Vacation Rentals in Pinellas County
Start comparing over 4,367 rentals in Pinellas County and book at the best price!
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Child-friendly vacation rentals
Pinellas Park, Pinellas County
9.8
Vacation rental for 8 people, with yard and balcony, kid friendly
Free cancellation
from $187 per night
Tarpon Springs, Pinellas County
10.0
Vacation rental for 5 people, with yard and balcony, kid friendly
Free cancellation
from $132 per night
Indian Rocks Beach, Pinellas County
Vacation rental for 5 people, with yard and terrace, with pets
Free cancellation
from $278 per night
Seminole, Pinellas County
8.0
Vacation rental for 4 people, kid friendly
Free cancellation
from $125 per night
Vacation rentals with pets allowed
Madeira Beach, Pinellas County
8.6
Vacation rental for 4 people, with terrace, with pets
from $69 per night
Indian Rocks Beach, Pinellas County
10.0
Vacation rental for 10 people, with yard and balcony, kid friendly
Free cancellation
from $517 per night
Indian Rocks Beach, Pinellas County
10.0
Vacation rental for 4 people, with balcony and yard, kid friendly
Free cancellation
from $168 per night
Pinellas County
10.0
Vacation rental for 7 people, with yard and terrace, with pets
Free cancellation
from $208 per night
Vacation rentals in Pinellas County
Clearwater, Caladesi Island
Vacation rental for 3 people, with balcony, kid friendly
Free cancellation
from $127 per night
Palm Harbor, Pinellas County
10.0
Vacation rental for 16 people, with balcony/terrace
Free cancellation
from $1,420 per night
Gulfport (FL), Pinellas County
Vacation apartment for 2 people, with yard and terrace
Free cancellation
from $131 per night
Tarpon Springs, Pinellas County
10.0
Vacation rental for 8 people, with yard and balcony, kid friendly
Free cancellation
from $286 per night
Vacation rentals with sea view
Clearwater, Caladesi Island
Vacation rental for 56 people, with yard and terrace, with pets
Free cancellation
from $5,148 per night
Clearwater, Caladesi Island
Vacation rental for 28 people, with terrace and yard, with pets
Free cancellation
from $2,627 per night
Clearwater, Caladesi Island
Vacation rental for 14 people, with balcony and yard, kid friendly
Free cancellation
from $1,286 per night
Clearwater, Caladesi Island
Vacation rental for 2 people, with yard and pool
Free cancellation
from $141 per night
Vacation rentals with free cancellation
Clearwater, Caladesi Island
Vacation rental for 2 people, with terrace
Free cancellation
from $129 per night
Clearwater, Caladesi Island
Vacation rental for 3 people, with yard
Free cancellation
from $123 per night
Pinellas County
10.0
Vacation rental for 5 people, with yard, with pets
Free cancellation
from $117 per night
Clearwater, Caladesi Island
Vacation rental for 2 people, with yard
Free cancellation
from $125 per night
Current vacation rental deals in Pinellas County
Indian Rocks Beach, Pinellas County
10.0
Vacation rental for 2 people, with yard
Free cancellation
Fri, 06/05 - Fri, 06/12
$2,506 $2,212 ·
Long stay deal
This accommodation offers a 12% discount on long-term stays.
Clearwater, Caladesi Island
9.5
Vacation rental for 7 people, with terrace
Free cancellation
Sun, 07/12 - Sun, 07/19
$5,467 $5,048 ·
Long stay deal
This accommodation offers a 8% discount on long-term stays.
Treasure Island, Pinellas County
9.9
Vacation rental for 6 people, with terrace
Free cancellation
Sat, 09/26 - Wed, 09/30
$2,138 $1,984 ·
Special Offer
Special offer! The property is offering a 7% discount. Book today to secure this price!
Clearwater, Caladesi Island
9.1
Vacation rental for 4 people, with yard and pool as well as hot tub
Free cancellation
Thu, 12/24 - Mon, 12/28
$2,191 $2,036 ·
Special Offer
Special offer! The property is offering a 7% discount. Book today to secure this price!
Find Vacation Rentals in Pinellas County
Popular Destinations in Pinellas County
Best Vacation Rentals in Pinellas County
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Palm Harbor, Pinellas County
Vacation Rental • 4618 ft² • 8 Bedrooms
Palm Harbor, Pinellas County
10.0
Discover an irresistible value and elevate your vacation experience with StayShores, our premier vacation company, offering the best rates and availability for an unforgettable getaway. Step into a world of serenity and tranquility as you enter our multi-story house, nestled in the idyllic suburbs of Palm Harbor. Here, you can leave behind the hustle and bustle of everyday life and immerse yourself in the peacefulness of our wide open green spaces. As you roll into the private driveway, an aura of pure awe and wonder will wash over you. The beauty of the manicured gardens and the impressive...
from $1,420 / night
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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 $161 / night
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Clearwater, Caladesi Island
Vacation Rental • 14 Guests • 6 Bedrooms
Clearwater, Caladesi Island
Experience the calming atmosphere of Akoya House. This simple coastal retreat has a clean and natural design, providing a peaceful escape for relaxation. This expansive 6-bedroom estate embodies all your desires, featuring an elevator, both outdoor and indoor living rooms equipped with smart TVs, a luxurious private pool & spa surrounded by sun loungers, and an outdoor half bathroom for added convenience. Bedroom 1 - Second level King Room with double vanity, walk-in shower & balcony Bedroom 2 - Second level King Room with double vanity, bathtub & balcony Bedroom 3 - Third level...
from $1,055 / night
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Popular Destinations in Pinellas County
Prices and availability
Current Vacation rental prices Pinellas County
$505for 21 Mar - 28 Mar
$395 annual averageApr
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Jul
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Sep
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Average price per week
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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- Gulfport (FL)Vacation Rentals
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