Oldsmar Resorts
1200 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
CA $226/Night
For 7 Nights CA $1,585
1001.04 ft²
6 Guests
2 Bedrooms
2 Bathrooms
House
- Oceanfront
- Spa
- Fireplace/Heating
CA $240/Night
For 7 Nights CA $1,681
1 Bathroom
Family Friendly
Hotel
- Pool
- Balcony/Terrace
- Breakfast
CA $216/Night
For 7 Nights CA $1,508
1096 ft²
3 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Fireplace/Heating
- Pool
- Kitchen
CA $202/Night
For 7 Nights CA $1,413
2002.09 ft²
12 Guests
3 Bedrooms
2 Bathrooms
Free Cancellation
House
- Oceanfront
- Fireplace/Heating
- Ocean View
CA $1,002/Night
For 7 Nights CA $7,015
1300 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $240/Night
For 7 Nights CA $1,682
1054.86 ft²
4 Guests
2 Bedrooms
2 Bathrooms
House
- Fireplace/Heating
- Air Conditioner
- Internet
CA $434/Night
For 7 Nights CA $3,040
4 Guests
2 Bedrooms
2 Bathrooms
Couples Retreat
Condo
- Pool
- Balcony/Terrace
- Pet Friendly
CA $289/Night
For 7 Nights CA $2,024
1399.31 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Free Cancellation
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
CA $265/Night
For 7 Nights CA $1,854
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Fireplace/Heating
- Pool
- Kitchen
CA $187/Night
For 7 Nights CA $1,308
32550.06 ft²
6 Guests
1 Bedroom
2 Bathrooms
Free Cancellation
House
- Balcony/Terrace
- Parking
- Air Conditioner
CA $425/Night
For 7 Nights CA $2,977
1200 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
CA $223/Night
For 7 Nights CA $1,563
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
Frequently Asked Questions About Oldsmar Resorts
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
- EXECUTIVE HOME with RESORT POOL in the heart of Tampa Bay
- Shore Drive Sunshine fully furnished home pet friendly
- Near Clearwater Serene 3-bedroom house with AC in charming Oldsmar
- Spectacular Like New House, Close to Safety Harbor, Dunedin, Beaches & Shopping!
- Vacation Home w HOT TUB, 2 MASTER BEDROOMS, HEATED POOL NEAR BEACHES!
- Cozy Home Near the Bay with Private Pool
- 3 bed Villa with lake views within secure gated community
- Hampton Inn & Suites Tampa Northwest/Oldsmar
- Scenic Waterfront Getaway – Private Stay
2. How many Resorts are available in Oldsmar?
Currently, the total number of properties listed by RBO in 2026 is over 113 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
904.17 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Apartment
- Private Beach
- Oceanfront
- Pool
CA $148/Night
For 7 Nights CA $1,037
930 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Fireplace/Heating
- Pool
- Balcony/Terrace
CA $187/Night
For 7 Nights CA $1,312
1000 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
CA $276/Night
For 7 Nights CA $1,930
1390 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Villa
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $285/Night
For 7 Nights CA $1,996
1000 ft²
7 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Villa
- Oceanfront
- Fireplace/Heating
- Pool
CA $249/Night
For 7 Nights CA $1,744
1000 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Oceanfront
- Fireplace/Heating
- Pool
CA $127/Night
For 7 Nights CA $888
1773 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Fireplace/Heating
CA $448/Night
For 7 Nights CA $3,134
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Fireplace/Heating
- Pool
- Balcony/Terrace
CA $233/Night
For 7 Nights CA $1,634
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
CA $229/Night
For 7 Nights CA $1,604
4 Guests
2 Bedrooms
2 Bathrooms
Couples Retreat
House
CA $198/Night
For 7 Nights CA $1,388
4 Guests
2 Bedrooms
2 Bathrooms
Couples Retreat
House
CA $158/Night
For 7 Nights CA $1,104
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Breakfast
CA $276/Night
For 7 Nights CA $1,932
