Pinellas County Vacation Rentals with Pools
New
House
3 Bedrooms
3 Baths
10 Guests
Private Pool
Hot Tub
Fireplace/Heating
Pool
R22,692/Night
7 Nights - R158,846
House
10.0(13 Reviews)
4 Bedrooms
3 Baths
12 Guests
4800.7 ft²
- Private Pool
Oceanfront- Fireplace/Heating
- Pool
R21,037/Night
7 Nights - R147,253
Bed & Breakfast
10.0(47 Reviews)
1 Bedroom
1 Bath
- Pool
Balcony/Terrace
Breakfast
Kitchen
R2,861/Night
7 Nights - R20,023
New
House
4 Bedrooms
3 Baths
10 Guests
- Private Pool
- Fireplace/Heating
- Pool
Ocean View
R20,431/Night
7 Nights - R143,013
House
10.0(10 Reviews)
3 Bedrooms
3 Baths
11 Guests
1496.18 ft²
- Fireplace/Heating
- Pool
View
Pet Friendly
R7,974/Night
7 Nights - R55,814
New
House
5 Bedrooms
4 Baths
18 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
R14,497/Night
7 Nights - R101,476
Apartment
10.0(10 Reviews)
2 Bedrooms
2 Baths
9 Guests
861.11 ft²
- Fireplace/Heating
- Pool
- Pet Friendly
Parking
R7,639/Night
7 Nights - R53,479
New
House
4 Bedrooms
4 Baths
22 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
R12,384/Night
7 Nights - R86,686
House
10.0(10 Reviews)
6 Bedrooms
4 Baths
12 Guests
10763.91 ft²
- Oceanfront
- Pool
- Ocean View
- View
R17,523/Night
7 Nights - R122,658
House
3 Bedrooms
3 Baths
6 Guests
1852 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
R12,103/Night
7 Nights - R84,715
House
10.0(7 Reviews)
4 Bedrooms
2 Baths
11 Guests
1625.35 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
R6,963/Night
7 Nights - R48,742
New
House
5 Bedrooms
2 Baths
9 Guests
23185 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
R11,956/Night
7 Nights - R83,688
Why Choose Rent By Owner for your Pinellas County Vacation Rentals with Pools?
What makes our Vacation Rentals with Pools 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 Pinellas County
How to Book Your Pinellas County Vacation Rentals with Pools
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals with pools. 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 Pinellas County
Common Vacation Rentals with Pools Amenities
What amenities can you expect?
Our Vacation Rentals with Pools 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 Pinellas County, FL
St. Petersburg - Clearwater
Clearwater-St. Pete Beaches
St. Petersburg
Treasure Island
Clearwater Beach
Madeira Beach
Indian Rocks Beach
Indian Shores
St. Petersburg - Clearwater Beaches
St. Pete Beach
Downtown St. Petersburg
Frequently Asked Questions About Pinellas County Rentals with Pools
1. What are the top Rentals With Pools in Pinellas County?
There are a lot of options in Pinellas County. If you plan on staying in the Pinellas County area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Rentals With Pools in Pinellas County:
- Casa Dolphina: 6BR Waterfront Mini-Resort—Pool & Spa, Sunsets, Dock, St. Pete FL
- Ivory Sands Beach Suites
- Breathtaking Gulf Facing Condo Hotel Suite
- Updated condo just steps to the white sand beaches of Clearwater Beach
- 1 Bedroom Penthouse Suite located within the Sandpearl Resort & Spa
- You Are Closer to Your Own Private Paradise on Beautiful Tampa Bay!
- 230+ Reviews! Gulf Retreat I: Amazing views, luxury comfort, steps to beach
- Exquisite 2 BR/2 BA Waterfront Beach Condo + Free Water Park!
- Spacious top floor 3 bedroom condo overlooking the beautiful Gulf of America!
- Comfortable Beach Cottage w/Pool & Awesome Backyard, just steps to Beach
2. How many Rentals With Pools are available in Pinellas County?
Currently, the total number of properties listed by RBO in 2026 is over 13001 in the Pinellas County area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Rentals With Pools in Pinellas County.
More Rentals You May Like Near Pinellas County
House
10.0(6 Reviews)
4 Bedrooms
4 Baths
10 Guests
1463.89 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- View
R6,774/Night
7 Nights - R47,417
House
4 Bedrooms
2 Baths
12 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
R11,469/Night
7 Nights - R80,276
House
4 Bedrooms
3 Baths
18 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
R11,453/Night
7 Nights - R80,177
New
Condo
3 Bedrooms
3 Baths
8 Guests
1800 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
R10,871/Night
7 Nights - R76,103
New
Condo
2 Bedrooms
2 Baths
5 Guests
1221 ft²
- Private Pool
- Pool
Child Friendly
Designated Smoking Area
R10,360/Night
7 Nights - R72,525
House
3 Bedrooms
3 Baths
9 Guests
850 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
R9,692/Night
7 Nights - R67,838
Condo
3 Bedrooms
3 Baths
8 Guests
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
R8,946/Night
7 Nights - R62,621
New
Condo
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
R7,673/Night
7 Nights - R53,711
Condo
3 Bedrooms
2 Baths
8 Guests
1300 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
R7,178/Night
7 Nights - R50,249
Condo
3 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
R7,149/Night
7 Nights - R50,050
Apartment
3 Bedrooms
2 Baths
6 Guests
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
R7,056/Night
7 Nights - R49,388
New
House
4 Bedrooms
3 Baths
12 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
R6,956/Night
7 Nights - R48,692
