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Pinellas County Vacation Rentals

Anytime
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Anytime
Guests
Choose from 22,371 vacation rentals and homes for your trip!

Best-rated vacation rentals in Pinellas County

Discover vacation rentals with top-notch guest ratings

House Clearwater Beach
from $440 per night
House ∙ 10 guests ∙ 4 bedrooms

223 m² House

4.9
Outstanding(131 ratings)
Clearwater Beach, Clearwater, Pinellas County
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Condo Madeira Beach
from $524 per night
Condo ∙ 10 guests ∙ 4 bedrooms

186 m² Condo

4.8
Outstanding(30 ratings)
Madeira Beach, Pinellas County, Florida, United States
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House Clearwater Beach
from $385 per night
House ∙ 10 guests ∙ 4 bedrooms

291 m² House

4.6
Excellent(10 ratings)
Clearwater Beach, Clearwater, Pinellas County
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Pet-friendly rentals in Pinellas County

Explore best dog-friendly accommodation offers and enjoy vacation with your pet

House Largo
from $90 per night
House ∙ 5 guests ∙ 2 bedrooms

110 m² House

4.1
Very good(22 ratings)
Largo, Pinellas County, Florida, United States
Pet-friendly
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House Saint Pete Beach
from $178 per night
10 guests ∙ 4 bedrooms

House

Saint Pete Beach, Pinellas County, Florida, United States
Pet-friendly
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Condo Indian Shores
from $223 per night
Condo ∙ 8 guests ∙ 3 bedrooms

204 m² Condo

4.9
Outstanding(117 ratings)
Indian Shores, Pinellas County, Florida, United States
Pet-friendly
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See all pet-friendly offers

Vacation rentals with pool in Pinellas County

Discover best cabin and house rentals with pool in Pinellas County

Condo Madeira Beach
from $254 per night
8 guests ∙ 3 bedrooms

Condo

3.6
Good(39 ratings)
Madeira Beach, Pinellas County, Florida, United States
Pool
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Resort Clearwater Beach
from $188 per night
Resort ∙ 6 guests ∙ 1 bedroom

Shephard's Live Entertainment Resort

4.3
Very good
Clearwater Beach, Clearwater, Pinellas County
Pool
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Condo Madeira Beach
from $171 per night
Condo ∙ 6 guests ∙ 3 bedrooms

93 m² Condo

4.3
Very good(93 ratings)
Madeira Beach, Pinellas County, Florida, United States
Pool
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See all offers with pool

Best vacation rental offers in Pinellas County

House Clearwater
from $128 per night
10 guests ∙ 4 bedrooms

House

4.0
Very good(1 rating)
Clearwater, Pinellas County, Florida, United States
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House Indian Rocks Beach
from $982 per night
16 guests ∙ 7 bedrooms

House

4.8
Outstanding(68 ratings)
Indian Rocks Beach, Pinellas County, Florida, United States
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Condo Indian Shores
from $259 per night
Condo ∙ 8 guests ∙ 3 bedrooms

112 m² Condo

4.9
Outstanding(93 ratings)
Indian Shores, Pinellas County, Florida, United States
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Condo Isla del Sol
from $122 per night
6 guests ∙ 2 bedrooms

Condo

Isla del Sol, Saint Petersburg, Pinellas County
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House Indian Rocks Beach
from $279 per night
4 guests ∙ 1 bedroom

House

4.6
Excellent(47 ratings)
Indian Rocks Beach, Pinellas County, Florida, United States
View deal
Condo Indian Shores
from $208 per night
Condo ∙ 4 guests ∙ 1 bedroom

81 m² Condo

4.4
Very good(118 ratings)
Indian Shores, Pinellas County, Florida, United States
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House Indian Shores
from $193 per night
6 guests ∙ 2 bedrooms

House

4.7
Excellent(49 ratings)
Indian Shores, Pinellas County, Florida, United States
View deal
Condo Saint Pete Beach
from $130 per night
Condo ∙ 6 guests ∙ 3 bedrooms

93 m² Condo

4.8
Outstanding(25 ratings)
Saint Pete Beach, Pinellas County, Florida, United States
View deal
Apartment Clearwater
from $96 per night
7 guests ∙ 2 bedrooms

Apartment

5.0
Outstanding(1 rating)
Clearwater, Pinellas County, Florida, United States
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Condo Clearwater Beach
from $162 per night
Condo ∙ 4 guests ∙ 2 bedrooms

66 m² Condo

Clearwater Beach, Clearwater, Pinellas County
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Condo Indian Rocks Beach
from $412 per night
Condo ∙ 8 guests ∙ 3 bedrooms

119 m² Condo

4.9
Outstanding(189 ratings)
Indian Rocks Beach, Pinellas County, Florida, United States
View deal
Condo Madeira Beach
from $164 per night
6 guests ∙ 2 bedrooms

Condo

4.1
Very good(33 ratings)
Madeira Beach, Pinellas County, Florida, United States
View deal
Apartment Crystal Beach
from $80 per night
Apartment ∙ 2 guests ∙ 1 bedroom

