House
10.0(46 Reviews)
2 Bedrooms
6 Guests
Parking
Ocean View
Balcony/Terrace
View
AU $310/Night
7 Nights - AU $2,169
Oldsmar Villa Rentals
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Compare Villas, Resorts, & Rentals in Oldsmar
10.0
Apartment
10.0(2 Reviews)
2 Bedrooms
6 Guests
Private Beach
Oceanfront- Parking
Pool
AU $154/Night
7 Nights - AU $1,077
Hotel
9.2(1004 Reviews)
Hot Tub
Breakfast- Parking
- Pool
AU $244/Night
7 Nights - AU $1,710
Condo
10.0(22 Reviews)
2 Bedrooms
3 Guests
- Parking
- Pool
Kitchen
Air Conditioner
AU $227/Night
7 Nights - AU $1,589
Apartment
10.0(1 Review)
2 Bedrooms
6 Guests
- Parking
- Pool
- Balcony/Terrace
- View
AU $230/Night
7 Nights - AU $1,612
House
10.0(17 Reviews)
2 Bedrooms
4 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
AU $311/Night
7 Nights - AU $2,175
Condo
10.0(8 Reviews)
2 Bedrooms
4 Guests
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
AU $348/Night
7 Nights - AU $2,433
Condo
10.0(2 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
AU $289/Night
7 Nights - AU $2,027
House
10.0(1 Review)
2 Bedrooms
4 Guests
- Balcony/Terrace
- Air Conditioner
Internet
Child Friendly
AU $359/Night
7 Nights - AU $2,514
Luxury Places to Stay in Oldsmar
Over 110+ Luxury Places to Stay in or Near Oldsmar
House
10.0(28 Reviews)
4 Bedrooms
10 Guests
Private Pool- Parking
- Pool
- Balcony/Terrace
AU $3,291/Night
7 Nights - AU $23,034
AU $2,171/Night
7 Nights - AU $15,200
Hotel
- Breakfast
- Parking
- Pool
- Kitchen
AU $1,204/Night
7 Nights - AU $8,429
Hotel
- Breakfast
- Parking
- Pool
- Kitchen
AU $1,204/Night
7 Nights - AU $8,429
House
3 Bedrooms
8 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
AU $1,041/Night
7 Nights - AU $7,287
Hotel
- Breakfast
- Parking
- Pool
- Kitchen
AU $903/Night
7 Nights - AU $6,322
Hotel
- Breakfast
- Parking
- Pool
- Kitchen
AU $903/Night
7 Nights - AU $6,322
House
10.0(15 Reviews)
4 Bedrooms
11 Guests
- Private Pool
- Parking
- Pool
- Kitchen
AU $864/Night
7 Nights - AU $6,047
House
3 Bedrooms
5 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
AU $837/Night
7 Nights - AU $5,862
Top-Rated Villas with a Pool in Oldsmar
Over 63+ Top-Rated Private Villas with a Pool in or Near Oldsmar
Condo
10.0(6 Reviews)
2 Bedrooms
4 Guests
- Parking
- Pool
- Kitchen
- Air Conditioner
AU $248/Night
7 Nights - AU $1,737
House
10.0(4 Reviews)
3 Bedrooms
7 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
AU $526/Night
7 Nights - AU $3,680
House
10.0(1 Review)
3 Bedrooms
8 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
AU $612/Night
7 Nights - AU $4,287
House
10.0(1 Review)
4 Bedrooms
8 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
AU $402/Night
7 Nights - AU $2,815
Condo
9.8(134 Reviews)
2 Bedrooms
4 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
AU $276/Night
7 Nights - AU $1,928
House
9.8(13 Reviews)
3 Bedrooms
10 Guests
- Private Pool
- Pool
- Kitchen
- Air Conditioner
AU $465/Night
7 Nights - AU $3,255
Condo
9.6(75 Reviews)
2 Bedrooms
4 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
AU $167/Night
7 Nights - AU $1,172
House
9.6(57 Reviews)
4 Bedrooms
16 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
AU $475/Night
7 Nights - AU $3,325
House
9.6(41 Reviews)
2 Bedrooms
6 Guests
- Private Pool
- Parking
- Pool
- Ocean View
AU $591/Night
7 Nights - AU $4,139
Pet-Friendly Villas in Oldsmar
Over 31+ Pet-Friendly Private Villas in or Near Oldsmar
Villa
9.8(62 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- View
- Kitchen
AU $393/Night
7 Nights - AU $2,752
Hotel
9.3(257 Reviews)
- Breakfast
EV Charge Station- Parking
- Pool
AU $179/Night
7 Nights - AU $1,250
Condo
9.6(20 Reviews)
2 Bedrooms
4 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
AU $283/Night
7 Nights - AU $1,980
Hotel
8.4(163 Reviews)
- Oceanfront
