Oldsmar Resorts
House
10.0(43 Reviews)
2 Bedrooms
2 Baths
6 Guests
1200 ft²
Oceanfront
Parking
Ocean View
Balcony/Terrace
R3,173/Night
7 Nights - R22,218
Apartment
10.0(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
904.17 ft²
Private Beach- Oceanfront
- Parking
Pool
R1,767/Night
7 Nights - R12,369
Hotel
9.4(1240 Reviews)
1 Bath
Breakfast- Parking
- Pool
- Balcony/Terrace
R1,738/Night
7 Nights - R12,156
Condo
10.0(22 Reviews)
2 Bedrooms
2 Baths
3 Guests
1096 ft²
- Parking
- Pool
Kitchen
Air Conditioner
R2,607/Night
7 Nights - R18,242
House
10.0(1 Review)
3 Bedrooms
2 Baths
6 Guests
32550.06 ft²
- Parking
- Balcony/Terrace
View- Air Conditioner
R5,072/Night
7 Nights - R35,503
House
10.0(17 Reviews)
2 Bedrooms
2 Baths
4 Guests
1300 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
R4,121/Night
7 Nights - R28,844
House
3 Bedrooms
2 Baths
8 Guests
2002.09 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
R11,951/Night
7 Nights - R83,653
Condo
10.0(8 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Pool
- Balcony/Terrace
- Air Conditioner
Internet
R4,173/Night
7 Nights - R29,204
Apartment
2 Bedrooms
2 Baths
6 Guests
904.17 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
R2,532/Night
7 Nights - R17,719
Condo
10.0(6 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Parking
- Pool
- Kitchen
- Air Conditioner
R2,866/Night
7 Nights - R20,058
Hotel
9.2(294 Reviews)
9 Baths
344.44 ft²
- Oceanfront
- Breakfast
EV Charge Station- Parking
R2,067/Night
7 Nights - R14,463
Condo
10.0(1 Review)
2 Bedrooms
2 Baths
6 Guests
900 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
R2,993/Night
7 Nights - R20,942
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.
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
- Shore Drive Sunshine fully furnished home pet friendly
- Near Clearwater Tampa Serene 3-bedroom house with Hot Tub in charming Oldsmar
- Experience Timeless Mid-Century Comfort Near Oldsmar’s Best Attractions
- Waterfront Pool Retreat - WFH Ready - Near Corp HQs
- Pierfront Oasis by the bay
- Cozy Home Near the Bay with Private Pool
- Vacation Home w HOT TUB, 2 MASTER BEDROOMS, HEATED POOL NEAR BEACHES!
- Spectacular Like New House, Close to Safety Harbor, Dunedin, Beaches & Shopping!
- 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 115 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
8.4(163 Reviews)
1 Bath
538.19 ft²
- Oceanfront
Hot Tub- Parking
- Pool
R2,051/Night
7 Nights - R14,348
House
10.0(1 Review)
2 Bedrooms
2 Baths
4 Guests
1200 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
R2,810/Night
7 Nights - R19,666
Condo
9.8(132 Reviews)
2 Bedrooms
2 Baths
4 Guests
930 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
R2,745/Night
7 Nights - R19,208
Villa
9.8(62 Reviews)
2 Bedrooms
2 Baths
4 Guests
1390 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
R3,596/Night
7 Nights - R25,163
Condo
9.6(74 Reviews)
2 Bedrooms
2 Baths
4 Guests
1000 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
R1,972/Night
7 Nights - R13,809
New
House
9.6(40 Reviews)
2 Bedrooms
2 Baths
6 Guests
1773 ft²
Private Pool- Oceanfront
- Parking
- Pool
R6,852/Night
7 Nights - R47,970
Condo
2 Bedrooms
2 Baths
4 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
R2,728/Night
7 Nights - R19,093
House
2 Bedrooms
2 Baths
4 Guests
1200 ft²
R2,605/Night
7 Nights - R18,242
R2,533/Night
7 Nights - R17,735
Hotel
8.0(1 Review)
1 Bath
- Breakfast
- Parking
- Pool
- Kitchen
R3,429/Night
7 Nights - R24,001
Hotel
2 Baths
- Breakfast
- Parking
- Pool
- Kitchen
R6,915/Night
7 Nights - R48,412
Hotel
2 Baths
- Breakfast
- Parking
- Pool
- Kitchen
R6,907/Night
7 Nights - R48,346
