Search Villas in Oldsmar

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Check prices for these dates

In two weeks
23 Jan - 25 Jan
In two months
6 Mar - 8 Mar
In three months
3 Apr - 5 Apr
In four months
1 May - 3 May

Our top choices for Oldsmar villas

Exterior
Boho Villa B

Villa in Drew Park

Boho Villa B
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 820 total
includes taxes & fees
18 Jan - 19 Jan
Boho Villa B
Terrace/patio
#1 Rated Mansion • Heated Pool/Spa • Theater • Gym

Villa in Ballast Point

#1 Rated Mansion • Heated Pool/Spa • Theater • Gym
2.0 star property
10.0 out of 10, Exceptional, (1)
"WOW!! This house was an unbelievable place to host my entire family. It honestly exceeded expectations in every way. It felt like a place that was actually designed for families and groups to enjoy time together. The kids were obsessed with the game room and home theater. We had movie nights every evening with the recliner seats and popcorn machine, which quickly became everyone’s favorite part of the trip.The pool and hot tub were used daily. Having a private, heated pool meant the kids could...
United States
Genie M.
The price is AED 2,703
AED 5,009 total
includes taxes & fees
1 Feb - 2 Feb
#1 Rated Mansion • Heated Pool/Spa • Theater • Gym
Interior
2-bedroom villa in tranquil Tampa with cool AC breeze

Villa in Carrollwood

2-bedroom villa in tranquil Tampa with cool AC breeze
2.0 star property
The price is AED 235
AED 761 total
includes taxes & fees
9 Jan - 10 Jan
2-bedroom villa in tranquil Tampa with cool AC breeze
Exterior
Family villa w/ pool, fire pit & games

Villa in Clearwater

Family villa w/ pool, fire pit & games
10.0 out of 10, Exceptional, (2)
"Everything was great!! Decor was beautiful, pool was nice and all the outdoor activities was great!!"
United States
Rachel G.
The price is AED 667
AED 2,045 total
includes taxes & fees
11 Jan - 12 Jan
Family villa w/ pool, fire pit & games
Exterior
Quite Paradise near Gulf of Mexico, Salt/Heated pool!!!!!,Port Richey

Villa in West Port

Quite Paradise near Gulf of Mexico, Salt/Heated pool!!!!!,Port Richey
9.6 out of 10, Exceptional, (46)
"Very nice enjoyed our stay."
United States
Brian B.
The price is AED 588
AED 1,281 total
includes taxes & fees
11 Jan - 12 Jan
Quite Paradise near Gulf of Mexico, Salt/Heated pool!!!!!,Port Richey
Property grounds
3-bedroom villa in enchanting St. Petersburg with AC comfort

Villa in Childs Park

3-bedroom villa in enchanting St. Petersburg with AC comfort
2.0 star property
The price is AED 470
AED 1,200 total
includes taxes & fees
26 Jan - 27 Jan
3-bedroom villa in enchanting St. Petersburg with AC comfort
Outdoor dining
Wilderness Escape, by Breathtaking Natl Park

Villa in Town 'n' Country

Wilderness Escape, by Breathtaking Natl Park
8.6 out of 10, Excellent, (17)
"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 514
AED 1,201 total
includes taxes & fees
12 Jan - 13 Jan
Wilderness Escape, by Breathtaking Natl Park
Terrace/patio
6BR Waterfront • Heated Pool • Hot Tub • Game Room

Villa in Largo

6BR Waterfront • Heated Pool • Hot Tub • Game Room
2.0 star property
6BR Waterfront • Heated Pool • Hot Tub • Game Room
Exterior
2,100sqf Villa · KING Beds · Heated Pool · Game Room · GYM · Beach 2miles

Villa in Largo

2,100sqf Villa · KING Beds · Heated Pool · Game Room · GYM · Beach 2miles
2.0 star property
10.0 out of 10, Exceptional, (21)
"My best friend and I had a wonderful birthday get away here with our friends!! "
United States
Rebecca A.
The price is AED 694
AED 2,035 total
includes taxes & fees
21 Jan - 22 Jan
2,100sqf Villa · KING Beds · Heated Pool · Game Room · GYM · Beach 2miles
Outdoor dining
Blue Water Beach Rental #6 A little slice of beach paradise

Villa in Indian Rocks Beach

Blue Water Beach Rental #6 A little slice of beach paradise
8.0 out of 10, Very Good, (16)
"Place was clean and exactly what we were looking for! Great location and a beautiful place to relax by the beach!"
United States
Brian W.
The price is AED 521
AED 1,249 total
includes taxes & fees
31 Jan - 1 Feb
Blue Water Beach Rental #6 A little slice of beach paradise
Exterior
Boutique Stay: Near Beach, PSP4, Billiard or PingPong, Fire Pit, Private Yard

