.0 star property
8.6 out of 10, Excellent, (1000)
"Would have rated higher if it wasn’t for the elevator issues not working properly. "
The price is AED 565
AED 638 total
includes taxes & fees
13 Apr - 14 Apr
Hilton Garden Inn Tampa Northwest/Oldsmar

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

2.5 star property
9.2 out of 10, Wonderful, (1004)
" The only negative issue I had was that I prefer a shower door. The free Tesla chargers are a real plus."
The price is AED 764
AED 863 total
includes taxes & fees
1 Apr - 2 Apr
Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG
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 609 and AED 1,735 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 124 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.