Clearwater Beach Pinellas County Vacation Rentals With Private Pool

Top-Rated Vacation Rentals in Clearwater Beach Pinellas County, FL

Book a vacation rental in Clearwater Beach Pinellas County that has the highest visitor rating. Here are 6 of the best vacation rentals in Clearwater Beach Pinellas County.
Florida Home w/ Pool & Gas Grill, Near Ocean!
10

Excellent

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2 br
·
Sleeps 8
·
Tv · Workspace · Microwave ·
From
$125/night
Check availability
Property
House · 2 Beds · 3 baths
Amenities
Tv
Microwave
Swimming Pool
Dishwasher
Ceiling Fan
Free Parking
On Site Laundry
Air Conditioning
Other spaces
Workspace, Kitchen, Garden
Lavish Holiday Home w/ Lanai & Heated Outdoor Pool
10

Excellent

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3 br
·
Sleeps 10
·
Kitchen · On Site Laundry · Pool ·
From
$200/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
On Site Laundry
Pool
Residents Lounge
Dishwasher
Cable
Assigned Parking
Garage Parking
Private Pool
Other spaces
Kitchen, Workspace, Garden
Indian Rocks Beach Home - 2 Blocks to Beach!
10

Excellent

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3 br
·
Sleeps 8
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Central Heat · Workspace · Private Pool ·
From
$275/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Central Heat
Private Pool
Ceiling Fan
Wifi
Assigned Parking
Free Parking
Pool
Swimming Pool
Other spaces
Workspace, Kitchen
Idyllic Largo Escape w/ Private Pool & Lanai!
10

Excellent

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·
3 br
·
Sleeps 8
·
Assigned Parking · Microwave · Ceiling Fan ·
From
$210/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Assigned Parking
Microwave
Ceiling Fan
Oven
Toiletries
Central Heat
Air Conditioning
Wifi
Other spaces
Kitchen, Workspace, Balcony
Bright Largo Getaway w/ Private Pool & Grill!
9.8

Excellent

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3 br
·
Sleeps 8
·
Ceiling Fan · Swimming Pool · Oven ·
From
$116/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Ceiling Fan
Swimming Pool
Oven
Garage Parking
Free Parking
Private Pool
Microwave
Cable
Other spaces
Kitchen
Secluded paradise in sunny Florida
9.7

Excellent

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1 br
·
Sleeps 2
·
Kitchen · Dishwasher · Storage ·
From
$166/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Dishwasher
Storage
Hot Tub
Fireplace
Garage Parking
Smoking Allowed
Free Parking
Oven
Other spaces
Kitchen

Our Recommended Vacation Rentals in Clearwater Beach Pinellas County, FL

We analyzed vacation rentals in Clearwater Beach Pinellas County from many property providers including but not limited to VRBO, Booking.com, Evolve, Blueground and more. We're providing our top recommended offers on the best vacation rentals in Clearwater Beach Pinellas County to help you find a deal for your next trip.
Sun-Kissed Largo Escape: Private Pool & Patio

No rating

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3 br
·
Sleeps 6
·
Dishwasher · Workspace · Pool ·
From
$115/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Dishwasher
Pool
Microwave
Ceiling Fan
Free Parking
Toiletries
Cable
Swimming Pool
Other spaces
Workspace, Garden, Kitchen
Clearwater Escape w/ Pool

No rating

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3 br
·
Sleeps 10
·
Pool · Tv · Kitchen ·
From
$125/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Pool
Tv
Free Parking
Assigned Parking
Wifi
Oven
Swimming Pool
Microwave
Other spaces
Kitchen, Garden, Workspace
Beautiful Clearwater Getaway

No rating

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4 br
·
Sleeps 8
·
Tv · Toiletries · Air Conditioning ·
From
$140/night
Check availability
Property
House · 4 Beds · 2 baths
Amenities
Tv
Toiletries
Air Conditioning
Residents Lounge
Swimming Pool
Fireplace
Ceiling Fan
Assigned Parking
Other spaces
Kitchen, Garden
Charming Clearwater Escape ~ 6 Mi to Beach!

No rating

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2 br
·
Sleeps 4
·
Ceiling Fan · Air Conditioning · Private Pool ·
From
$325/night
Check availability
Property
House · 2 Beds · 2 baths
Amenities
Ceiling Fan
Air Conditioning
Private Pool
Wifi
Garage Parking
Toiletries
Free Parking
Tv
Other spaces
Garden, Kitchen

Budget-Friendly Vacation Rentals in Clearwater Beach Pinellas County, FL

Traveling on a budget? We've got you covered. Find a great deal on a vacation rental in Clearwater Beach Pinellas County starting at $53. Use the price filter at the top of the page to search for more specific prices.
Beach Condo

No rating

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1 br
·
Sleeps 4
·
Outdoor Space · Oven · Wifi ·
From
$53/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Oven
Wifi
Smoking Allowed
Free Parking
Private Pool
Air Conditioning
Furnished
Swimming Pool
Other spaces
Kitchen
Price drop
Stay at a Comfy Pool Oasis, 1 mile to Beaches
10

