Search Oldsmar Villa Rentals from CA $217

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Check prices for these dates

Next weekend
May 2 - May 4
In two weeks
May 9 - May 11
In one month
May 23 - May 25
In two months
Jun 20 - Jun 22

Browse Select Oldsmar Villas

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, (31)
"Great location "
Come and enjoy Beachside villa suite #2 Steps from BEACH
Chestnut Villas Down Town Tampa
Luxury Villa | Private kitchen

Chestnut Villas Down Town Tampa

3.0 star property
4.8 out of 10, (38)
"What a pleasant surprise! Super spacious and well renovated and super clean!! "
Chestnut Villas Down Town Tampa
Wilderness Escape, by Breathtaking Natl Park
Outdoor dining

Wilderness Escape, by Breathtaking Natl Park

8.4 out of 10, Very good, (9)
"We were in town for 2 days before a cruise. Nice place, comfy. Good restaurants nearby. Not far from Clearwater. "
The price is CA $347
CA $651 total
includes taxes & fees
May 2 - May 3
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, (8)
"We had a great time with a large group. The backyard was beautiful and the communication was very quick!"
#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, (31)
"Easy to book, clean, and communication with owner was easy."
The price is CA $276
CA $552 total
includes taxes & fees
Apr 28 - Apr 29
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, (19)
"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

9.4 out of 10, Exceptional, (12)
"We decided to book this particular house for the kids areas and the multiple bedrooms available. We were 2 families of 4 with kids under 10. There certainly were plenty of space for everyone to have their own bed however the layout was a little weird. You could definitely tell they put as many beds as possible to accommodate as many people. The game room pictured was fun to look at but most of the table games were either broken or missing pieces. The kids bunk room in the basement was definitely...
The price is CA $1,057
CA $1,785 total
includes taxes & fees
May 23 - May 24
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

9.4 out of 10, Exceptional, (8)
"The house was beautiful and right on the gulf. Thought there was beach access beyond the pool and there was no beach. The elevator was down and we were not able to use it however I was counting on it due to my bad back with the suitcases. No use of the garage.The garage was well stocked with bicycles, kayaks, pool items, etc. The pool was warm and well cared for.The location is embedded in a neighborhood and away and far from things like Clearwater or St. Pete's beaches. So if you want some...
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, (169)
"This Villa was so clean, so pretty, so fully stocked with anything we needed for our 10 day stay, just a delight to spend time at the Villa and in Safety Harbor. Excellent walking location to restaurants, museums, parks, the Bay, a really fun, neighborly and friendly town. Christine our host was the best - available to answer any questions any time (but we really didn't have any, everything was so easy to use, or figure out, or laid out so thoughtfully). We will definitely stay here again, one...
The Villa at Harbor House
Clean, Bright New Beach Villa
On the beach

Clean, Bright New Beach Villa

9.4 out of 10, Exceptional, (63)
"Overall was a good stay! Nice area, not far from things to do with the kids. "
The price is CA $226
CA $541 total
includes taxes & fees
May 3 - May 4
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

7.8 out of 10, Good, (13)
"Place was clean and exactly what we were looking for! Great location and a beautiful place to relax by the beach!"
The price is CA $217
CA $492 total
includes taxes & fees
Apr 28 - Apr 29
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, (10)
"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, (58)
"We were extremely satisfied with this property. It is located close to everything and just a 3-5 minute walk to the beach. It’s also within walking distance to many very good restaurants and shops. It was very clean and had all the amenities including a nice backyard area with a new bbq grill. The kitchen was fully stocked with everything necessary if you prefer to prepare your own meals. The only thing that was missing was an ironing board so we bought one and left it for future occupants (we...
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, (78)
"This place was beautiful and perfectly located. Would definitely recommend it!"
The price is CA $873
CA $1,523 total
includes taxes & fees
May 5 - May 6
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, (69)
"We had the best time on our vacation. You have a beautiful place and is set up to fell very homey. We look forward to enjoying it again next year. Ryan and Debbie Brouillette "
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, (17)
"Just the cutest unit. Bedroom was perfect. Kitchen was perfect...it had everything one would need for a stay. Living room area was comfortable and just big enough for us. Centrally located. Very clean. And the hostess was very responsive. We would absolutely stay here again!!"
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

6.0 out of 10, (2)
"This location is central and thus, very convenient to the beach, the airport, and my son’s. The space is spacious and very clean. I will look for this location again for my next visit! "
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, (4484)
"We stayed here for two nights while in Tampa to visit family and see a ball game. The unit was layed out oddly. It was not filthy, but could use a deeper clean. The property was located on the water with a beach area, but no access to swimming . They advertise a fishing pier, but it was damaged and roped off for safety concerns. The best part of the property was the pool area and restaurant and bar. The food was delicious and the staff were super friendly and helpful. "
The price is CA $169
CA $216 total
includes taxes & fees
May 27 - May 28
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, (3193)
"Clean, beautiful, fully stocked kitchen, beach toys available for kids, clean beach with beach chair rentals available. Working washer and dryer, and super comfortable beds and pillows. "
The price is CA $239
CA $304 total
includes taxes & fees
May 19 - May 20
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, (4918)
"Great stay"
The price is CA $183
CA $206 total
includes taxes & fees
Apr 28 - Apr 29
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 CA $217 and CA $1,057 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.