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

Current vacation rental deals in Pinellas County

Sat, 10/05 - Sat, 10/12

Vacation rental for 4 people, with pool

2 bedrooms4.2 mi to the beach

9.2

(29 reviews)

$1,069

Special Offer

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

Sat, 10/05 - Sat, 10/12

Vacation rental for 3 people, with yard and balcony

1 bedroom550 yd to the beach

9.9

(79 reviews)

$2,362

Special Offer

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

Sat, 10/05 - Sat, 10/12

Vacation rental for 3 people, with terrace

1 bedroom4.2 mi to the beach

9.8

(36 reviews)

$1,962

Special Offer

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

Sat, 10/05 - Sat, 10/12

Vacation rental for 6 people, with balcony and hot tub as well as pool and yard

2 bedrooms7.3 mi to the beach

9.6

(78 reviews)

$1,786

Special Offer

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

Child-friendly vacation rentals

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

1 bedroom6.7 mi to the beach

8.3

(1183 reviews)

from $133 / nightFREE cancellation

Vacation rental for 4 people, with balcony/terrace

2 bedrooms

9.3

(17 reviews)

from $220 / nightFREE cancellation

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

1 bedroom6.8 mi to the beach

from $157 / nightFREE cancellation

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

1 bedroom6.8 mi to the beach

from $157 / nightFREE cancellation

Vacation rentals with pets allowed

Pets allowed

Vacation rental for 4 people, with yard

2 bedrooms6 mi to the beach

9.0

(42 reviews)

from $203 / night

Pets allowed

Vacation rental for 2 people

1 bedroom5 mi to the beach

9.6

(11 reviews)

from $205 / nightFREE cancellation

Pets allowed

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

2 bedrooms5.7 mi to the beach

8.5

(24 reviews)

from $487 / nightFREE cancellation

Pets allowed

Vacation rental for 2 people

1 bedroom5.4 mi to the beach

9.2

(5 reviews)

from $257 / nightFREE cancellation

Vacation Rentals in Pinellas County

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

1 bedroom6.8 mi to the beach

from $113 / nightFREE cancellation

Vacation rental for 2 people

1 bedroom6.8 mi to the beach

from $133 / nightFREE cancellation

Vacation rental for 2 people, with terrace

1 bedroom8.6 mi to the beach

8.9

(86 reviews)

from $186 / nightFREE cancellation

Vacation rental for 4 people

1 bedroom8.4 mi to the beach

9.1

(24 reviews)

from $94 / nightFREE cancellation

Vacation rentals with sea view

Sea view

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

2 bedrooms

10.0

(40 reviews)

from $281 / nightFREE cancellation

Sea view

Vacation rental for 4 people, with yard and pool, kid friendly

1 bedroom4.9 mi to the beach

from $135 / nightFREE cancellation

Sea view

Vacation rental for 2 people, with terrace and pool

4.9 mi to the beach

from $135 / nightFREE cancellation

Sea view

Vacation rental for 2 people, with yard

1 bedroom5.5 mi to the beach

from $103 / nightFREE cancellation

Vacation rentals with free cancellation

Vacation rental for 6 people, with balcony/terrace

2 bedrooms7.3 mi to the beach

from $204 / nightFREE cancellation

Vacation rental for 2 people, with pool and balcony

1 bedroom5 mi to the beach

8.5

(4 reviews)

from $216 / nightFREE cancellation

Vacation rental for 2 people, with yard and terrace

1 bedroom

10.0

(68 reviews)

from $192 / nightFREE cancellation

Vacation rental for 2 people

1 bedroom6.8 mi to the beach

from $119 / 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 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

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Madeira Beach, Pinellas County

Vacation Rental • 4 Guests • 2 Bedrooms

Madeira Beach, Pinellas County

Madeira Norte 108 - 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 breez...

from $201 / night

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Madeira Beach, Pinellas County

Vacation Rental • 4 Guests • 2 Bedrooms

Madeira Beach, Pinellas County

Madeira Norte #110 - There is too much to say about Madeira Norte #110 exquisite 2 bedroom, 2 bath, 940 square foot property located in a prime location along southern Madeira Beach. From the moment you walk in, you will be entranced by this updated, beautifully decorated home that provides some of the best beach and pool views available. Free Wifi. There is no phone in this condo. You will be required to sign a rental agreement with SunHost Resorts prior to a reservation being confirmed. Upon entering, guests will immediately notice the private outdoor balcony with panoramic ocean views wh...

from $202 / night

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Vacation Rental for 2 Guests in Madeira Beach, Pinellas County

Vacation Rental for 2 Guests in Madeira Beach, Pinellas County, Picture 1

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

Vacation Rental for 2 Guests in Madeira Beach, Pinellas County, Picture 3

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Madeira Beach, Pinellas County

Vacation Rental • 2 Guests • 1 Bedroom

Madeira Beach, Pinellas County

Surf Song #333 - Bright and spacious 1 bedroom, 1 bath condo with all the amenities right here at 333 Surf Song! Decorated in soothing colors, this great third floor unit offers relaxation and comfort. Please note there is no phone in this condo. Free Wifi Tiled throughout, walk in and discover the updated full kitchen, complete with granite countertops, newer appliances, including coffee maker and microwave. The sunny living area, with flat panel television, has nice furniture with access to the common balcony to take in the gulf views. The balcony is shared with the 4 other condos also on...

from $113 / night

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Popular Destinations in Pinellas County

Prices and availability

Current Vacation rental prices Pinellas County

$324for 5 Oct - 12 Oct

$405 annual average

Nov

Dec

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Average price per week

Current vacation rental availability Pinellas County

29%for 5 Oct - 12 Oct

47% annual average

Nov

Dec

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

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.