Clearwater Beach Vacation Rentals with Private Pool

(10 rentals)
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Clearwater Beach House
3 BR | 2 BA | Sleeps 8 | Quick View
Sleeps 8, 3 bedrooms, 2 bathrooms
9 reviews

$518

avg/night

$518
avg per night
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Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Margaritaville is all NEW inside in 2025! Enjoy the beachy soft colors throughout the house.Margaritaville offers 3 bedrooms, all with king size beds. The living room has 2 queen size sleeper sofas with memory foam mattresses.Margaritaville has a heated saltwater pool (your skin and hair will ...

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Property Type

Clearwater Beach House

Featured review

"This place is fantastic"

Everybody in our little group loved this place. It was super comfortable and the beachy atmosphere throughout the house was beautiful. The house was squeaky clean and the temperature was cool inside on ...

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Clearwater Beach Condo
1 BR | 1 BA | Sleeps 2 | Quick View
Sleeps 2, 1 bedroom, 1 bathroom
4 reviews

Distance to beach: 1 miles to Clearwater

$88

avg/night

$88
avg per night
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Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Discover the perfect Clearwater Beach retreat in this gorgeous 10th-floor condo overlooking the bay. Fully furnished and thoughtfully designed, this 1-bedroom, 1-bathroom home offers both style and comfort.Highlights include:• Breathtaking bay views from floor-to-ceiling windows. • A ...

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Property Type

Clearwater Beach Condo

Featured review

"And did I mention the spectacular view??!!"

We are a now-retired Michigan couple who visited beaches all over Florida for decades. In those early days, we had limited vacation weeks from work and the desire to see as many places as possible, so ...

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Clearwater Beach Condo
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms
9 reviews

$327

avg/night

$327
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Beautiful waterfront condo located at Harborview Grande in the heart of Clearwater Beach. Just a 5 minute walk to Clearwater beach, bars and restaurants. Wonderfully decorated with a coastal theme, new bedroom floors and new appliances.This 4th floor end unit has 3 bedrooms, 2 full baths and 1800 ...

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Property Type

Clearwater Beach Condo

Featured review

"Great location"

We have stayed at other rentals on a canal but this one topped it! From the moment we stepped in the door we were visited by dolphins literally right in front of our balcony! We got to watch them play, ...

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Clearwater Beach Townhome
3 BR | 3 BA | Sleeps 8 | Quick View
Sleeps 8, 3 bedrooms, 3 bathrooms
1 review

$264

avg/night

$264
avg per night
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Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

HURRICANE HELENE & MILTON UPDATE: We do not currently have any sustained damages from Hurricane Helene. Our pool is open and our elevator is operating.NEW LISTING! Gorgeous 2700 sq ft 4-level townhome situated on the water with panoramic water views and rooftop deck! Perfect for families or groups, ...

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Property Type

Clearwater Beach Townhome

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Clearwater Beach Villa
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

$583

avg/night

$583
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Private pool
  • WiFi

About this property

This is a Premium Plus 3 Bedroom 2 Bath Unit located in Villas of Clearwater Beach with a view of Gulf of Mexico and Clearwater Beach. It is our one of our most spacious 3 Bedroom condos.(King, Queen, 2 Twins - 2,000 sq. ft.)One of our largest 3 bedroom/2 bath corner units (over 500 sq ft more) ...

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Property Type

Clearwater Beach Villa

Featured review

"Awesome condo!"

The location is great! It is just a couple blocks from the beach. We enjoyed the pool and hot tub. Across the street is the taco bus! The grouper taco's were amazing! The ice cream shop is only one ...

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Clearwater Beach Condo
2 BR | 1 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 1 bathroom

$153

avg/night

$153
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Regatta Beach Club is located on the beach at the North End of the island, close to everything without the crowds! It is within walking distance to Caladesi Island! It is a gated community with a front desk that is staffed! Our condo offers an olympic size heated pool overlooking the Gulf with beach ...

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Property Type

Clearwater Beach Condo

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Clearwater Beach Villa
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms

$476

avg/night

$476
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Private pool
  • WiFi

About this property

This is a Premium 2 Bedroom 2 Bath Unit located in Villas of Clearwater Beach with a view of Gulf of Mexico and Clearwater Beach.(King, 2 Queens - 1,260 sq. ft.)Open and spacious 2 bedroom/2 bath unit ready to accommodate your tropical get away or stay-cation! Enjoy the comforts of home right ...

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Property Type

Clearwater Beach Villa

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Clearwater Beach Condo
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

$448

avg/night

$448
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Private pool
  • WiFi

About this property

This is a Standard 2 Bedroom 2 Bath Unit located in Surfside Condominiums with a view of Gulf of Mexico and Clearwater Beach.(King, 2 Fulls - 1,460 sq. ft.)As you enter the condo, you will be greeted by an open-plan living and dining area with large windows that allow plenty of natural light to ...

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Property Type

Clearwater Beach Condo

Featured review

"Perfect Location"

My Husband and I along with another couple stayed 8 days. The unit has 2 beds in separate areas, 1 bathroom and a small kitchen with a table. We did cook in a few times and the necessary items were provided. ...

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Clearwater Beach Condo
1 BR | 1.5 BA | Sleeps 2 | Quick View
Sleeps 2, 1 bedroom, 1.5 bathrooms
1 review

Distance to beach: 1 miles to Clearwater Beach

$99

avg/night

$99
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Beautifully updated with open kitchen concept to the living room. Tastefully decorated with nautical and palm theme. Very spacious 950 SQF 1 bedroom, 1 1/2 bathroom. Very large living room with 65 inch smart TV . A beautiful dining table. Fully updated kitchen with stainless steel appliances and granite ...

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Property Type

Clearwater Beach Condo

Featured review

"Excellent"

Awesome place to stay. Newly renovated condo on the 10th floor. Fully furnished unit with all the amenities of home. Building is quiet and the residents are super friendly. The grounds are beautiful with ...

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Clearwater Beach House
4 BR | 2 BA | Sleeps 10 | Quick View
Sleeps 10, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Welcome to your dream beach escape at our stunning Clearwater Beach, FL, rental, where coastal elegance meets modern luxury. Nestled just a short stroll from the iconic sands of Clearwater Beach, this 4-bedroom, 5-bed residence offers the perfect blend of relaxation and convenience.Step inside and ...

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Property Type

Clearwater Beach House

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Clearwater Beach Vacation Rentals