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Check prices for these dates

Next weekend
11 Apr - 13 Apr
In two weeks
18 Apr - 20 Apr
In one month
2 May - 4 May
In two months
30 May - 1 Jun

Compare 149 Villas in Oldsmar with updated reviews, rates, and availability.

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, (28)
"We enjoyed its casual atmosphere, being one minute from beach, and on the Golf Blvd strip..so entertaining! Construction was going on to repair hurricane damage but the crew was courteous and not bothersome. Although grounds outside could have been cleaned up a bit. Fun place to stay! "
The price is AED 598
AED 1,348 total
includes taxes & fees
15 Apr - 16 Apr
Come and enjoy Beachside villa suite #2 Steps from BEACH
Chestnut Villas Down Town Tampa
Luxury Villa | Private kitchen | Full-size fridge, microwave, oven, stovetop

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 659
AED 1,293 total
includes taxes & fees
15 Apr - 16 Apr
Chestnut Villas Down Town Tampa
Wilderness Escape, by Breathtaking Natl Park
Outdoor dining

Wilderness Escape, by Breathtaking Natl Park

8.0 out of 10, Very Good, (7)
"We had a wonderful time. Beds are great. Bathrooms are efficient but the hallway bathroom has an odor. Cooking was somewhat difficult due to limited supplies but we purchased what we needed. Overall we had a wonderful stay and would return."
The price is AED 918
AED 1,691 total
includes taxes & fees
6 Apr - 7 Apr
Wilderness Escape, by Breathtaking Natl Park
#1 Tampa Waterfront Private Resort, 13BR Sleeps 40+, Heated Pool, Theater
A heated pool

#1 Tampa Waterfront Private Resort, 13BR Sleeps 40+, Heated Pool, Theater

10.0 out of 10, Exceptional, (7)
"We are 5 couples, long-time friends, who enjoy gathering and enjoying each others company. We found this private resort after our 5 bedroom VRBO on Indian Rocks Beach sustained hurricane damage. The resort facility offered such terrific amenities, we were happy to make the discovery and change. We sure enjoyed the hot tub and swimming pool and there were many other amenities we that made the stay enjoyable. Although there are multiple kitchens, as a small group (for this facility) we used just...
#1 Tampa Waterfront Private Resort, 13BR Sleeps 40+, Heated Pool, Theater
Quite Paradise near Gulf of Mexico, Salt/Heated pool!!!!!,Port Richey
Aerial view

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

9.4 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 1,463 total
includes taxes & fees
21 Apr - 22 Apr
Quite Paradise near Gulf of Mexico, Salt/Heated pool!!!!!,Port Richey
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, (18)
"Tina was our coordinator throughout our stay and she was beyond helpful! The property was 100 yards from the beach and had amazing amenities not even mentioned in the listing. We could not have been happier with our stay."
Milos Beach House "BRAND NEW" A Luxe Haven Steps from the Beach-ROOFTOP SWIMMING
Waterfront-6 BR-Heated Pool-Game Room-Fire Pit
Terrace/patio

Waterfront-6 BR-Heated Pool-Game Room-Fire Pit

9.0 out of 10, Wonderful, (12)
"The home was perfect for our yearly friend outing. We played outdoor games, had our furry friend with us and enjoyed every second of our stay. The home was what we needed. The downstairs shower is fantay. Not ADA accessible "
The price is AED 2,387
AED 5,046 total
includes taxes & fees
11 Apr - 12 Apr
Waterfront-6 BR-Heated Pool-Game Room-Fire Pit
Luxe Waterfront Home w/ Pool★Elevator★Gulf Access
Outdoor pool, a heated pool

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
The Villa at Harbor House
Fridge, microwave, oven, stovetop

The Villa at Harbor House

10.0 out of 10, Exceptional, (168)
"Everything you could ask for and more. Amazing host and hostess. "
The Villa at Harbor House
Clean, Bright New Beach Villa
On the beach

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 636
AED 1,446 total
includes taxes & fees
4 May - 5 May
Clean, Bright New Beach Villa
Blue Water Beach Rental #6 A little slice of beach paradise
On the beach

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 559
AED 1,278 total
includes taxes & fees
20 Apr - 21 Apr
Blue Water Beach Rental #6 A little slice of beach paradise
Waterfront Heated Pool, Sleeps 20 - 4plex
Property grounds

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
Remodeled Clean , Bright Indian Rocks Beach Villa. Pet Friendly
Beach nearby

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 598
AED 1,373 total
includes taxes & fees
7 Apr - 8 Apr
Remodeled Clean , Bright Indian Rocks Beach Villa. Pet Friendly
Beachfront 3 Bedroom 2 Bath Penthouse Indian Shores Florida With A Pool
Miscellaneous

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 2,121
AED 3,789 total
includes taxes & fees
21 Apr - 22 Apr
Beachfront 3 Bedroom 2 Bath Penthouse Indian Shores Florida With A Pool
New decorate house w 4 bedrooms
Fridge, microwave, oven, stovetop

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
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
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
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, (67)
"We enjoyed seeing dolphins right by our pier!"
Hidden Gem! Treasure Island Waterfront 2/2 with a pool and dock!
Flamingle in Palm Harbor
Fridge, microwave, oven, stovetop

Flamingle in Palm Harbor

9.8 out of 10, Exceptional, (13)
"Great place for a short stay for me and my husband! Super clean, comfortable and right by the Pinellas trail. Small but really all you need for two adults. Host is great, helpful and communicative. "
Flamingle in Palm Harbor
Charming 2-bedroom villa in East Lake Woodlands with AC, WiFi and pool access
Pool

Charming 2-bedroom villa in East Lake Woodlands with AC, WiFi and pool access

2.0 out of 10, (1)
"Awful place, awful owner. I rented this place for my grandparents to stay at for a visit. It is a dump. Nothing updated since it was built in 1981. Carpets turn your socks black when walking around. Dimly lit everywhere with only a weird LED bar for light in one bedroom. No pillows provided, just awful plastic couch. Remote for TV has buttons missing. Everything is just OLD! Nasty left over food in fridge.Z"
Charming 2-bedroom villa in East Lake Woodlands with AC, WiFi and pool access
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, (4445)
"Great room eith bay buew couldn't be beat, beautiful sunrises, sunsets!"
The price is AED 529
AED 661 total
includes taxes & fees
27 Apr - 28 Apr
Sailport Waterfront Suites
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, (3179)
"It is a great place some steps away the ocean. The communication is great too!. Two comfortable rooms and two bathrooms. There is a full equipped kitchen and a partial view of the sea. There is a restaurant in the hotel that serves good sandwiches! It has a pool for adults and another for kids. My family and I loved it. "
The price is AED 746
AED 935 total
includes taxes & fees
1 May - 2 May
Sunset Vistas Two Bedroom Beachfront 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, (4893)
"The employees were top-notch! Drivers Raymond and Jose were wonderful and so helpful. Myrta, at the clubhouse desk was super sweet! Thanks for a great stay!!"
The price is AED 621
AED 698 total
includes taxes & fees
1 May - 2 May
Chase Suite Hotel Rocky Point Tampa
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 598 and AED 2,387 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 149 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.