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
Clearwater, Caladesi Island
Vacation rental for 28 people, with yard and terrace
Free cancellation
from $2,112 per night
Indian Rocks Beach, Pinellas County
Vacation rental for 5 people, with yard and terrace, with pets
Free cancellation
from $244 per night
Tarpon Springs, Pinellas County
10.0
Vacation rental for 8 people, with balcony and yard, kid friendly
Free cancellation
from $306 per night
Indian Rocks Beach, Pinellas County
10.0
Vacation rental for 10 people, with yard, kid friendly
Free cancellation
from $540 per night
Vacation rentals with pets allowed
Madeira Beach, Pinellas County
8.5
Vacation rental for 4 people, with terrace, with pets
from $71 per night
Pinellas County
10.0
Vacation rental for 5 people, with yard, with pets
Free cancellation
from $118 per night
Indian Rocks Beach, Pinellas County
10.0
Vacation rental for 4 people, with balcony and yard, kid friendly
Free cancellation
from $207 per night
Pinellas Park, Pinellas County
9.8
Vacation rental for 8 people, with balcony and yard, kid friendly
Free cancellation
from $162 per night
Vacation rentals in Pinellas County
Palm Harbor, Pinellas County
Vacation rental for 16 people, with terrace
Free cancellation
from $1,449 per night
Pinellas County
10.0
Vacation rental for 7 people, with terrace and yard, with pets
Free cancellation
from $195 per night
Tarpon Springs, Pinellas County
10.0
Vacation rental for 5 people, with balcony and yard, kid friendly
Free cancellation
from $166 per night
Clearwater, Caladesi Island
Vacation rental for 2 people, with yard
Free cancellation
from $117 per night
Vacation rentals with sea view
Indian Rocks Beach, Pinellas County
Vacation rental for 7 people, with terrace and yard, with pets
Free cancellation
from $274 per night
Clearwater, Caladesi Island
Vacation rental for 28 people, with yard and balcony, kid friendly
Free cancellation
from $3,520 per night
Clearwater, Caladesi Island
Vacation rental for 56 people, with terrace and yard, with pets
Free cancellation
from $6,187 per night
Safety Harbor, Pinellas County
Vacation rental for 4 people, with balcony, kid friendly
Free cancellation
from $163 per night
Vacation rentals with free cancellation
Seminole, Pinellas County
Vacation rental for 14 people, with hot tub and terrace
Free cancellation
from $1,232 per night
Seminole, Pinellas County
8.0
Vacation rental for 4 people, kid friendly
Free cancellation
from $153 per night
St. Pete Beach, Pinellas County
Vacation rental for 5 people, with yard and balcony, kid friendly
Free cancellation
from $448 per night
Clearwater, Caladesi Island
Vacation rental for 2 people, with terrace
Free cancellation
from $169 per night
Current vacation rental deals in Pinellas County
St. Petersburg (FL), Pinellas County
Vacation rental for 6 people
Sat, 02/14 - Sat, 02/21
$25,641 $23,542 ·
Special Offer
Special offer! The property is offering a 8% discount. Book today to secure this price!
Clearwater, Caladesi Island
9.6
Vacation rental for 6 people, with yard and terrace
Free cancellation
Thu, 06/25 - Thu, 07/02
$2,865 $2,644 ·
Long stay deal
This accommodation offers a 8% discount on long-term stays.
Clearwater, Pinellas County
8.6
Vacation rental for 2 people
Mon, 02/09 - Thu, 02/12
$546 $507 ·
Special Offer
Special offer! The property is offering a 7% discount. Book today to secure this price!
Gulfport (FL), Pinellas County
9.7
Vacation rental for 4 people, with yard and terrace, with pets
Free cancellation
Sat, 06/13 - Sat, 06/20
$1,119 $964 ·
Special Offer
Special offer! The property is offering a 14% 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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Clearwater, Caladesi Island
Vacation Rental • 28 Guests • 12 Bedrooms
Clearwater, Caladesi Island
This rental consists of 2 side-by-side, 6 BR homes - "The Onyx House" & "The Jade House" at The Gemma. Onyx House: Enter the serene realm of Onyx House, where soft, iridescent hues echo the beauty of the nearby shoreline. This vacation home features airy, sunlit spaces, a private pool, and a charming garden. 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...
from $3,520 / night
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Clearwater, Caladesi Island
Vacation Rental • 16 Guests • 6 Bedrooms
Clearwater, Caladesi Island
The Gemma's "Jade House" is the epitome of modern chic. With its sleek design and contemporary furnishings, dare we say, ‘minimalistic.’ This vacation home features an open-concept layout, local touches, and top-of-the-line fixtures throughout the space. 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 & dipping pool surrounded by sun loungers, and an outdoor half bathroom for added convenience. Bedroom 1 - Second level King Room with double vanity, walk-in shower &...
from $791 / 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 $163 / night
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Popular Destinations in Pinellas County
Prices and availability
Current Vacation rental prices Pinellas County
$516for 14 Feb - 21 Feb
$442 annual averageMar
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Jun
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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
- St. Pete BeachVacation Rentals
- ClearwaterVacation Rentals
- Indian Rocks BeachVacation Rentals
- Madeira BeachVacation Rentals
- Indian ShoresVacation Rentals
- Treasure IslandVacation Rentals
- DunedinVacation Rentals
- Tarpon SpringsVacation Rentals
- Redington BeachVacation Rentals
- LargoVacation Rentals
- Palm HarborVacation Rentals
- Gulfport (FL)Vacation Rentals
- SeminoleVacation Rentals
- Safety HarborVacation Rentals
- Pinellas ParkVacation Rentals