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Check prices for these dates

Next weekend
28 Nov - 30 Nov
In two weeks
5 Dec - 7 Dec
In one month
19 Dec - 21 Dec
In two months
16 Jan - 18 Jan

Villas in Oldsmar

Exterior
Boho Villa B

Boho Villa B

Drew Park
10.0 out of 10, Exceptional, (1)
"It was a great location for the game but everything else was driving distance which we used uber. Communication was not as prompt as I was hoping and it always seemed a recording not a actual person very clean and cute thanks "
United States
Brenda C.
The price is AED 290
AED 838 total
includes taxes & fees
20 Nov - 21 Nov
Boho Villa B
Exterior
Pool, Private Yard, Grill, Massage Bed Within 2 miles of USF, Moffit Center

Pool, Private Yard, Grill, Massage Bed Within 2 miles of USF, Moffit Center

Temple Terrace
10.0 out of 10, Exceptional, (5)
"The accommodation was very comfortable and the host was very responsive to our questions. I would highly recommend this accommodation to future guests!"
United States
WALTER K.
The price is AED 392
AED 1,490 total
includes taxes & fees
23 Nov - 24 Nov
Pool, Private Yard, Grill, Massage Bed Within 2 miles of USF, Moffit Center
Terrace/patio
Boutique Stay: Near Beach, PSP4, Billiard or PingPong, Fire Pit, Private Yard

Boutique Stay: Near Beach, PSP4, Billiard or PingPong, Fire Pit, Private Yard

Park Lake Estates
9.0 out of 10, Wonderful, (4)
"The property was well maintained. We were comfortable. Location was close to restaurants, grocery stores, beaches etc…"
United States
Vicki E.
The price is AED 348
AED 628 total
includes taxes & fees
20 Nov - 21 Nov
Boutique Stay: Near Beach, PSP4, Billiard or PingPong, Fire Pit, Private Yard
Exterior
Private Resort Villa | Heated Pool + Game Room + Near Gulf Beaches

Private Resort Villa | Heated Pool + Game Room + Near Gulf Beaches

Walsingham
10.0 out of 10, Exceptional, (3)
"We loved this rental! Can't wait to come back again!"
United States
Elizabeth O.
Private Resort Villa | Heated Pool + Game Room + Near Gulf Beaches
Outdoor dining
Wilderness Escape, by Breathtaking Natl Park

Wilderness Escape, by Breathtaking Natl Park

Town 'n' Country
8.4 out of 10, Very Good, (15)
"Great little house on the edge of the state park. It’s quiet and relaxing, but also less than a mile from any convenience you need. We would stay again. "
United States
Scott W.
The price is AED 386
AED 1,037 total
includes taxes & fees
2 Dec - 3 Dec
Wilderness Escape, by Breathtaking Natl Park
Exterior
2,100sqf Villa · KING Beds · Heated Pool · Game Room · GYM · Beach 2miles

2,100sqf Villa · KING Beds · Heated Pool · Game Room · GYM · Beach 2miles

2.0 star property
Largo
10.0 out of 10, Exceptional, (20)
"Excellent neighborhood and location. Very close to everything. The house was as advertised! Loved the private pool and lots of room! Highly recommend!"
United States
Suzanne H.
The price is AED 694
AED 2,005 total
includes taxes & fees
30 Nov - 1 Dec
2,100sqf Villa · KING Beds · Heated Pool · Game Room · GYM · Beach 2miles
Exterior
The Salty Pelican on the Pinellas Trail

The Salty Pelican on the Pinellas Trail

Ozona
9.6 out of 10, Exceptional, (9)
"Place is super easy to find and close to everything we wanted to do and see. Would definitely stay there again..."
United States
Maryann G.
The price is AED 331
AED 1,033 total
includes taxes & fees
1 Dec - 2 Dec
The Salty Pelican on the Pinellas Trail
Exterior
Quite Paradise near Gulf of Mexico, Salt/Heated pool!!!!!,Port Richey

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

West Port
9.6 out of 10, Exceptional, (44)
"Very nice enjoyed our stay."
United States
Brian B.
The price is AED 643
AED 1,353 total
includes taxes & fees
20 Nov - 21 Nov
Quite Paradise near Gulf of Mexico, Salt/Heated pool!!!!!,Port Richey
Exterior
Boho Villa A

