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 housesVillasPoolPrivate pool

8.0

Vacation Rentals in Pinellas County

Vacation rental for 2 people, with balcony/terrace and lake view

1 bedroom

8.9

(981 reviews)

from $113 / nightFREE cancellation

Vacation rental for 4 people, with balcony/terrace

2 bedrooms

9.1

(28 reviews)

from $240 / nightFREE cancellation

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

2 bedrooms

10.0

(51 reviews)

from $255 / nightFREE cancellation

Vacation rental for 2 people, with pool and balcony

1 bedroom

8.0

(3 reviews)

from $136 / nightFREE cancellation

Current vacation rental deals in Pinellas County

Sun, 05/19 - Sun, 05/26

Vacation rental for 5 people, with yard, with pets

$1,357

Special offer! The property is offering a 8% discount. Book today to secure this price!

Sat, 04/27 - Sat, 05/04

Vacation rental for 5 people, with terrace

$2,353

Special offer! The property is offering a 5% discount. Book today to secure this price!

Sat, 04/27 - Sat, 05/04

Vacation rental for 6 people, with terrace and pool, with pets

$3,027

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

Sat, 04/27 - Sat, 05/04

Vacation rental for 6 people, with terrace

$1,476

Special offer! The property is offering a 5% discount. Book today to secure this price!

Vacation rentals with free cancellation

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

2 bedrooms

10.0

(37 reviews)

from $348 / nightFREE cancellation

Vacation rental for 6 people, with balcony/terrace

2 bedrooms

9.4

(68 reviews)

from $215 / nightFREE cancellation

Vacation rental for 6 people, with balcony/terrace

3 bedrooms

from $204 / nightFREE cancellation

Hotel for 3 people, with yard

9.2

(26 reviews)

from $114 / nightFREE cancellation

Vacation rentals with sea view

Sea view

Vacation rental for 4 people, with balcony/terrace

2 bedrooms

9.2

(21 reviews)

from $149 / nightFREE cancellation

Sea view

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

2 bedrooms

from $413 / nightFREE cancellation

Sea view

Vacation rental for 6 people, with children pool and balcony

2 bedrooms

8.8

(12 reviews)

from $460 / night

Sea view

Vacation rental for 6 people, with balcony/terrace

3 bedrooms

from $362 / nightFREE cancellation

Vacation rentals with pets allowed

Pets allowed

Vacation rental for 3 people, with yard, with pets

1 bedroom

from $119 / nightFREE cancellation

Pets allowed

Vacation rental for 4 people, with pets

2 bedrooms

9.2

(10 reviews)

from $261 / nightFREE cancellation

Pets allowed

Vacation rental for 2 people, with yard, with pets

1 bedroom

10.0

from $120 / nightFREE cancellation

Pets allowed

Vacation rental for 2 people, with balcony, with pets

1 bedroom

9.5

(11 reviews)

from $122 / nightFREE cancellation

Vacation Rentals with Pool

Pool

Vacation rental for 4 people, with balcony/terrace

2 bedrooms

from $172 / nightFREE cancellation

Pool

Vacation rental for 2 people, with terrace and yard

1 bedroom

10.0

(60 reviews)

from $103 / nightFREE cancellation

Pool

Vacation rental for 4 people, with balcony/terrace

2 bedrooms

from $172 / nightFREE cancellation

Pool

Vacation rental for 4 people, with balcony/terrace

1 bedroom

from $179 / 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 Treasure Island, Pinellas County

Vacation Rental for 6 Guests in Treasure Island, Pinellas County, Picture 1

Vacation Rental for 6 Guests in Treasure Island, Pinellas County, Picture 2

Vacation Rental for 6 Guests in Treasure Island, Pinellas County, Picture 3

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Treasure Island, Pinellas County

Vacation Rental • 850 ft² • 2 Bedrooms

Treasure Island, Pinellas County

8.8

(12 reviews)

"Gulf view", 3-room apartment 79 m2. Bright, comfortable and tasteful furnishings: living/dining room with 1 double sofabed, dining table, cable TV and DVD. Exit to the balcony. 1 room with 1 double bed (160 cm), bath/WC, cable TV, radio and DVD. 1 room with 1 double bed (160 cm), cable TV. Open kitchen (oven, dishwasher, microwave). Shower/WC. Air-conditioning. Balcony. View of the sea. Facilities: washing machine, dryer, telephone, hair dryer. Internet (WiFi, free). Please note: non-smokers only.

from $460 / night

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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

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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 $172 / night

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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

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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 $172 / night

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Popular Destinations in Pinellas County

Prices and availability

Current Vacation rental prices Pinellas County

$394for 27 Apr - 4 May

$381 annual average

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Average price per week

Current vacation rental availability Pinellas County

16%for 27 Apr - 4 May

46% annual average

May

Jun

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Sep

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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.