Vacation Rentals in Pinellas County
Start comparing over 7,338 rentals in Pinellas County and book at the best price!
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Child-friendly vacation rentals
Indian Rocks Beach, Pinellas County
10.0
Vacation rental for 5 people, with yard and terrace, with pets
Free cancellation
from $263 per night
Clearwater, Caladesi Island
Vacation rental for 2 people, with yard
Free cancellation
from $126 per night
Clearwater, Caladesi Island
Vacation rental for 2 people
Free cancellation
from $108 per night
Clearwater, Caladesi Island
Vacation rental for 2 people, with terrace
Free cancellation
from $112 per night
Vacation rentals with pets allowed
Treasure Island, Pinellas County
9.1
Vacation rental for 4 people, with yard
from $205 per night
Clearwater, Caladesi Island
9.7
Vacation rental for 2 people, with pool
Free cancellation
from $282 per night
St. Pete Beach, Pinellas County
9.7
Vacation rental for 6 people
from $339 per night
Safety Harbor, Pinellas County
10.0
Vacation rental for 2 people, with terrace, with pets
Free cancellation
from $183 per night
Vacation rentals in Pinellas County
Pinellas County
10.0
Vacation rental for 2 people, with yard and terrace
Free cancellation
from $125 per night
Clearwater, Caladesi Island
8.5
Vacation rental for 2 people, with balcony and pool
Free cancellation
from $198 per night
Clearwater, Caladesi Island
7.9
Vacation rental for 2 people
from $174 per night
Madeira Beach, Pinellas County
8.9
Vacation rental for 2 people, with terrace
Free cancellation
from $212 per night
Vacation rentals with sea view
Safety Harbor, Pinellas County
Vacation rental for 4 people, with balcony, kid friendly
Free cancellation
from $170 per night
Indian Rocks Beach, Pinellas County
Vacation rental for 4 people, with balcony and pool, kid friendly
Free cancellation
from $209 per night
Indian Rocks Beach, Pinellas County
Vacation rental for 4 people, with yard and terrace
Free cancellation
from $211 per night
Clearwater, Pinellas County
Vacation rental for 5 people, with yard and terrace as well as lake view
Free cancellation
from $202 per night
Vacation rentals with free cancellation
Treasure Island, Pinellas County
9.9
Vacation rental for 3 people, with pool
Free cancellation
from $153 per night
Indian Rocks Beach, Pinellas County
9.8
Vacation rental for 4 people, with yard and hot tub as well as terrace
Free cancellation
from $330 per night
Clearwater, Caladesi Island
Vacation rental for 2 people, with terrace
Free cancellation
from $249 per night
Tarpon Springs, Pinellas County
9.8
Vacation rental for 2 people, with yard and terrace
Free cancellation
from $132 per night
Current vacation rental deals in Pinellas County
Gulfport (FL), Pinellas County
9.7
Vacation rental for 4 people, with yard and terrace, with pets
Sat, 07/05 - Sat, 07/12
$1,093 $938 ·
Special Offer
Special offer! The property is offering a 14% discount. Book today to secure this price!
Gulfport (FL), Pinellas County
9.9
Vacation rental for 4 people, with yard and terrace
Sat, 07/05 - Sat, 07/12
$3,080 $2,859 ·
Special Offer
Special offer! The property is offering a 7% discount. Book today to secure this price!
St. Pete Beach, Pinellas County
9.7
Vacation rental for 8 people, with hot tub and terrace as well as pool
Thu, 07/03 - Sun, 07/06
$2,077 $1,929 ·
Special Offer
Special offer! The property is offering a 7% discount. Book today to secure this price!
St. Pete Beach, Pinellas County
10.0
Vacation rental for 6 people, with balcony
Sat, 07/05 - Sat, 07/12
$3,529 $3,187 ·
Special Offer
Special offer! The property is offering a 10% discount. Book today to secure this price!