42 m² Apartment

4.9
Outstanding(31 ratings)
Crystal Beach, Palm Harbor, Pinellas County
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Condo Dunedin
from $76 per night
Condo ∙ 3 guests ∙ 1 bedroom

66 m² Condo

Dunedin, Pinellas County, Florida, United States
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House Belle Vista
from $216 per night
House ∙ 8 guests ∙ 3 bedrooms

172 m² House

5.0
Outstanding(4 ratings)
Belle Vista, Saint Pete Beach, Pinellas County
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Resort Indian Shores
from $182 per night
Resort ∙ 6 guests ∙ 2 bedrooms

Legacy Vacation Resorts - Indian Shores

4.7
Excellent
Indian Shores, Pinellas County, Florida, United States
View deal
Condo Indian Rocks Beach
from $355 per night
Condo ∙ 8 guests ∙ 4 bedrooms

204 m² Condo

4.7
Excellent(124 ratings)
Indian Rocks Beach, Pinellas County, Florida, United States
View deal
Condo Indian Shores
from $324 per night
Condo ∙ 7 guests ∙ 3 bedrooms

125 m² Condo

4.8
Outstanding(81 ratings)
Indian Shores, Pinellas County, Florida, United States
View deal
House Crystal Beach
from $468 per night
12 guests ∙ 5 bedrooms

House

Crystal Beach, Palm Harbor, Pinellas County
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Condo Madeira Beach
from $266 per night
Condo ∙ 6 guests ∙ 3 bedrooms

106 m² Condo

4.6
Excellent(113 ratings)
Madeira Beach, Pinellas County, Florida, United States
View deal
Resort Treasure Island
from $176 per night
Resort ∙ 4 guests ∙ 1 bedroom

Bilmar Beach Resort

4.4
Very good
Treasure Island, Pinellas County, Florida, United States
View deal
Condo Treasure Island
from $271 per night
Condo ∙ 6 guests ∙ 3 bedrooms

149 m² Condo

4.6
Excellent(58 ratings)
Treasure Island, Pinellas County, Florida, United States
View deal
Condo Clearwater
from $105 per night
6 guests ∙ 2 bedrooms

Condo

5.0
Outstanding(1 rating)
Clearwater, Pinellas County, Florida, United States
View deal
Condo Sand Key
from $191 per night
Condo ∙ 6 guests ∙ 2 bedrooms

116 m² Condo

5.0
Outstanding(10 ratings)
Sand Key, Clearwater, Pinellas County
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Condo Sand Key
from $256 per night
6 guests ∙ 2 bedrooms

Condo

5.0
Outstanding(22 ratings)
Sand Key, Clearwater, Pinellas County
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Condo Bayview
from $101 per night
Condo ∙ 4 guests ∙ 1 bedroom

74 m² Condo

4.6
Excellent(18 ratings)
Bayview, Saint Petersburg, Pinellas County
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Condo Indian Rocks Beach
from $282 per night
Condo ∙ 6 guests ∙ 3 bedrooms

121 m² Condo

4.8
Outstanding(39 ratings)
Indian Rocks Beach, Pinellas County, Florida, United States
View deal
Condo Indian Shores
from $189 per night
Condo ∙ 5 guests ∙ 2 bedrooms

80 m² Condo

4.8
Outstanding(25 ratings)
Indian Shores, Pinellas County, Florida, United States
View deal
House Indian Rocks Beach
from $476 per night
12 guests ∙ 4 bedrooms

House

5.0
Outstanding(38 ratings)
Indian Rocks Beach, Pinellas County, Florida, United States
View deal
House Largo
from $101 per night
House ∙ 6 guests ∙ 3 bedrooms

125 m² House

4.8
Outstanding(27 ratings)
Largo, Pinellas County, Florida, United States
View deal
Show all 21746 apartments in Pinellas County

Price and Availability Index in Pinellas County

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Vacation Rental Price Information in Pinellas County

In the graph above you can see the typical prices of vacation rentals in Pinellas County in each month. Booking a vacation rental is most expensive in March. In the period 3/28 – 4/4, you will need to pay $462 on average. However, it's great if you plan to book an accommodation in November. In this period vacation rentals are comparatively cheap, with average prices of $364.

Rental availability information in Pinellas County

This graph shows how many vacation rentals are available over the next 12 months. The most popular time of year to visit Pinellas County is October. If you'd like to visit then, make sure to book early! In contrast, the month with the highest availability rate in Pinellas County is December.

484 reviews
484 travelers who stayed in Pinellas County rated their vacation home 4.2/5 stars on average.

And we love our apartments

House
House
112 m² Condo
Condo
House
Show all 21746 apartments in Pinellas County

Features of Pinellas County vacation rentals

💳 Discounts up to 10%
⭐ Popular amenities Air conditioning, Pool and Internet
🏊  Vacation rentals with a pool 16,448 rentals
🌙 Minimum price starting at $76
🐾 Pet friendly vacation homes 5,745 rentals
🏡 Rentals available 22,371 rentals

Get inspired for your vacation in Pinellas County

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