Vacation Rentals in Pinellas County

Start comparing over 7,338 rentals in Pinellas County and book at the best price!

Find offers

Vacation housesVillasPoolPrivate pool

8.0

Vacation Rentals in Pinellas County

Vacation rental for 2 people

1 bedroom6.7 mi to the beach

8.5

(1192 reviews)

from $133 / nightFREE cancellation

Vacation rental for 4 people, with balcony/terrace

2 bedrooms

9.2

(13 reviews)

from $214 / nightFREE cancellation

Vacation apartment for 7 people, with yard and pool as well as balcony

2 bedrooms7.8 mi to the beach

10.0

(51 reviews)

from $259 / nightFREE cancellation

Vacation rental for 6 people, with balcony/terrace

3 bedrooms

from $202 / nightFREE cancellation

Current vacation rental deals in Pinellas County

Sat, 08/10 - Sun, 08/18

Vacation rental for 6 people, with balcony

2 bedrooms8.8 mi to the beach

9.7

(21 reviews)

$1,873

Special Offer

Special offer! The property is offering a 7% discount. Book today to secure this price!

Sun, 08/11 - Sun, 08/18

Vacation rental for 8 people, with yard and hot tub

4 bedrooms4 mi to the beach

10.0

(13 reviews)

$13,083

Special Offer

Special offer! The property is offering a 7% discount. Book today to secure this price!

Sat, 08/10 - Sun, 08/18

Vacation rental for 4 people, with terrace and pool as well as hot tub

1 bedroom7.7 mi to the beach

9.9

(32 reviews)

$1,121

Special Offer

Special offer! The property is offering a 7% discount. Book today to secure this price!

Sat, 08/10 - Sun, 08/18

Vacation rental for 5 people, with terrace

2 bedrooms5 mi to the beach

9.7

(67 reviews)

$2,843

Special Offer

Special offer! The property is offering a 7% discount. Book today to secure this price!

Vacation rentals with free cancellation

Vacation rental for 6 people, with balcony/terrace

2 bedrooms7.3 mi to the beach

from $223 / nightFREE cancellation

Vacation rental for 2 people, with pool and balcony

1 bedroom5 mi to the beach

8.0

(3 reviews)

from $210 / nightFREE cancellation

Vacation rental for 4 people, with balcony/terrace

2 bedrooms6.8 mi to the beach

from $169 / nightFREE cancellation

Vacation rental for 2 people

1 bedroom5 mi to the beach

9.6

(9 reviews)

from $210 / nightFREE cancellation

Vacation rentals with sea view

Sea view

Vacation rental for 5 people, with terrace and yard, with pets

2 bedrooms

from $288 / nightFREE cancellation

Sea view

Vacation rental for 2 people, with yard

1 bedroom5.5 mi to the beach

from $102 / nightFREE cancellation

Sea view

Vacation rental for 4 people, with balcony/terrace

2 bedrooms8.4 mi to the beach

9.0

(27 reviews)

from $149 / nightFREE cancellation

Sea view

Vacation rental for 6 people, with balcony and children pool

2 bedrooms6.1 mi to the beach

8.8

(12 reviews)

from $483 / night

Vacation rentals with pets allowed

Pets allowed

Vacation rental for 3 people, with terrace and yard as well as hot tub

1 bedroom

6.0

(2 reviews)

from $117 / night

Pets allowed

Vacation rental for 3 people, with terrace, with pets

1 bedroom4.3 mi to the beach

from $166 / nightFREE cancellation

Pets allowed

Vacation rental for 3 people, with yard, with pets

1 bedroom9.3 mi to the beach

from $118 / nightFREE cancellation

Pets allowed

Vacation rental for 6 people, with yard and balcony, kid friendly

2 bedrooms

from $381 / nightFREE cancellation

Vacation Rentals with Pool

Pool

Vacation rental for 2 people, with yard and terrace

1 bedroom

10.0

(60 reviews)

from $219 / nightFREE cancellation

Pool

Vacation rental for 4 people, with balcony/terrace

2 bedrooms6.8 mi to the beach

from $201 / nightFREE cancellation

Pool

Vacation rental for 4 people, with balcony/terrace

1 bedroom6.8 mi to the beach

from $196 / nightFREE cancellation

Pool

Vacation rental for 6 people, with balcony/terrace

2 bedrooms6.8 mi to the beach

from $178 / nightFREE cancellation

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.

