Pinellas County Vacation Rentals - HolidayHomes base64Hash Pinellas County Vacation Rentals - HolidayHomes

Pinellas County Vacation Rentals

Browse 23,979 available vacation homes and compared across 57 trusted partners

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Top-Rated Vacation rentals in Pinellas County

Book the highest-rated Pinellas County vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

House Redington Beach
Spacious Beachfront Home with Private Pool - Sleeps 22
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Condo Indian Shores
Beautiful Waterfront Condo - No Hurricane Damage
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Condo Madeira Beach
Luxury Beachfront Corner Condo 3 BR 2 BA with a Pool - It’s 5 o’clock somewhere!
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House Indian Rocks Beach
Sunshines Hideaway, Beachfront, Private Pool
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Condo Redington Shores
Family-oriented condo with heated pool, barbeque & hot tub | Nature view | Beach nearby
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Condo Madeira Beach
Child-friendly condo with jacuzzi & heated pool | Water view | Close to the beach | Dogs allowed
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House Palm Harbor
House with BBQ, private pool & garden
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Condo Indian Rocks Beach
Fully equipped beautiful condo with patio | Close to the beach
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House Indian Rocks Beach
Retreat by the beach, Gulf views, Roof Top Sun Deck
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House Indian Rocks Beach
Su Casa - Beachfront Home - Indian Rocks Beach
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Condo Madeira Beach
BE ONE WITH THE WHITE SANDY BEACH...AWAKE TO THE WAVES and RELAX TO THE SUNSET
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House Don Cesar
Family-oriented charming vacation home with garden, grill & patio | Close to the beach | Perfect for remote work
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Condo Indian Rocks Beach
Condo with heated pool, barbeque & terrace
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Condo Redington Shores
The Shores 103
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House Indian Shores
Prime Location! XL 4BR 3BA Home, Steps from BEACH, between Clearwater & St Pete!
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Top 15 most Recommended Vacation Rentals in Pinellas County

Discover your ideal Pinellas County vacation rental with real-time comparisons of 23,979 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House Saint Pete Beach
House ∙ 12 guests ∙ 5 bedrooms

House with patio, private pool & BBQ | Nature view

Saint Pete Beach, Pinellas County, Florida, United States
This spacious house rental in Saint Pete Beach accommodates 12 guests and features a private pool for relaxation and fun.
from $682
per night
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Condo Indian Shores
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with BBQ & heated pool

Indian Shores, Pinellas County, Florida, United States
This condo in Indian Shores accommodates 6 guests and features a heated pool for a relaxing getaway.
from $268
per night
(33)
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House Pass-a-Grille Beach
House ∙ 14 guests ∙ 8 bedrooms

Fully equipped vacation home with jacuzzi, grill & terrace | Nature view | Beach nearby | Suitable for remote work

Pass-a-Grille Beach, Saint Petersburg, Pinellas County
This spacious house rental in Pass-a-Grille Beach accommodates 14 guests and features a relaxing hot tub for ultimate comfort.
from $1,001
per night
(1)
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House Largo
House ∙ 12 guests ∙ 5 bedrooms

House with jacuzzi, yard & patio

Largo, Pinellas County, Florida, United States
Spacious house rental in Largo accommodating 12 guests with a private pool and a family-friendly atmosphere.
from $411
per night
(81)
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Condo Clearwater Beach
Condo ∙ 8 guests ∙ 3 bedrooms

Condo with terrace, BBQ & heated pool

Clearwater Beach, Clearwater, Pinellas County
This spacious 8-person condo in Clearwater Beach features a stunning balcony with ocean views and easy beach access.
from $400
per night
(2)
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Condo Indian Shores
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with jacuzzi & pool

Indian Shores, Pinellas County, Florida, United States
This spacious 6-person condo in Indian Shores features a balcony with stunning views and easy beach access for a perfect getaway.
from $113
per night
(26)
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Condo Indian Shores
Condo ∙ 9 guests ∙ 3 bedrooms

Family-friendly ample condo with terrace, heated pool & barbeque | Beach nearby

Indian Shores, Pinellas County, Florida, United States
This spacious 9-person condo in Indian Shores features beach access and a heated pool for a perfect getaway.
from $278
per night
(75)
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Condo Sand Key
Condo ∙ 6 guests ∙ 2 bedrooms

Fully equipped big condo with heated pool, sauna & barbeque | Close to the beach

Sand Key, Clearwater, Pinellas County
This 6-person condo in Sand Key features a stunning balcony with beach access and a heated pool for ultimate relaxation.
from $164
per night
(35)
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House Indian Shores
House ∙ 12 guests ∙ 6 bedrooms

Child-friendly wonderful vacation home with private pool, barbecue & terrace | Nature view | Close to the beach

Indian Shores, Pinellas County, Florida, United States
This spacious house rental in Indian Shores accommodates 12 guests and features a private pool for ultimate relaxation.
from $1,199
per night
(71)
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