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Clearwater Beach Vacation Rentals with Private Pool

(10 rentals)
Clearwater Beach Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
10 reviews

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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Featured review

"Spring Break"

This was our second time renting and another relaxing vacation at this beautiful spot ! The condo is spacious, spotless and convenient to everything . We love spending evenings on the deck overlooking ...

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$442
avg per night
Clearwater Beach Villa
Sleeps 15, 4 bedrooms, 4 bathrooms

Key Amenities

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

About this property

Clearwater Beach Waterfront Modern VillaExperience the ultimate beach vacation at our stunning Clearwater Beach villa, where Beuity meets the sea! This beautifully renovated 4-bedroom, 2-loft, 4-bath home is designed for comfort and style, offering everything you need for an unforgettable getaway.Property...

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$700
avg per night
Clearwater Beach House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Oceanfront
  • Private pool
  • WiFi

About this property

POOL IS CURRENTLY CLOSED DUE TO HURRICANE HELENE and MILTON... Will open late December 2025Come live the beach life! Offering the best of all worlds, 450 West offers PRIVATE, WATERFRONT, RESORT STYLE LIVING, yet is mere steps from the soft sand, amazing restaurants, shops, marina, and all the action...

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$386
avg per night
Clearwater Beach Condo
Sleeps 2, 1 bedroom, 1.5 bathrooms
1 review

Distance to beach: 1 miles to Clearwater Beach

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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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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$115
avg per night
Clearwater Beach Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

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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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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$558
avg per night

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Clearwater Beach House
Sleeps 8, 3 bedrooms, 2 bathrooms
10 reviews

Key Amenities

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

About this property

4 1/2 minute walk to the Clearwater Beach sand. Great late Fall rates in Nov. through mid Dec.NO EXTRA CHARGE to heat the pool in the cooler months up to 90 degrees. Some rentals charge $35 per day as an add on.Margaritaville is all NEW inside in 2025! Enjoy the beachy soft colors throughout...

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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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$564
avg per night
Clearwater Beach Villa
Sleeps 6, 2 bedrooms, 2 bathrooms

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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$468
avg per night
Clearwater Beach Condo
Sleeps 6, 2 bedrooms, 1 bathroom

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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$164
avg per night
Clearwater Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

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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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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$437
avg per night
Clearwater Beach House
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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