Vacation Rentals with Pool in Clearwater Beach, FL: Compare 10+ Sites & Save

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  2. Vacation Rentals with Pool
  3.  USA

  4.  Florida
  5.  St. Petersburg - Clearwater
  6.  Clearwater Beach

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1475 Best Vacation Rentals with Pool in Clearwater Beach (Starting from $135)

Gulf Front Dreams
Gulf Front Dreams
House
Clearwater Beach, FL, USA
0.1k from Clearwater Beach center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Beach, Places to stay

3 Bedrooms10 Guests
New to Booking
$1117
Average price / night
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Regatta Beach Club N209 - 2nd Floor Beachfront
Regatta Beach Club N209 - 2nd Floor Beachfront
Condo
Clearwater Beach, FL, 33767, United States
0.0k from Clearwater Beach center

AC, Balcony, Elevator, Free Parking, Heater, Kitchen, Laundry, Microwave, No Smoking

1 Bedroom2 Guests
New to Booking
$140
Average price / night
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3Bed2Bath Clearwater Beach Vacation Home with Heated Pool
3Bed2Bath Clearwater Beach Vacation Home with Heated Pool
House
Clearwater Beach, FL, USA
0.4k from Clearwater Beach center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Beach, Places to stay

3 Bedrooms8 Guests
8.5

Very Good

2 reviews

$799
Average price / night
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Regatta Beach Club S609 Sixth Floor Beach Views
Regatta Beach Club S609 Sixth Floor Beach Views
Condo
Clearwater Beach, FL, 33767, United States
0.0k from Clearwater Beach center

AC, Balcony, Barbecue, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

2 Bedrooms4 Guests
New to Booking
$135
Average price / night
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Dream Vacation Beach House
Dream Vacation Beach House
House
Clearwater Beach, FL, USA
0.4k from Clearwater Beach center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Jacuzzis

3 Bedrooms10 Guests
New to Booking
$591
Average price / night
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A Slice Of Paradise...With All  The Safety Of Staying Stateside
A Slice Of Paradise...With All The Safety Of Staying Stateside
Condo
Clearwater Beach, FL, 33767, United States
0.0k from Clearwater Beach center

AC, Arcade, Balcony, Barbecue, Dryer, Elevator, Free Parking, Heater, Internet

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$142
Average price / night
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Casa Del Mar - Beach Pool Home Experience!
Casa Del Mar - Beach Pool Home Experience!
House
Clearwater Beach, FL, USA
0.4k from Clearwater Beach center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

6 Bedrooms15 Guests
New to Booking
$757
Average price / night
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Regatta Beach Club C1009 '90 day min stay with 2 week lead time'
Regatta Beach Club C1009 '90 day min stay with 2 week lead time'
Condo
Clearwater Beach, FL, 33767, United States
0.0k from Clearwater Beach center

AC, Balcony, Elevator, Free Parking, Heater, Kitchen, Microwave, No Smoking, Pool

2 Bedrooms8 Guests
New to Booking
$199
Average price / night
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Coconut Beach House
Coconut Beach House
House
Clearwater Beach, FL, USA
0.4k from Clearwater Beach center

Accommodations, Pools, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

4 Bedrooms12 Guests
9.1

Superb

7 reviews

$673
Average price / night
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Regatta C610 '90 Day min'
Regatta C610 '90 Day min'
Condo
Clearwater Beach, FL, 33767, United States
0.0k from Clearwater Beach center

AC, Balcony, Elevator, Free Parking, Heater, Kitchen, Microwave, No Smoking, Pool

2 Bedrooms4 Guests
New to Booking
$156
Average price / night
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Sea Breeze Beach House
Sea Breeze Beach House
House
Clearwater Beach, FL, USA
0.4k from Clearwater Beach center

Cheap, Accommodations, Pools, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

3 Bedrooms12 Guests
9.6

Exceptional

5 reviews

$559
Average price / night
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Gulf Front Dreams | Private Pool | Beachfront
Gulf Front Dreams | Private Pool | Beachfront
House
Clearwater Beach, FL, 33767, United States
0.1k from Clearwater Beach center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms10 Guests
9.4

Superb

93 reviews

$1363
Average price / night
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Sunset Breeze - Beachfront Pool Home - Monthly Rental
Sunset Breeze - Beachfront Pool Home - Monthly Rental
House
Clearwater Beach, FL, USA
0.5k from Clearwater Beach center

Accommodations, Pools, Villas, Vacation homes, Spa, Cottages, Pet-friendly, Lodgings, Beach

5 Bedrooms14 Guests
New to Booking
$1258
Average price / night
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Beautiful 6th Floor Balcony 1 Br On Clearwater Beach Overlooking Gulf Of Mexico
Beautiful 6th Floor Balcony 1 Br On Clearwater Beach Overlooking Gulf Of Mexico
Condo
Clearwater Beach, FL, 33767, United States
0.1k from Clearwater Beach center

AC, Arcade, Balcony, Barbecue, Dryer, Elevator, Fitness Equipment, Free Parking, Heater