Find Vacation Rentals in Pinellas County
Popular Destinations in Pinellas County
Best Vacation Rentals in Pinellas County
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Safety Harbor, Pinellas County
Vacation Rental • 4 Guests • 2 Bedrooms
Safety Harbor, Pinellas County
This first floor apartment's interior boasts a modern ambiance with subtle touches of old-Florida decor. Recently updated and newly furnished, "Canopy Cove" offers everything you need to make this the perfect "home away from home" during your stay in Safety Harbor. Accommodations include 1 King and 1 Queen bedroom, both complemented by spacious walk-in closets. The King Bedroom includes an ensuite bath while the queen bedroom offers a full bath just down the hall. Both bedrooms include ceiling fans and bedside charging ports for your electronic devices. The modern "chef's" kitchen features ...
from $170 / night
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Indian Rocks Beach, Pinellas County
Vacation Rental • 4 Guests • 2 Bedrooms
Indian Rocks Beach, Pinellas County
CONSTRUCTION UPDATE 3/1/2025: Please note there is additional maintenance taking place around the building that includes exterior painting and balcony work, this should last through 2025 into early 2026. The balcony will not be available through March 2025 due to construction and the ocean view will be obstructed.The open-concept living area features comfy recliner chairs and sofa, perfect for relaxing and enjoying the company of friends and family. The large flat-screen smart TV provides cable, surround sound, and access to your favorite streaming apps. The private balcony, complete with a...
from $209 / night
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Indian Rocks Beach, Pinellas County
Vacation Rental • 6 Guests • 2 Bedrooms
Indian Rocks Beach, Pinellas County
- BALCONY REPAIRS & CONSTRUCTION UPDATE - 1/1/2025: Please note that cosmetic construction and maintenance are being performed on the exterior of the building. The balcony may or may not be available during your stay due to construction. Guests staying in this unit will hear some noise related to this construction. Step inside this corner unit condo and be greeted by an abundance of natural light flooding through the windows, providing water views from almost every angle. The spacious living area features comfortable seating and a queen sleeper sofa, perfect for relaxing and enjoying th...
from $209 / night
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Popular Destinations in Pinellas County
Prices and availability
FAQs: Vacation Rentals in Pinellas County
How much does it cost to book a vacation rental in Pinellas County?
Based on last year, Pinellas County had an average price of $339 per night, a relatively high one for a destination in the USA.
During which months can you find the best price for vacation rentals in Pinellas County?
According to the previous year, the months with the cheapest prices in Pinellas County are September, October and August, with average prices of $290, $301, and $311, respectively.
When are vacation rentals more expensive in Pinellas County?
When it comes to looking for a vacation rental in Pinellas County, the months that cost the most are, in order of highest to lowest, March, February and April, with average prices per night of $419, $415, and $345, respectively.
Are there usually many vacation rentals available in Pinellas County?
We recommend you to book in advance in Pinellas County as only 14% of the properties are available throughout the year, following the data observed in the previous year.
Which months offer the highest availability?
The months when it's easiest to find free accommodation in Pinellas County are August (the average amount of properties that are available reached 26% of the total last year), September (20%), and October (20%).
When will it be harder to find an available vacation rental in Pinellas County?
The months with the lowest properties available in Pinellas County are, in order, March, February, and April with respective average availability figures of 1%, 2%, and 3%, based on the previous year. During these three months, the availability is very low (2%). It is therefore recommended to book far in advance.
Are there many rentals in Pinellas County?
We have 2,400 properties for you in Pinellas County, provided by our 10 local and international partners.
Vacation destinations in Pinellas County
- St. Petersburg (FL)Vacation Rentals
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- ClearwaterVacation Rentals
- Indian Rocks BeachVacation Rentals
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- Gulfport (FL)Vacation Rentals
- SeminoleVacation Rentals
- Safety HarborVacation Rentals
- South Pasadena (FL)Vacation Rentals
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