Vacation Rentals in Pinellas County
Start comparing over 7,338 rentals in Pinellas County and book at the best price!
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Vacation rentals with pets allowed
Pets allowed
Clearwater, Caladesi Island
9.7
Vacation rental for 2 people, with pool
Free cancellation
from $274 per night
Pets allowed
Largo, Pinellas County
Vacation rental for 3 people, with yard
Free cancellation
from $118 per night
Pets allowed
Treasure Island, Pinellas County
9.1
Vacation rental for 4 people, with yard
from $312 per night
Pets allowed
Treasure Island, Pinellas County
9.3
Vacation rental for 2 people
Free cancellation
from $258 per night
Vacation rentals in Pinellas County
Pinellas County
10.0
Vacation rental for 2 people, with yard and terrace
Free cancellation
from $203 per night
Clearwater, Caladesi Island
8.5
Vacation rental for 2 people, with balcony and pool
Free cancellation
from $446 per night
Clearwater, Caladesi Island
7.9
Vacation rental for 2 people
from $225 per night
Clearwater, Caladesi Island
Vacation rental for 3 people
Free cancellation
from $113 per night
Vacation rentals with sea view
Sea view
Indian Rocks Beach, Pinellas County
10.0
Vacation rental for 5 people, with terrace and yard, with pets
Free cancellation
from $270 per night
Sea view
Safety Harbor, Pinellas County
Vacation rental for 4 people, with balcony, kid friendly
Free cancellation
from $194 per night
Sea view
Indian Rocks Beach, Pinellas County
Vacation rental for 6 people, with pool and balcony, kid friendly
Free cancellation
from $225 per night
Sea view
Indian Rocks Beach, Pinellas County
Vacation rental for 6 people, with pool and balcony, kid friendly
Free cancellation
from $225 per night
Vacation rentals with free cancellation
Treasure Island, Pinellas County
Vacation rental for 2 people, with terrace
Free cancellation
from $150 per night
Clearwater, Pinellas County
8.6
Vacation rental for 6 people, with yard, with pets
Free cancellation
from $233 per night
Treasure Island, Pinellas County
10.0
Vacation rental for 3 people, with terrace and yard
Free cancellation
from $214 per night
Treasure Island, Pinellas County
10.0
Vacation rental for 3 people, with terrace, kid friendly
Free cancellation
from $158 per night
Child-friendly vacation rentals
Child friendly
Clearwater, Caladesi Island
Vacation rental for 2 people, with terrace
Free cancellation
from $137 per night
Child friendly
Clearwater, Caladesi Island
Vacation rental for 2 people, with yard
Free cancellation
from $129 per night
Child friendly
Clearwater, Caladesi Island
Vacation rental for 2 people
Free cancellation
from $118 per night
Child friendly
Clearwater, Caladesi Island
Vacation rental for 3 people, with balcony, kid friendly
Free cancellation
from $113 per night
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 • 226 ft² • 1 Bedroom
Treasure Island, Pinellas County
Discover serenity at our charming 1-bedroom retreat, just a 5-minute walk from the beach! Perfect for 2 guests, this cozy getaway provides everything you need for an unforgettable stay. Relax in comfort, explore the sandy shores, and soak in the coastal charm. Don't miss out on this ideal beach escape—reserve your stay now and start making memories by the sea!
from $150 / night
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Treasure Island, Pinellas County
Vacation Rental • 893 ft² • 2 Bedrooms
Treasure Island, Pinellas County
8.4
There is no better location than this! Walk out your door, cross the street, and you are on Sunset Beach!• Adorable 2BR home with pull-out couch. Both bedrooms have queen-size beds.• Jack-and-Jill bathroom joins the two bedrooms• Sit on the porch and watch the sunset every night and listen to live music from either Caddy's or the world-famous Katiki's• Smart TV, kitchen table, and couch let you relax in the common room.• Full-size washer and dryer The RoomsYou will have the entire downstairs to yourself with a Private entrance. 2 Bedrooms with 2 Queen Beds and one full bathroom with shower ...
from $117 / night
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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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Popular Destinations in Pinellas County
Prices and availability
Current Vacation rental prices Pinellas County
$503for 1 Mar - 8 Mar
$373 annual averageMar
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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
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