- Hot Tub
- Parking
- Pool
AU $150/Night
7 Nights - AU $1,048
House
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
AU $379/Night
7 Nights - AU $2,655
House
2 Bedrooms
4 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
AU $292/Night
7 Nights - AU $2,045
Condo
2 Bedrooms
4 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
AU $238/Night
7 Nights - AU $1,667
House
10.0(44 Reviews)
3 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
AU $296/Night
7 Nights - AU $2,075
House
9.6(52 Reviews)
3 Bedrooms
6 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
AU $291/Night
7 Nights - AU $2,037
Large Private Villas in Oldsmar
Over 8+ Large Villas in or Near Oldsmar for Groups and Families
Villa
8.6(8 Reviews)
3 Bedrooms
6 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
AU $254/Night
7 Nights - AU $1,776
Villa
10.0(1 Review)
2 Bedrooms
6 Guests
- Parking
- Pool
- Kitchen
- Air Conditioner
AU $259/Night
7 Nights - AU $1,816
Villa
6.0(2 Reviews)
2 Bedrooms
5 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
AU $401/Night
7 Nights - AU $2,810
House
3.0(1 Review)
5 Bedrooms
16 Guests
- Air Conditioner
Pet Friendly- Child Friendly
Bedding/Linens
AU $492/Night
7 Nights - AU $3,442
House
5 Bedrooms
16 Guests
- View
- Kitchen
- Air Conditioner
- Child Friendly
AU $530/Night
7 Nights - AU $3,711
Apartment
2 Bedrooms
25 Guests
- Parking
- Pool
- Kitchen
- Air Conditioner
AU $160/Night
7 Nights - AU $1,122
Villa
9.6(4 Reviews)
3 Bedrooms
8 Guests
- Hot Tub
- Parking
- Pool
- Kitchen
AU $286/Night
7 Nights - AU $2,002
AU $577/Night
7 Nights - AU $4,039
Wheelchair Accessible Holiday Homes in Oldsmar
Over 29+ Wheelchair Accessible Villas and Holiday Homes in or Near Oldsmar
Hotel
8.0(1 Review)
- Breakfast
- Parking
- Pool
- Kitchen
AU $299/Night
7 Nights - AU $2,091
AU $168/Night
7 Nights - AU $1,179
AU $296/Night
7 Nights - AU $2,069
Hotel
- Breakfast
- Parking
- Pool
- Kitchen
AU $602/Night
7 Nights - AU $4,217
Hotel
8.0(139 Reviews)
- Parking
- Pool
- Balcony/Terrace
- Air Conditioner
AU $153/Night
7 Nights - AU $1,075
Hotel
- Breakfast
- Parking
- Pool
- Kitchen
AU $602/Night
7 Nights - AU $4,217
Hotel
- Breakfast
- Parking
- Pool
- Kitchen
AU $299/Night
7 Nights - AU $2,096
Hotel
8.0(2 Reviews)
- Breakfast
- Parking
- Pool
- Kitchen
AU $248/Night
7 Nights - AU $1,736
Hotel
- Breakfast
- Parking
- Pool
- Kitchen
AU $498/Night
7 Nights - AU $3,483
Oldsmar Villas, Airbnb and Holiday Homes Under $200
Over 31+ Oldsmar Private Villas, Airbnb and Holiday Homes Under $200
House
10.0(1 Review)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
AU $275/Night
7 Nights - AU $1,927
AU $169/Night
7 Nights - AU $1,180
Hotel
8.4(1005 Reviews)
- Breakfast
- Parking
- Pool
- Balcony/Terrace
AU $169/Night
7 Nights - AU $1,183
AU $274/Night
7 Nights - AU $1,918
AU $269/Night
7 Nights - AU $1,886
House
2 Bedrooms
4 Guests
AU $226/Night
7 Nights - AU $1,582
AU $213/Night
7 Nights - AU $1,492
Condo
3 Bedrooms
6 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
AU $206/Night
7 Nights - AU $1,445
New
House
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
AU $242/Night
7 Nights - AU $1,695
Instantly Bookable Villa Rentals in Oldsmar
Over 40+ Instantly Bookable Private Villas in or Near Oldsmar
House
9.6(101 Reviews)
2 Bedrooms
4 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
AU $358/Night
7 Nights - AU $2,507
House
10.0(1 Review)
3 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
AU $451/Night
7 Nights - AU $3,158
House
9.4(18 Reviews)
3 Bedrooms
8 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
AU $562/Night
7 Nights - AU $3,931
House
9.4(18 Reviews)
3 Bedrooms
7 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
AU $447/Night
7 Nights - AU $3,130
House
3 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