Vacation Rental for 6 Guests in Madeira Beach, Pinellas County

Vacation Rental for 6 Guests in Madeira Beach, Pinellas County, Picture 1

Vacation Rental for 6 Guests in Madeira Beach, Pinellas County, Picture 2

Vacation Rental for 6 Guests in Madeira Beach, Pinellas County, Picture 3

more...

Madeira Beach, Pinellas County

Vacation Rental • 6 Guests • 2 Bedrooms

Madeira Beach, Pinellas County

Enjoy the tranquility and peace of being located on the top floor with the most stunning panorama of the beach and gulf. The Beach View location also provides the benefit of night-time views of Madeira Beach. With 940 square feet of living space, neutral colors and an open airy layout there is plenty of space for everyone. Two bedrooms with spacious closets and 1 and 1/2 baths provide privacy; there is ample seating in the dining and living areas. The private balcony may be accessed from the living room and master bedroom, offering welcome shade until late afternoon. Sunset views are guaran...

from $178 / night

View offer

Vacation Rental for 8 Guests in Madeira Beach, Pinellas County

Vacation Rental for 8 Guests in Madeira Beach, Pinellas County, Picture 1

Vacation Rental for 8 Guests in Madeira Beach, Pinellas County, Picture 2

Vacation Rental for 8 Guests in Madeira Beach, Pinellas County, Picture 3

more...

Madeira Beach, Pinellas County

Vacation Rental • 8 Guests • 3 Bedrooms

Madeira Beach, Pinellas County

8.8

(31 reviews)

Las Brisas #103 - You won't be disappointed with this wonderful beachfront 3 bedroom, 2 bathroom vacation retreat located in Madeira Beach. All brand new furniture throughout, including new bedding & TV's. Everything you need is here and just steps from the ocean, pool, spa, BBQ, including John's Pass Village just a short mile away. Free wifi included. You will be required to sign a rental agreement with SunHost Resorts prior to a reservation being confirmed.The SunHost staff looks forward to taking your reservation for this spacious, well laid out updated unit. The modern kitchen inclu...

from $315 / night

View offer

Vacation Rental for 4 Guests in Madeira Beach, Pinellas County

Vacation Rental for 4 Guests in Madeira Beach, Pinellas County, Picture 1

Vacation Rental for 4 Guests in Madeira Beach, Pinellas County, Picture 2

Vacation Rental for 4 Guests in Madeira Beach, Pinellas County, Picture 3

more...

Madeira Beach, Pinellas County

Vacation Rental • 4 Guests • 2 Bedrooms

Madeira Beach, Pinellas County

2 Bedroom 1.5 Bath Beach View from Balcony. Updates throughout, located steps from the beach and across from popular John's Pass Village offers great value! Madeira Norte #108 is a 940 square foot property that provides everything you need to have a memorable vacation. The unit offers an open floor plan with ample seating in the living area for watching television or playing board games. The updated kitchen comes fully stocked with utensils as well as a washer and dryer for your use. From the balcony, guests can enjoy a partial ocean view while enjoying the coastal breezes. Free Wifi. Unit ...

from $169 / night

View offer

Popular Destinations in Pinellas County

Prices and availability

Current Vacation rental prices Pinellas County

$384for 3 Aug - 10 Aug

$388 annual average

Aug

Sep

Oct

Nov

Dec

Jan

Feb

Mar

Apr

May

Jun

Jul

Average price per week

Current vacation rental availability Pinellas County

26%for 3 Aug - 10 Aug

48% annual average

Aug

Sep

Oct

Nov

Dec

Jan

Feb

Mar

Apr

May

Jun

Jul

Percentage of available rentals

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.