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Pinellas County Vacation Rentals

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Choose from 24,241 vacation rentals and homes for your trip!

Best-rated vacation rentals in Pinellas County

Discover vacation rentals with top-notch guest ratings

House Redington Beach
from $1,688 per night
House ∙ 20 guests ∙ 8 bedrooms

House with hot tub, private pool & BBQ

5.0
Outstanding(143 ratings)
Redington Beach, Pinellas County, Florida, United States
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House Palm Harbor
from $263 per night
House ∙ 12 guests ∙ 4 bedrooms

House with BBQ, private pool & garden

5.0
Outstanding(82 ratings)
Palm Harbor, Pinellas County, Florida, United States
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House North Redington Beach
from $193 per night
House ∙ 4 guests ∙ 1 bedroom

House with 1 bedroom for 4 persons

4.6
Excellent(45 ratings)
North Redington Beach, Pinellas County, Florida, United States
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Pet-friendly rentals in Pinellas County

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

House Indian Rocks Beach
from $280 per night
House ∙ 16 guests ∙ 4 bedrooms

Family-friendly wonderful house with yard, barbecue & patio | Close to the beach | Good for workation | Pets are welcome

4.9
Outstanding(50 ratings)
Indian Rocks Beach, Pinellas County, Florida, United States
Pet-friendly
View deal
House Treasure Island
from $201 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with yard & BBQ | Nature view

4.9
Outstanding(29 ratings)
Treasure Island, Pinellas County, Florida, United States
Pet-friendly
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House Saint Pete Beach
from $160 per night
House ∙ 6 guests ∙ 3 bedrooms

Fully equipped house with barbeque, private pool & yard | Nature view | Good for workation | Dogs allowed

4.8
Outstanding(9 ratings)
Saint Pete Beach, 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 Indian Shores
from $137 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with fast internet, pool & barbecue

4.6
Excellent(9 ratings)
Indian Shores, Pinellas County, Florida, United States
Pool
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House Saint Pete Beach
from $689 per night
House ∙ 12 guests ∙ 5 bedrooms

House with patio, private pool & BBQ | Nature view

Saint Pete Beach, Pinellas County, Florida, United States
Pool
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House Clearwater Beach
from $394 per night
House ∙ 12 guests ∙ 5 bedrooms

Child-friendly spacious vacation home with grill, patio & private pool | Next to the beach

5.0
Outstanding(6 ratings)
Clearwater Beach, Clearwater, Pinellas County
Pool
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See all offers with pool

Best vacation rental offers in Pinellas County

House Redington Shores
from $531 per night
House ∙ 12 guests ∙ 4 bedrooms

House with yard & patio

5.0
Outstanding(18 ratings)
Redington Shores, Pinellas County, Florida, United States
View deal
Condo Isla del Sol
from $119 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Pleasant condo with 2 bedrooms for 6 persons

5.0
Outstanding(2 ratings)
Isla del Sol, Saint Petersburg, Pinellas County
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Condo Clearwater Beach
from $308 per night
Condo ∙ 11 guests ∙ 4 bedrooms

Fully equipped charming condo with pool & yard | Nature view | Next to the beach

4.9
Outstanding(47 ratings)
Clearwater Beach, Clearwater, Pinellas County
View deal
House Indian Rocks Beach
from $497 per night
House ∙ 10 guests ∙ 5 bedrooms

Fully equipped lovely vacation home with garden & barbeque | Close to the beach | Good for workation | Pet-friendly

4.6
Excellent(53 ratings)
Indian Rocks Beach, Pinellas County, Florida, United States
View deal
Villa Dunedin
from $863 per night
Villa ∙ 16 guests ∙ 8 bedrooms

Fully equipped nice villa with private pool, jacuzzi & terrace

5.0
Outstanding(22 ratings)
Dunedin, Pinellas County, Florida, United States
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Condo Madeira Beach
from $285 per night
Condo ∙ 10 guests ∙ 3 bedrooms

Condo with barbecue & heated pool | Water view

4.5
Excellent(6 ratings)
Madeira Beach, Pinellas County, Florida, United States
View deal
Aparthotel Pass-a-Grille Beach
from $393 per night
Aparthotel ∙ 6 guests ∙ 3 bedrooms

Aparthotel with patio & barbeque

4.7
Excellent(25 ratings)
Pass-a-Grille Beach, Saint Petersburg, Pinellas County
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Condo Isle Of Capri
from $117 per night
Condo ∙ 4 guests ∙ 4 bedrooms

Family-friendly pleasant condo with grill & patio | Beach nearby | Pets allowed

4.7
Excellent(6 ratings)
Isle Of Capri, Treasure Island, Pinellas County
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House Indian Rocks Beach
from $321 per night
House ∙ 10 guests ∙ 5 bedrooms

Vacation home with garden, BBQ & patio

5.0
Outstanding(42 ratings)
Indian Rocks Beach, Pinellas County, Florida, United States
View deal
Condo Clearwater Beach
from $143 per night
Condo ∙ 4 guests ∙ 2 bedrooms

Family-friendly condo with sauna, yard & BBQ | Next to the beach | Pets allowed

Clearwater Beach, Clearwater, Pinellas County
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Condo Madeira Beach
from $315 per night
Condo ∙ 8 guests ∙ 3 bedrooms

Family-friendly condo with barbecue & private pool | Beach nearby

4.9
Outstanding(18 ratings)
Madeira Beach, Pinellas County, Florida, United States
View deal
House Don Cesar
from $271 per night
House ∙ 6 guests ∙ 3 bedrooms

Family-oriented charming vacation home with garden, grill & patio | Close to the beach | Perfect for remote work