AU $698/Night
7 Nights - AU $4,888
AU $412/Night
7 Nights - AU $2,882
House
10.0(5 Reviews)
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
AU $325/Night
7 Nights - AU $2,275
House
10.0(4 Reviews)
3 Bedrooms
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
AU $351/Night
7 Nights - AU $2,454
Apartment
10.0(4 Reviews)
1 Bedroom
2 Guests
- Hot Tub
- Parking
Spa- Ocean View
AU $128/Night
7 Nights - AU $898
Book a Last Minute Place to Stay in Oldsmar
About Oldsmar Vacation Rentals
There are more than 119 incredible getaway rentals that are available in Oldsmar. These choices include villas, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Relax with BedroomVillas and uncover great stays in Oldsmar.
BedroomVillas features numerous last-minute deals on villas, hotels, and rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With BedroomVillas in Oldsmar, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the BedroomVillas vacation rentals, resorts, and Airbnb-style properties in Oldsmar. Places to stay near Oldsmar are 573.41 ft² on average, with prices averaging AU $428 a night.
BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in Oldsmar. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect place to stay today.
Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods Oldsmar, FL
There are 36 hotels in Oldsmar and 68 rentals
- Prices for a holiday home in Oldsmar start at AU $150
- Top rated vacation home in Oldsmar is Coastal themed home near beach and airport
- Most popular short term in Oldsmar is Hilton Garden Inn Tampa Northwest/Oldsmar
- Cheapest place to stay in Oldsmar is Hampton Inn & Suites Tampa Northwest/Oldsmar
- Most expensive holiday rental in Oldsmar is EXECUTIVE HOME with RESORT POOL in the heart of Tampa Bay
Recently Booked Hotels, Resorts, or Rentals in Oldsmar
Frequently Asked Questions About Oldsmar?
What are the top hotels or resorts in Oldsmar?
We provide an array of great vacation destinations in Oldsmar. If you are looking to stay in or around the Oldsmar area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Oldsmar:
- Coastal themed home near beach and airport
- Beautiful home in Oldsmar
- EXECUTIVE HOME with RESORT POOL in the heart of Tampa Bay
- Cozy Two Bedroom Condo Tucked Away In The Serene Settings Of East Lake Woodlands
- Charming Two bedroom house near Beaches and Tampa Bay attractions.
- Shore Drive Sunshine fully furnished home pet friendly
- NEW- 2 bed/2 bath WATERVIEW CENTRAL LOCATION TAMPA
- Cozy 2BR condo w/Pool in Gated community. close to beaches/resturants/shopping
- Near Clearwater Tampa Serene 3-bedroom house with Hot Tub in charming Oldsmar
- Sunset Escape Heated Pool : Honeymoon Island Pass + Gated Community
How many vacation rentals have private pools in Oldsmar?
We have 6 luxury villas and vacation rentals featuriung a private pool in and near Oldsmar. Some of the best destinations to stay that feature or have access to a swimming pool are:
Which hotel or resort in Oldsmar is best for families?
Searching for a family-friendly getaway in Oldsmar? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.
How many hotels, resorts, or rentals are available in Oldsmar?
BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2026 is over 119 in the Oldsmar area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas can provide you with a diverse amount of choices of the best luxury stays in Oldsmar.
Nearby Neighborhood (4)
| Neighborhood | Property Count |
|---|---|
| East Lake Woodlands Rental Villas and Private Getaways in Tampa, Florida | 245 |
| Quail Forest Rental Villas and Private Getaways in Tampa, Florida | 237 |
| Elw Woods Landing Rental Villas and Private Getaways in Tampa, Florida | 192 |
| Turtle Creek Rental Villas and Private Getaways in Tampa, Florida | 151 |
