Oldsmar Resorts
CA $416/Night
7 Nights - CA $2,915
House
10.0(1 Review)
3 Bedrooms
2 Baths
6 Guests
32550.06 ft²
Parking
Balcony/Terrace
View
Air Conditioner
CA $435/Night
7 Nights - CA $3,044
Hotel
9.4(1240 Reviews)
1 Bath
Breakfast- Parking
Pool- Balcony/Terrace
CA $149/Night
7 Nights - CA $1,042
House
10.0(41 Reviews)
2 Bedrooms
2 Baths
6 Guests
1200 ft²
Oceanfront- Parking
Ocean View- Balcony/Terrace
CA $295/Night
7 Nights - CA $2,062
Apartment
10.0(1 Review)
2 Bedrooms
2 Baths
6 Guests
904.17 ft²
Private Beach- Oceanfront
- Parking
- Pool
CA $151/Night
7 Nights - CA $1,060
Condo
10.0(22 Reviews)
2 Bedrooms
2 Baths
3 Guests
1096 ft²
- Parking
- Pool
Kitchen- Air Conditioner
CA $224/Night
7 Nights - CA $1,568
House
3 Bedrooms
2 Baths
12 Guests
2002.09 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
CA $1,025/Night
7 Nights - CA $7,172
House
10.0(16 Reviews)
2 Bedrooms
2 Baths
4 Guests
1300 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
CA $305/Night
7 Nights - CA $2,136
Apartment
2 Bedrooms
2 Baths
6 Guests
904.17 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
CA $217/Night
7 Nights - CA $1,519
Condo
10.0(8 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Pool
- Balcony/Terrace
- Air Conditioner
Internet
CA $360/Night
7 Nights - CA $2,518
Hotel
9.1(315 Reviews)
9 Baths
344.44 ft²
- Oceanfront
- Breakfast
EV Charge Station- Parking
CA $177/Night
7 Nights - CA $1,240
Condo
10.0(6 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Parking
- Pool
- Kitchen
- Air Conditioner
CA $245/Night
7 Nights - CA $1,717
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
- 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
- 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
- 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 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
Hotel
8.4(163 Reviews)
1 Bath
538.19 ft²
- Oceanfront
Hot Tub- Parking
- Pool
CA $160/Night
7 Nights - CA $1,118
Condo
10.0(1 Review)
2 Bedrooms
2 Baths
6 Guests
900 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
CA $278/Night
7 Nights - CA $1,946
House
10.0(1 Review)
2 Bedrooms
2 Baths
4 Guests
1200 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
CA $263/Night
7 Nights - CA $1,839
Condo
9.8(130 Reviews)
2 Bedrooms
2 Baths
4 Guests
930 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
CA $233/Night
7 Nights - CA $1,627
Villa
9.8(62 Reviews)
2 Bedrooms
2 Baths
4 Guests
1390 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
CA $308/Night
7 Nights - CA $2,157
Condo
9.6(73 Reviews)
2 Bedrooms
2 Baths
4 Guests
1000 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
CA $169/Night
7 Nights - CA $1,185
House
9.6(40 Reviews)
2 Bedrooms
2 Baths
6 Guests
1773 ft²
Private Pool- Oceanfront
- Parking
- Pool
CA $589/Night
7 Nights - CA $4,123
Condo
2 Bedrooms
2 Baths
4 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
CA $233/Night
7 Nights - CA $1,633
House
2 Bedrooms
2 Baths
4 Guests
1200 ft²
CA $224/Night
7 Nights - CA $1,567
CA $216/Night
7 Nights - CA $1,509
Hotel
8.0(1 Review)
1 Bath
- Breakfast
- Parking
- Pool
- Kitchen
CA $287/Night
7 Nights - CA $2,009
Hotel
2 Baths
- Breakfast
- Parking
- Pool
- Kitchen
CA $587/Night
7 Nights - CA $4,106