Villa in Park Lake Estates

Boutique Stay: Near Beach, PSP4, Billiard or PingPong, Fire Pit, Private Yard
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 764
AED 1,238 total
includes taxes & fees
26 Jan - 27 Jan
Boutique Stay: Near Beach, PSP4, Billiard or PingPong, Fire Pit, Private Yard
Exterior
Ocean Oasis | Steps to Beach, Local Charm, Balcony

Vacation Home in Indian Rocks Beach

Ocean Oasis | Steps to Beach, Local Charm, Balcony
8.8 out of 10, Excellent, (3)
"We loved the location, close to the beach. The ocean was wonderful and we ended up swimming with dolphins! The unit is very well equiped and we could do everything from playing cards to watching streaming services on the TV (without having to take our apple TV)."
United States
Somari D.
Ocean Oasis | Steps to Beach, Local Charm, Balcony
Exterior
Remodeled Clean , Bright Indian Rocks Beach Villa. Pet Friendly

Villa in Indian Rocks Beach

Remodeled Clean , Bright Indian Rocks Beach Villa. Pet Friendly
9.2 out of 10, Wonderful, (66)
"Great location "
United States
Shelly G.
The price is AED 613
AED 1,428 total
includes taxes & fees
24 Jan - 25 Jan
Remodeled Clean , Bright Indian Rocks Beach Villa. Pet Friendly
Exterior
Luxury Tiny Home 1 Bed - 1 Bath Unit B `Sandy`

Villa in Downtown Dunedin

Luxury Tiny Home 1 Bed - 1 Bath Unit B `Sandy`
2.0 star property
The price is AED 677
AED 1,327 total
includes taxes & fees
12 Jan - 13 Jan
Luxury Tiny Home 1 Bed - 1 Bath Unit B `Sandy`
Exterior
Boho- Minimalist villa

Villa in Drew Park

Boho- Minimalist villa
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 1,009 total
includes taxes & fees
18 Jan - 19 Jan
Boho- Minimalist villa
Exterior
Luxury Tiny Home 1 Bed 1 Bath Unit C “Shelly”

Villa in Downtown Dunedin

Luxury Tiny Home 1 Bed 1 Bath Unit C “Shelly”
2.0 star property
The price is AED 637
AED 1,261 total
includes taxes & fees
29 Jan - 30 Jan
Luxury Tiny Home 1 Bed 1 Bath Unit C “Shelly”
Microwave, oven, stovetop, dishwasher
Serene Pool Oasis Tampa Vacation Villa

Villa in Temple Terrace

Serene Pool Oasis Tampa Vacation Villa
7.6 out of 10, Good, (7)
"It was nice!"
United States
Jeanelle M.
The price is AED 1,028
AED 2,218 total
includes taxes & fees
27 Jan - 28 Jan
Serene Pool Oasis Tampa Vacation Villa
Property grounds
Beachside Bliss | Rooftop Gulf Views & Fun Vibes

Villa in Madeira Beach

Beachside Bliss | Rooftop Gulf Views & Fun Vibes
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 1,390
AED 4,106 total
includes taxes & fees
12 Jan - 13 Jan
Beachside Bliss | Rooftop Gulf Views & Fun Vibes
Exterior
Villa Valentino Luxury 8br Villa With Heated Pool 8 Bedroom Villa

Villa in Allen's Ridge

Villa Valentino Luxury 8br Villa With Heated Pool 8 Bedroom Villa
3.0 star property
The price is AED 1,865
AED 4,824 total
includes taxes & fees
20 Jan - 21 Jan
Villa Valentino Luxury 8br Villa With Heated Pool 8 Bedroom Villa
A heated pool
The Oasis Retreat | Pool + Game Room + Basketball + Massive Yard | Near Beach & Golf

Villa in Walsingham

The Oasis Retreat | Pool + Game Room + Basketball + Massive Yard | Near Beach & Golf
8.8 out of 10, Excellent, (36)
"it was a great place to stay, so big, really good for big group. the in law suite was so nice too. pool is an added plus points.the house is clean.the man cave was awesome, we didn't expect that.the carpet above smells nice, no musty smell. am allergic to carpet but not that. good job. "
United States
Roniel P.
The price is AED 1,528
AED 4,371 total
includes taxes & fees
1 Feb - 2 Feb
The Oasis Retreat | Pool + Game Room + Basketball + Massive Yard | Near Beach & Golf
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

Courtyard by Marriott Clearwater Beach

Courtyard by Marriott Clearwater Beach

10/10 Excellent
"Beautiful stay… if every Hotel would be like this one, I’d be in haven."
Steve 1-night trip
Posted 2 days ago
Courtyard by Marriott Clearwater Beach

Frequently asked questions

How much do villas in Oldsmar cost?
Villas in Oldsmar cost between AED 820 and AED 5,009 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 184 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.