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 terrace and yard, with pets
Free cancellation
from $265 per night
Treasure Island, Pinellas County
Vacation rental for 2 people, with terrace
Free cancellation
from $151 per night
Clearwater, Caladesi Island
Vacation rental for 2 people, with terrace
Free cancellation
from $255 per night
Clearwater, Caladesi Island
Vacation rental for 2 people
Free cancellation
from $136 per night
Vacation rentals with pets allowed
Treasure Island, Pinellas County
9.1
Vacation rental for 4 people, with yard
from $209 per night
Clearwater, Caladesi Island
9.7
Vacation rental for 2 people, with pool
Free cancellation
from $326 per night
St. Pete Beach, Pinellas County
9.7
Vacation rental for 6 people
from $348 per night
St. Petersburg (FL), Pinellas County
10.0
Vacation rental for 2 people, with yard and terrace, with pets
Free cancellation
from $137 per night
Vacation rentals in Pinellas County
Pinellas County
10.0
Vacation rental for 2 people, with terrace and yard
Free cancellation
from $191 per night
Clearwater, Caladesi Island
8.5
Vacation rental for 2 people, with pool and balcony
Free cancellation
from $260 per night
Madeira Beach, Pinellas County
8.9
Vacation rental for 2 people, with terrace
Free cancellation
from $212 per night
Treasure Island, Pinellas County
9.9
Vacation rental for 3 people, with pool
Free cancellation
from $156 per night
Vacation rentals with sea view
Clearwater, Caladesi Island
Vacation rental for 2 people, with yard
Free cancellation
from $159 per night
Indian Rocks Beach, Pinellas County
Vacation rental for 4 people, with balcony and pool, kid friendly
Free cancellation
from $211 per night
Safety Harbor, Pinellas County
Vacation rental for 4 people, with balcony, kid friendly
Free cancellation
from $157 per night
Indian Shores, Pinellas County
Vacation rental for 5 people, with terrace and pool
Free cancellation
from $212 per night
Vacation rentals with free cancellation
Clearwater, Caladesi Island
Vacation rental for 2 people, with terrace
Free cancellation
from $127 per night
Treasure Island, Pinellas County
Vacation rental for 3 people, with terrace, kid friendly
Free cancellation
from $126 per night
Treasure Island, Pinellas County
Vacation rental for 3 people, with terrace, kid friendly
Free cancellation
from $160 per night
Clearwater, Caladesi Island
Vacation rental for 3 people, with pool and terrace
Free cancellation
from $212 per night
Current vacation rental deals in Pinellas County
Clearwater, Caladesi Island
9.5
Vacation rental for 7 people, with terrace
Free cancellation
Mon, 08/04 - Mon, 08/18
$8,716 $8,018 ·
Long stay deal
This accommodation offers a 8% discount on long-term stays.
Clearwater, Caladesi Island
9.3
Vacation rental for 10 people, with yard and hot tub as well as sauna and pool, with pets
Free cancellation
Mon, 08/04 - Mon, 08/18
$6,778 $6,262 ·
Long stay deal
This accommodation offers a 8% discount on long-term stays.
Clearwater, Pinellas County
9.8
Vacation rental for 6 people, with balcony and pool
Free cancellation
Mon, 08/04 - Mon, 08/18
$3,242 $2,993 ·
Long stay deal
This accommodation offers a 8% discount on long-term stays.
Clearwater, Caladesi Island
9.6
Vacation rental for 6 people, with yard and hot tub as well as pool
Free cancellation
Mon, 08/04 - Mon, 08/18
$7,449 $6,944 ·
Long stay deal
This accommodation offers a 7% discount on long-term stays.
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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Treasure Island, Pinellas County
Vacation Rental • 441 ft² • 1 Bedroom
Treasure Island, Pinellas County
Experience breathtaking sunsets , the blue warm waters of the gulf all on Sunset Beach! Just steps to beach and nearby bars and restaurants that feature some of the best daily live music and the friendliest people around!. Enjoy a newly renovated space with a fully equipped kitchen, a private deck with BBQ, complimentary laundry facilities, and an outdoor shower. Experience a peaceful spot where you can relax, rejuvenate and have some fun! The Rooms1 bedroom, Full Kitchen, Living Room - 1 Bathroom with shower - Large Outdoor deck with Chairs, Table and BBQ
from $160 / night
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Treasure Island, Pinellas County
Vacation Rental • 4 Guests • 2 Bedrooms
Treasure Island, Pinellas County
Welcome to our charming 2-bedroom Adorable Duplex, perfectly located just a 5-minute stroll from the BEST Beach in Florida. Ideal for up to 4 guests, this coastal haven offers all the amenities you need for a memorable stay. Embrace the sun, sea, and sand, and relish in the comfort and convenience of this delightful retreat . Great backyard that offers a BBQ Cornhole or just relax in the Hammock and enjoy your family and friends. Don't miss your chance to experience the best of beach living .
from $114 / night
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Indian Rocks Beach, Pinellas County
Vacation Rental • 6 Guests • 3 Bedrooms
Indian Rocks Beach, Pinellas County
Enjoy breathtaking beach views from your private deck in this upgraded condo at a small complex in Indian Rocks Beach, with direct private beach access nearby. Open the sliders for panoramic vistas and observe dolphins, manatees, and birds. Located on the top floor, this 3-bedroom, 2-bath unit includes a workspace with desk and printer, and a full dining table for your convenience. Ideal for enjoying morning coffee or a glass of wine while soaking in the serene coastal ambiance.The Rooms3 Bedrooms: 2 twins, a queen, and a king bed; 2 Baths: with 2 showers and a bathtub in the master;A full ...
from $318 / night
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Popular Destinations in Pinellas County
Prices and availability
Current Vacation rental prices Pinellas County
$384for 24 May - 31 May
$397 annual averageJun
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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
- Treasure IslandVacation Rentals
- Indian ShoresVacation Rentals
- DunedinVacation Rentals
- Tarpon SpringsVacation Rentals
- Redington BeachVacation Rentals
- LargoVacation Rentals
- Palm HarborVacation Rentals
- Gulfport (FL)Vacation Rentals
- Safety HarborVacation Rentals
- SeminoleVacation Rentals
- South Pasadena (FL)Vacation Rentals
- Pinellas ParkVacation Rentals