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Clearwater, FL Vacation Rentals

368 beach rentals

Dog-Friendly 2BR, 2BA Clearwater House w/ Pool, 5 Miles from the Beach

Clearwater house

  • Swimming pool
  • •  Ask about children
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$104

beautiful condo with magnificent views of mandalay

Clearwater apartment

  • Beach / lakeside relaxation
  • •  Nearest beach 0.9 mi
  • •  Swimming pool
  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$92

Special $155/Night!

Clearwater house

  • Nearest beach 20 mi
  • •  Swimming pool
  • •  Child Friendly
  • 5 bedrooms
  • 3 bathrooms
  • sleeps 22

Price per night from

$178

PRIVATE POOL HOME IN THE HEART OF CLEARWATER!

Clearwater house

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Great!!!” My wife and I stayed here for our honeymoon and the stay was fantastic! The house was beautiful and John was very helpful!

Price per night from

$212

502 Bay Harbor

Clearwater apartment

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Wonderful place to stay at.” Very close to the beach, restaurants.Beautiful condo.Cozy and gives everyone who stays there,privacy if needed .each bedroom has its own bathroom.gorgeous view from the balcony.immaculately clean condo.everything is perfectly well organized and furnished with love.thank you guys! Definitely recommend to stay here!

Price per night from

$158

506 Harborview Grande

Clearwater apartment

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“so good I hate to give it a good rating because I don't want oth” Loved the location, loved the condo, loved the space, truly loved our time. We grew up in Clearwater and visit yearly now that we live in NJ. It was nice to have a space we can crash that isn't putting out our relatives. We will be back! It was also nice to see how far Clw beach has come...it is so much nicer than it was in 1973!

Price per night from

$170

404 Harborview Grande

Clearwater apartment

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Very beautiful place to say with an awesome view.” This was a perfectly located condo within walking distance to shopping, restaurants and beaches. The condo was clean and spacious with a wonderful view of the bay off the large balcony. The unit is exactly how it's described on the website. I would recommend this unit and even this building to anyone.

Price per night from

$170

Special $157/Night

Clearwater house

  • Nearest beach 5 mi
  • •  Swimming pool
  • •  Child Friendly
  • 5 bedrooms
  • 3 bathrooms
  • sleeps 25

Price per night from

$180

Starfish Beach House - Private Pool - Just steps from the sand!

Clearwater house

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$267

Sea Breeze Beach House - Private Pool

Clearwater house

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

“FANTASTIC PLACE.” We had a party of 10 and we still had plenty of room for everyone. The view was awesome we watched the dolphins play from the balcony. It was a little distance to the beach but quiet and away from all the traffic. Everything was in walking distance and convenient.Melissa was there right away to take care of any problems we had. My family and I had the best vacation and we would highly recommend.

Price per night from

$267

Beachcomber's Luxury House

Clearwater house

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Price per night from

$745

Clearwater Beach Cabana - Private Pool

Clearwater house

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 7 bedrooms
  • 4 bathrooms
  • sleeps 26

Price per night from

$672

Gulf Front Dreams - Beachfront with a pool!

Clearwater house

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

Price per night from

$671

POOL HOUSE 6 MILES TO CLEARWATER BEACH

Clearwater house

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 17

Price per night from

$389

NEW Waterfront Clearwater Beach Condo w/Gulf Views

Clearwater condo

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$132

Bay Breeze House Waterfront home with pool

Clearwater house

  • Swimming pool
  • •  Ask about children
  • •  Air conditioning
  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$195

Coconut Beach House - Private Pool

Clearwater house

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

Price per night from

$300

Beach Paradise Beach House - Private Pool

Clearwater house

  • Swimming pool
  • •  Ask about children
  • •  Air conditioning
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

Price per night from

$267

Sunset Beach House - Private Pool

Clearwater house

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

Price per night from

$267

Cambria Clearwater Beach Rental by beachhouseFL Ask for last min specials

Clearwater house

  • Swimming pool
  • •  Ask about children
  • •  Air conditioning
  • 5 bedrooms
  • 3 bathrooms
  • sleeps 15

Price per night from

$377

Casa Del Sol by beachhouseFL Great last min deals

Clearwater house

  • Swimming pool
  • •  Ask about children
  • •  Air conditioning
  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

Price per night from

$263

Gardenia Beach Hideaway "Private pool & hot tub!"

Clearwater house

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Price per night from

$228

'The Lilies'- Cozy, Upscale Beach Home in Carlouel

Clearwater house

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$251

CLEARWATER LUXURY RESORT STYLE CONDO

Clearwater condo

  • Swimming pool
  • •  Ask about children
  • •  Air conditioning
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$144

Somerset Place 10 bedrooms. Last min specials - By BeachHouseFL

Clearwater villa

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 10 bedrooms
  • 6 bathrooms
  • sleeps 28

Price per night from

$445

Great rentals within 20 miles that match your search

Beach OASIS

St. Pete Beach house

  • Swimming pool
  • •  Child Friendly
  • •  Car not necessary
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$136

SEA GATE 506 Beach Front 3BED/2BATH Indian Shores Spacious Top Floor Condo

Indian Shores condo

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Ask about children
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$228

FUN IN THE SUN

Redington Shores manor house

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Child Friendly
  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

Price per night from

$828

Luxurious Vacation Home in Tampa

Tampa house

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

Price per night from

$673

Jungle Terrace 3 Acre Mediterranean Home Pool 3401

Kenneth City house

  • Swimming pool
  • •  Child Friendly
  • •  Car not necessary
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$259

Pass-A-Grille St. Pete Beach Don Cesar Place 3S

Tierra Verde house

  • Swimming pool
  • •  Child Friendly
  • •  Car not necessary
  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

Price per night from

$503

Beach-Front Condo 180-degree Views Of The Gulf

Madeira Beach apartment

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Car not necessary
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$147

Get More home, Updated and Close to the beach

Largo house

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$239

Beautiful updated condo overlooking Tampa Bay

St. Petersburg condo

  • Swimming pool
  • •  Air conditioning
  • •  Pet Friendly
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

Inquire for Rates

St Pete Beach Belle Vista Luxury Oasis 366

Tierra Verde house

  • Swimming pool
  • •  Child Friendly
  • •  Car not necessary
  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

Price per night from

$242

Historic Thomas Rowe Don Cesar Place Compound

Tierra Verde house

  • Swimming pool
  • •  Child Friendly
  • •  Car not necessary
  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$264

Gulf Beach Condo! 3 BR, Handicap & Tall equip'd

Madeira Beach condo

  • Beach / lakeside relaxation
  • •  Nearest beach 0 mi
  • •  Swimming pool
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$258

Mediterranean Lakefront Mansion

Tampa house

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 6 bedrooms
  • 6 bathrooms
  • sleeps 20

Price per night from

$911

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