Boho Villa A

Drew Park
10.0 out of 10, Exceptional, (1)
"THANK YOU."
United States
Babette R.
The price is AED 309
AED 863 total
includes taxes & fees
20 Nov - 21 Nov
Boho Villa A
Microwave, oven, stovetop, dishwasher
Serene Pool Oasis Tampa Vacation Villa

Serene Pool Oasis Tampa Vacation Villa

Temple Terrace
9.4 out of 10, Exceptional, (3)
"Very nice area, quiet neighborhood. Great place!"
United States
Jesse T.
The price is AED 1,249
AED 2,508 total
includes taxes & fees
16 Dec - 17 Dec
Serene Pool Oasis Tampa Vacation Villa
Exterior
Beach theme 2-bed villa WiFi in Palm Harbor HONEYMOON ISLAND Pinellas trail

Beach theme 2-bed villa WiFi in Palm Harbor HONEYMOON ISLAND Pinellas trail

Lake St. George
The price is AED 496
AED 1,167 total
includes taxes & fees
20 Dec - 21 Dec
Beach theme 2-bed villa WiFi in Palm Harbor HONEYMOON ISLAND Pinellas trail
Exterior
Boho- Minimalist villa

Boho- Minimalist villa

Drew Park
9.0 out of 10, Wonderful, (4)
"Great location within walking distance to the stadium. Super clean and comfortable."
United States
Melissa
The price is AED 441
AED 998 total
includes taxes & fees
19 Dec - 20 Dec
Boho- Minimalist villa
Terrace/patio
#1 Rated Mansion • Heated Pool/Spa • Theater • Gym

#1 Rated Mansion • Heated Pool/Spa • Theater • Gym

2.0 star property
Ballast Point
The price is AED 2,123
AED 4,354 total
includes taxes & fees
29 Nov - 30 Nov
#1 Rated Mansion • Heated Pool/Spa • Theater • Gym
Property grounds
Beachside Bliss | Rooftop Gulf Views & Fun Vibes

Beachside Bliss | Rooftop Gulf Views & Fun Vibes

Madeira Beach
10.0 out of 10, Exceptional, (1)
"Could not have asked for a better place to stay. Everyone in our party commented on how amazing it was. We were just a few steps from beach access and felt pampered. They provided everything we needed for an amazing stay! You won’t be disappointed with this place. Thank you "
United States
stacy w.
The price is AED 1,399
AED 4,119 total
includes taxes & fees
24 Nov - 25 Nov
Beachside Bliss | Rooftop Gulf Views & Fun Vibes
Outdoor dining
Vacation Villa in Tampa 17 Guest

Vacation Villa in Tampa 17 Guest

2.0 star property
Town 'n' Country
The price is AED 1,836
AED 3,413 total
includes taxes & fees
20 Dec - 21 Dec
Vacation Villa in Tampa 17 Guest
Terrace/patio
2BR 2.5BTH Beach Retreat - Free Stays for Pups!

2BR 2.5BTH Beach Retreat - Free Stays for Pups!

Indian Rocks Beach
The price is AED 1,837
AED 3,133 total
includes taxes & fees
20 Nov - 21 Nov
2BR 2.5BTH Beach Retreat - Free Stays for Pups!
Exterior
Sleeps 6 Hot Tub Fenced Yard Cozy Chic

Sleeps 6 Hot Tub Fenced Yard Cozy Chic

3.0 star property
Town 'n' Country
2.0 out of 10, (4)
"Home was listed as available on Expedia booked around 8 am never got check in instructions figured since 3PM was check in time I would get a email with details then…….. NOPE considering I live 3 hours away I called the property to find out this home was available never got a phone call a email or anything I’m sure the property was notified of the booking hours prior just like hotels get the booking almost immediately but still never got any communication spent 4 Hours on the phone with Expedia...
United States
Amanda
Sleeps 6 Hot Tub Fenced Yard Cozy Chic
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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Top Oldsmar Hotel Reviews

Hyatt Regency Clearwater Beach Resort & Spa

Hyatt Regency Clearwater Beach Resort & Spa

10/10 Excellent
"First time in Clearwater with my almost five year old and my husband. Loved the kitchenette and the tub in our room along with the heated pool. The surrounding restaurants were a bit loud in the evening but overall it was a comfortable stay and we would absolutely stay here again."
Kristine 3-night trip
Posted 11 hours ago
Hyatt Regency Clearwater Beach Resort & Spa

Frequently asked questions

How much do villas in Oldsmar cost?
Villas in Oldsmar cost between AED 628 and AED 4,354 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 146 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.