1 Bedroom4 Guests
9.8

Exceptional

8 reviews

$284
Average price / night
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Narcissus Beach House - Weekly Beach Rental
Narcissus Beach House - Weekly Beach Rental
House
Clearwater Beach, FL, USA
0.5k from Clearwater Beach center

Internet, Pool, Parking, Pet Friendly, Security/Safety, Child Friendly

2 Bedrooms4 Guests
New to Booking
$1074
Average price / night
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Heated POOL- 2 Houses to BEACH- Coastal MAIN House
Heated POOL- 2 Houses to BEACH- Coastal MAIN House
House
Clearwater, FL, 33767, United States
0.1k from Clearwater Beach center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
10.0

Exceptional

8 reviews

$799
Average price / night
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Welcome To Paradise - A Weekly Beach Rental
Welcome To Paradise - A Weekly Beach Rental
House
Clearwater Beach, FL, USA
0.5k from Clearwater Beach center

Accommodations, Pools, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms10 Guests
New to Booking
$413
Average price / night
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Panoramic Beach Views • Coastal Dream Home w/ Pool ➠ 870 Bay Esplanade
Panoramic Beach Views • Coastal Dream Home w/ Pool ➠ 870 Bay Esplanade
House
Clearwater Beach, FL, 33767, United States
0.2k from Clearwater Beach center

AC, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry, Living Area

2 Bedrooms10 Guests
New to Booking
$500
Average price / night
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Coastal Beach Escape - Monthly Beach Rental
Coastal Beach Escape - Monthly Beach Rental
House
Clearwater Beach, FL, USA
0.5k from Clearwater Beach center

Pool, Pet Friendly, Hot Tub, Wellness Facilities, Security/Safety, Internet, Parking

4 Bedrooms10 Guests
New to Booking
$352
Average price / night
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Backyard Oasis with only steps to the beach - Comfy, cozy cottage - 3bed/2bath
Backyard Oasis with only steps to the beach - Comfy, cozy cottage - 3bed/2bath
House
Clearwater, FL, 33767, United States
0.3k from Clearwater Beach center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
10.0

Exceptional

3 reviews

$293
Average price / night
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Sunset Beach House
Sunset Beach House
House
Clearwater Beach, FL, USA
0.5k from Clearwater Beach center

Cheap, Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

3 Bedrooms12 Guests
9.3

Superb

3 reviews

$322
Average price / night
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Stunning 1/1 Beachfront Oasis at Regatta Beach Club - Gulf Views Galore!
Stunning 1/1 Beachfront Oasis at Regatta Beach Club - Gulf Views Galore!
Condo
Clearwater, FL, 33767, United States
0.3k from Clearwater Beach center

AC, Arcade, Balcony, Fitness Equipment, Heater, Internet, Laundry, No Smoking, Pool

1 Bedroom2 Guests
New to Booking
$146
Average price / night
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El Dorado by the Sea / See message under the description. Not impacted by storms
El Dorado by the Sea / See message under the description. Not impacted by storms
House
Clearwater Beach, FL, 33767, United States
0.3k from Clearwater Beach center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

5 Bedrooms10 Guests
9.4

Superb

59 reviews

$984
Average price / night
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Heated Pool, 3  blocks to beach,  family friendly, quiet neighborhood, gas grill
Heated Pool, 3 blocks to beach, family friendly, quiet neighborhood, gas grill
House
Clearwater Beach, FL, 33767, United States
0.3k from Clearwater Beach center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms12 Guests
9.8

Exceptional

73 reviews

$914
Average price / night
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Gorgeous MARGARITAVILLE Pool Home on ClearwaterBeach screened Lanai/heated pool
Gorgeous MARGARITAVILLE Pool Home on ClearwaterBeach screened Lanai/heated pool
House
Clearwater Beach, FL, 33767, United States
0.3k from Clearwater Beach center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms8 Guests
9.8

Exceptional

99 reviews

$608
Average price / night
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🌴 Island Time | Huge Pool Home | Sleeps 18 • Cabana Bar • Steps to Beach ➠ 22 Laurel
🌴 Island Time | Huge Pool Home | Sleeps 18 • Cabana Bar • Steps to Beach ➠ 22 Laurel
House
Clearwater Beach, FL, 33767, United States
0.3k from Clearwater Beach center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

6 Bedrooms18 Guests
9.4

Superb

90 reviews

$1796
Average price / night
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Clearwater Calling in North Clearwater Beach
Clearwater Calling in North Clearwater Beach
House
Clearwater Beach, FL, 33767, United States
0.4k from Clearwater Beach center

AC, Balcony, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms8 Guests
9.2

Superb

5 reviews

$446
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals with Pool in Clearwater Beach.

Where to stay in Clearwater Beach? Best neighborhoods & areas

Clearwater Beach Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 1475 verified vacation rentals with a pool in Clearwater Beach. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in Clearwater Beach vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $135 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Clearwater Beach offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in Clearwater Beach welcome pets. Currently, 42 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in Clearwater Beach often include additional outdoor features such as Pool, Fireplace/Heating, and Wellness Facilities. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Clearwater Beach offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.