4.9
Outstanding(45 ratings)
Don Cesar, Saint Pete Beach, Pinellas County
View deal
Condo Indian Shores
from $292 per night
Condo ∙ 8 guests ∙ 3 bedrooms

Fully equipped condo with terrace, jacuzzi & heated pool | Close to the beach

4.4
Very good(131 ratings)
Indian Shores, Pinellas County, Florida, United States
View deal
House Indian Rocks Beach
from $742 per night
House ∙ 14 guests ∙ 5 bedrooms

Family-friendly big vacation home with terrace & grill | Nature view | Close to the beach | Pets allowed

4.6
Excellent(45 ratings)
Indian Rocks Beach, Pinellas County, Florida, United States
View deal
Cabin Indian Rocks Beach
from $286 per night
Cabin ∙ 5 guests ∙ 3 bedrooms

Cottage with hot tub, heated pool & patio | Nature view

5.0
Outstanding(12 ratings)
Indian Rocks Beach, Pinellas County, Florida, United States
View deal
Condo Madeira Beach
from $184 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Child-friendly condo with pool, barbecue & fast internet | Water view | Next to the beach

4.3
Very good(16 ratings)
Madeira Beach, Pinellas County, Florida, United States
View deal
Condo Indian Rocks Beach
from $331 per night
Condo ∙ 6 guests ∙ 3 bedrooms

Fully equipped condo with terrace, pool & grill | City view | Close to the beach

4.4
Very good(114 ratings)
Indian Rocks Beach, Pinellas County, Florida, United States
View deal
House Redington Shores
from $270 per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation home with yard & barbecue | Good for workation

4.8
Outstanding(4 ratings)
Redington Shores, Pinellas County, Florida, United States
View deal
Condo Madeira Beach
from $292 per night
Condo ∙ 8 guests ∙ 3 bedrooms

Fully equipped condo with pool | Nature view | Close to the beach

3.9
Good(50 ratings)
Madeira Beach, Pinellas County, Florida, United States
View deal
Condo Treasure Island
from $306 per night
Condo ∙ 8 guests ∙ 3 bedrooms

Fully equipped condo with patio, jacuzzi & BBQ | Close to the beach

4.6
Excellent(79 ratings)
Treasure Island, Pinellas County, Florida, United States
View deal
House Tierra Verde
from $404 per night
House ∙ 9 guests ∙ 3 bedrooms

Child-friendly beautiful house with patio, pool & barbeque | Nature view | Next to the beach | Suitable for remote work | Pets are welcome

4.9
Outstanding(25 ratings)
Tierra Verde, Pinellas County, Florida, United States
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House Indian Shores
from $431 per night
House ∙ 8 guests ∙ 3 bedrooms

Child-friendly vacation home with patio | Next to the beach

5.0
Outstanding(2 ratings)
Indian Shores, Pinellas County, Florida, United States
View deal
House Madeira Beach
from $526 per night
House ∙ 11 guests ∙ 5 bedrooms

House with heated pool & terrace | Nature view

5.0
Outstanding(9 ratings)
Madeira Beach, Pinellas County, Florida, United States
View deal
House Clearwater Beach
from $434 per night
House ∙ 10 guests ∙ 4 bedrooms

House with hot tub, barbecue & patio | City view

4.9
Outstanding(144 ratings)
Clearwater Beach, Clearwater, Pinellas County
View deal
House Palm Harbor
from $280 per night
House ∙ 8 guests ∙ 4 bedrooms

House with barbecue, garden & private pool | City view | Perfect for remote work

4.8
Outstanding(71 ratings)
Palm Harbor, Pinellas County, Florida, United States
View deal
Condo Madeira Beach
from $266 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Family-oriented wonderful condo with fast internet & pool | Water view | Next to the beach

4.5
Excellent(15 ratings)
Madeira Beach, Pinellas County, Florida, United States
View deal
Condo Redington Shores
from $233 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with hot tub, fast internet & grill | Water view

5.0
Outstanding(6 ratings)
Redington Shores, Pinellas County, Florida, United States
View deal
House Pass-a-Grille Beach
from $294 per night
House ∙ 6 guests ∙ 3 bedrooms

House with BBQ, patio & garden

5.0
Outstanding(26 ratings)
Pass-a-Grille Beach, Saint Petersburg, Pinellas County
View deal
Condo Madeira Beach
from $157 per night
Condo ∙ 5 guests ∙ 2 bedrooms

Condo with terrace & private pool

4.4
Very good(71 ratings)
Madeira Beach, Pinellas County, Florida, United States
View deal
House Madeira Beach
from $1,149 per night
House ∙ 20 guests ∙ 8 bedrooms

Vacation home with patio, BBQ & garden | Nature view

4.7
Excellent(24 ratings)
Madeira Beach, Pinellas County, Florida, United States
View deal
Show all 25153 apartments in Pinellas County

Price and Availability Index in Pinellas County

Click on any bar to see price and availability information

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 3/20 – 3/27, you will need to pay $508 on average. However, it's great if you plan to book an accommodation in August. In this period vacation rentals are comparatively cheap, with average prices of $386.

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 June. 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 August.

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

And we love our apartments

House with yard & patio
Pleasant condo with 2 bedrooms for 6 persons
Fully equipped charming condo with pool & yard | Nature view | Next to the beach
Fully equipped lovely vacation home with garden & barbeque | Close to the beach | Good for workation | Pet-friendly
Fully equipped nice villa with private pool, jacuzzi & terrace
Show all 25153 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 17,410 rentals
🌙 Minimum price starting at $99
🐾 Pet friendly vacation homes 6,179 rentals
🏡 Rentals available 24,241 rentals

Get inspired for your vacation in Pinellas County

Beautiful regions abroad to consider for next trip

Beautiful regions near to consider for next trip

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