Oldsmar Resorts
House
10.0(41 Reviews)
2 Bedrooms
2 Baths
6 Guests
1200 ft²
Oceanfront
Fireplace/Heating
Ocean View
Balcony/Terrace
US $215/Night
7 Nights - US $1,507
House
9.3(21 Reviews)
2 Bedrooms
2 Baths
6 Guests
1001.04 ft²
- Oceanfront
Spa- Fireplace/Heating
Pool
US $175/Night
7 Nights - US $1,225
Hotel
9.4(1240 Reviews)
1 Bath
- Pool
- Balcony/Terrace
Breakfast
Kitchen
US $106/Night
7 Nights - US $743
Condo
10.0(22 Reviews)
2 Bedrooms
2 Baths
3 Guests
1096 ft²
- Fireplace/Heating
- Pool
- Kitchen
Parking
US $159/Night
7 Nights - US $1,111
House
3 Bedrooms
2 Baths
12 Guests
2002.09 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $730/Night
7 Nights - US $5,113
House
10.0(16 Reviews)
2 Bedrooms
2 Baths
4 Guests
1300 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
View
US $173/Night
7 Nights - US $1,210
Apartment
2 Bedrooms
2 Baths
6 Guests
904.17 ft²
Private Beach- Oceanfront
- Pool
- Ocean View
US $108/Night
7 Nights - US $756
Condo
10.0(8 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Pool
- Balcony/Terrace
Pet Friendly
Air Conditioner
US $257/Night
7 Nights - US $1,797
Hotel
9.1(315 Reviews)
9 Baths
344.44 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $126/Night
7 Nights - US $884
Condo
10.0(5 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Pool
- Kitchen
- Parking
US $136/Night
7 Nights - US $953
Hotel
8.4(163 Reviews)
1 Bath
538.19 ft²
- Oceanfront
Hot Tub- Fireplace/Heating
- Pool
US $114/Night
7 Nights - US $797
House
10.0(1 Review)
2 Bedrooms
2 Baths
4 Guests
1200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $165/Night
7 Nights - US $1,156
Why Choose Rent By Owner for your Oldsmar Resorts?
What makes our Resorts special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Oldsmar
How to Book Your Oldsmar Resorts
What's our booking process?
Our platform allows you to browse a curated selection of resorts. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Oldsmar
Common Resorts Amenities
What amenities can you expect?
Our Resorts are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Other Places to Stay in Oldsmar, FL
Z - A Specialty Spa
East Lake Woodlands
Quail Forest
Elw Woods Landing
Oldsmar Historical Society Museum
Oldsmar Flea Market
Advanced Primary Care
Turtle Creek
Oldsmar Resorts Frequently Asked Questions
1. What are the top Resorts in Oldsmar?
There are a lot of options in Oldsmar. If you plan on staying in the Oldsmar area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Resorts in Oldsmar:
- Beautiful home in Oldsmar
- Shore Drive Sunshine fully furnished home pet friendly
- Near Clearwater Tampa Serene 3-bedroom house with Hot Tub in charming Oldsmar
- Waterfront Pool Retreat - WFH Ready - Near Corp HQs
- Experience Timeless Mid-Century Comfort Near Oldsmar’s Best Attractions
- Vacation Home w HOT TUB, 2 MASTER BEDROOMS, HEATED POOL NEAR BEACHES!
- Cozy Home Near the Bay with Private Pool
- Scenic Waterfront Getaway – Private Stay
- Hampton Inn & Suites Tampa Northwest/Oldsmar
- Entire House -Private Pool 3 Bedrooms 2 Baths
2. How many Resorts are available in Oldsmar?
Currently, the total number of properties listed by RBO in 2026 is over 114 in the Oldsmar area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Resorts in Oldsmar.
More Rentals You May Like Near Oldsmar
Hotel
8.3(51 Reviews)
4 Baths
566.45 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $195/Night
7 Nights - US $1,365
Condo
9.8(130 Reviews)
2 Bedrooms
2 Baths
4 Guests
930 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $165/Night
7 Nights - US $1,158
House
9.8(100 Reviews)
2 Bedrooms
2 Baths
4 Guests
1000 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $215/Night
7 Nights - US $1,508
Villa
9.8(62 Reviews)
2 Bedrooms
2 Baths
4 Guests
1390 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $218/Night
7 Nights - US $1,529
Condo
9.6(73 Reviews)
2 Bedrooms
2 Baths
4 Guests
1000 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $120/Night
7 Nights - US $841
House
9.6(40 Reviews)
2 Bedrooms
2 Baths
6 Guests
1773 ft²
Private Pool- Oceanfront
- Fireplace/Heating
- Pool
US $415/Night
7 Nights - US $2,904
Condo
9.6(20 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $198/Night
7 Nights - US $1,386
Villa
9.4(132 Reviews)
2 Bedrooms
2 Baths
7 Guests
1000 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $270/Night
7 Nights - US $1,893
US $154/Night
7 Nights - US $1,076
New
Condo
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
US $154/Night
7 Nights - US $1,075
House
2 Bedrooms
2 Baths
4 Guests
1200 ft²
US $148/Night
7 Nights - US $1,035
Hotel
8.0(1 Review)
1 Bath
- Fireplace/Heating
- Pool
- Breakfast
- Kitchen
US $205/Night
7 Nights - US $1,432