Excellent

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·
1 br
·
Sleeps 2
·
Private Pool · Swimming Pool · Outdoor Space ·
From
$56/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Private Pool
Swimming Pool
Furnished
Wifi
Beach
Air Conditioning
In Unit Laundry
Assigned Parking
Direct Gulf front unit with gorgeous beach views has been recently renovated ...
10

Excellent

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1 br
·
Sleeps 4
·
Air Conditioning · Wifi · Workspace ·
From
$61/night
Check availability
Property
Condo · 1 Bed · 1 bath
Amenities
Air Conditioning
Wifi
Pool
In Unit Laundry
Furnished
Swimming Pool
Elevator
Dishwasher
Other spaces
Workspace, Kitchen, Balcony
Quaint Cozy Cottage Guest House with pool for 2, dogs OK, golf course
10

Excellent

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Studio
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Sleeps 3
·
Pool · Oven · Air Conditioning ·
From
$66/night
Check availability
Property
Apartment · Studio · 1 bath
Amenities
Pool
Oven
Air Conditioning
Swimming Pool
In Unit Laundry
Private Pool
Wifi
Furnished
Other spaces
Kitchen
Beach Vacation Condo near Indian Rocks Beach
10

Excellent

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2 br
·
Sleeps 4
·
On Site Laundry · Furnished · Beach ·
From
$71/night
Check availability
Property
Condo · 2 Beds · 1 bath
Amenities
On Site Laundry
Furnished
Beach
Private Pool
Pool
Swimming Pool
Hot Tub
Dishwasher
Other spaces
Kitchen, Balcony
3B Newly Renovated Studio at Coastal Cottages!

No rating

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1 br
·
Sleeps 2
·
Furnished · Outdoor Space · Air Conditioning ·
From
$73/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Furnished
Air Conditioning
Swimming Pool
In Unit Laundry
Wheelchair Accessible
On Site Laundry
Wifi
Pool
Other spaces
Workspace, Kitchen

Vacation Rentals With Wi-fi in Clearwater Beach Pinellas County, FL

Internet access can be important. We've gathered rentals in Clearwater Beach Pinellas County to help you stay connected while on vacation.
Waterfront Condo w/ Water Park, Walk to the Beach!
9.3

Excellent

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2 br
·
Sleeps 8
·
On Site Laundry · Air Conditioning · Elevator ·
From
$179/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
On Site Laundry
Air Conditioning
Elevator
Garage Parking
Toiletries
Microwave
Cable
Central Heat
Other spaces
Balcony, Kitchen
Home w/ BBQ: ~ 1 Mi to Indian Rocks Beach & Golf
9.7

Excellent

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·
4 br
·
Sleeps 8
·
Oven · Air Conditioning · Tv ·
From
$98/night
Check availability
Property
House · 4 Beds · 2 baths
Amenities
Oven
Air Conditioning
Tv
Wifi
Free Parking
Cable
Ceiling Fan
Dishwasher
Other spaces
Workspace, Kitchen
Indian Shores Condo w/ Pool + Sunset Beach View!
9.7

Excellent

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3 br
·
Sleeps 7
·
Balcony · Toiletries · Kitchen ·
From
$180/night
Check availability
Property
Condo · 3 Beds · 2 baths
Amenities
Toiletries
Garage Parking
Air Conditioning
Beach
Wifi
Ceiling Fan
Residents Lounge
Free Parking
Other spaces
Balcony, Kitchen

Pet-Friendly Vacation Rentals in Clearwater Beach Pinellas County, FL

Pets are part of the family, so instead of leaving them at home, book one of these pet-friendly vacation rentals in Clearwater Beach Pinellas County. Read the details of each rental more closely for specific pet policies.
Price drop
5 BR Palm Harbor Home, Screen Lanai, Pool, Hot Tub, GAME ROOM
7

Very good

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5 br
·
Sleeps 11
·
Air Conditioning · Dishwasher · Oven ·
From
$429/night
Check availability
Property
Apartment · 5 Beds · 3 baths
Amenities
Air Conditioning
Dishwasher
Oven
Private Pool
Swimming Pool
Fireplace
Assigned Parking
Carpet
Other spaces
Kitchen, Workspace
Price drop
Charming home w private heated pool & hot tub
9.7

Excellent

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3 br
·
Sleeps 11
·
Kitchen · Swimming Pool · Air Conditioning ·
From
$362/night
Check availability
Property
Apartment · 3 Beds · 2 baths
Amenities
Swimming Pool
Air Conditioning
Dishwasher
Oven
Pool
Private Pool
Furnished
Wifi
Other spaces
Kitchen
Price drop
Peaceful dog-friendly w private heated pool
10

Excellent

·
·
4 br
·
Sleeps 12
·
Dishwasher · Kitchen · Furnished ·
From
$304/night
Check availability
Property
Apartment · 4 Beds · 2 baths
Amenities
Dishwasher
Furnished
Wifi
Pool
Free Parking
Swimming Pool
Oven
Private Pool
Other spaces
Kitchen
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Updated: October 4, 2023