Clearwater, FL Vacation Rentals

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36 beach rentals

Pink Gulfside Cottage, 100 steps to beach, Pet OK, Restored Beach House

Clearwater house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Match: Housekeeping Included Pool or snooker table

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Price per night from

$287

Pink Dolphin Cottage 100 Steps to the Beach Sleeps 7, Pets Okay, Value

Clearwater cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

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Price per night from

$331

Steps from Beach, Pets OK, Sleeps 6, Clearwater Beach. 2 Bedrooms

Clearwater apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$377

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Price per night from

$423

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Family Beach Side Cottage , Pets Okay, Sleeps 6, Tiki Hut and Tropical Yard

Clearwater cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

“Great pet friendly place!!” The place was awesome!! Very short walk to the beach and a very cozy place. We brought our two dogs with us and they loved the place. The location was great. There is a park close by where we could walk our dogs. We were also close enough to the center of the beach so that we could walk to the shops.

1 of 2 match: Housekeeping Included, Pool or snooker table

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Price per night from

$333

440 West 1502-S Corner Condo with Sensational Gulf-view

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

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Price per night from

$183

Belle Harbor 805W A Clearwater Beach Gem

Clearwater apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

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Price per night from

$332

440 West Condo 1602N Condo with Sensational Gulf-view

Clearwater apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 50 minutes

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Price per night from

$125

Belle Harbor 603M Posh Pineapple

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

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Price per night from

$305

440 West Condo 1604-N Enjoy the gorgeous water views from your private balcony

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

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Price per night from

$136

Sandpearl Residences 1605 - Luxurious Top Floor Penthouse! - 360 WATER VIEWS

Clearwater apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

Responds fast! avg. 50 minutes

1 of 2 match: Housekeeping Included, Pool or snooker table

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Price per night from

$778

Bay Breeze House Waterfront home with pool

Clearwater house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 50 minutes

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Price per night from

$311

Amazing Sunset over Clearwater Beach

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$230

Affordable Luxury Directly On The Gulf Of Mexico.

Clearwater apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 20 minutes

1 of 2 match: Housekeeping Included, Pool or snooker table

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Price per night from

$173

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Price per night from

$1,437

Clearwater Beach Hideaway Cottage, 3 bedrooms, Pets OK, Steps to the sand.

Clearwater cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 10

“Best weekend to the end of the summer” The hideawy cottage was perfect for what we needed peacefully, quite and dog friendly that what was the best part! The staff was great and professional and helpful. This was a perfect getaway for my birhtday celebration. I am turly coming back to take another mini vacation it was all the comfronts of home. I would like to thank the staff at Blue Wave Condo Suites for a wonderfully experience and this will be my new vacation spot when I travel back to Clearwater Beach.

1 of 2 match: Housekeeping Included, Pool or snooker table

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Price per night from

$448

Come and relax...

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$102

Crown Jewel of Clearwater 5 Min From Airport 12 Min to Beach NEW LISTING

Clearwater house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

1 of 2 match: Pool or snooker table, Housekeeping Included

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Price per night from

$287

Clearwater Beach Furnished Condo

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$173

“Great cozy home away from home.” We stayed in the Orleans bungalo apartment on July 15-18. It felt like we were at home. The apartment had lots of character and charm. Loved sitting outside on the terrace watching the free entertainment across the street , was it called the ship wrecked bar? I especially loved beiing able to go to the back alley and washing clothes. (I hope it belonged to the cottages property, if not then oops!) We utilized the kitchen and the gas grill out back on the patio.Everything was great and this cottage had plenty of space for two families. We met my cousins from Texas in Flordia for a vaca. We drove from Oklahoma. The flat screens worked great. I have no complaints about this place. I just want to say to all you all snotty people leaving negative comments.... Quit complaining or find somewhere else to stay. What exactly do you think you are getting when you hear the word "cottages" it's not going to have a bell hop and a maid that cleans up your messes daily. Maybe some of you never lived in 100 year old homes and only used to a lavish lifestyle. Obviously you spent your time in doors. not us we were at the beach the majority of the day until almost 9pm every night. I enjoyed my stay there. It was a good 3 day stay for us despite the rainy weather. Yet we still had fun.

1 of 2 match: Housekeeping Included, Pool or snooker table

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Price per night from

$298

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Price per night from

$804

The Serenity at North Beach

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Pool or snooker table, Housekeeping Included

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Price per night from

$155

The Bungalow at North Beach

Clearwater apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Pool or snooker table, Housekeeping Included

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Price per night from

$172

Paradise Golf Beach apt close to Downtown Clearwater (Florida Dream)_

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Pool or snooker table, Housekeeping Included

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Price per night from

$160

The Villa Verde - Luxury Clearwater

Clearwater villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 53 minutes

1 of 2 match: Pool or snooker table, Housekeeping Included

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Price per night from

$515

HGTV - The Blue Villa - Rewarded Luxury Clearwater

Clearwater villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 53 minutes

1 of 2 match: Pool or snooker table, Housekeeping Included

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Price per night from

$457

Sandy Toes Home Discover the tranquility of charming Avalon Condo Clearwater

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Pool or snooker table, Housekeeping Included

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Price per night from

$144

Super Cozy Remodeled 3bed Home near Clearwater Beach!!

Clearwater house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Pool or snooker table, Housekeeping Included

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Price per night from

$207

Clearwater Beach 3-bedroom Waterfront Luxury Condo

Clearwater condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Pool or snooker table, Housekeeping Included

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Price per night from

$367

Lemon Cottage, Pets OK , 200 Steps to Beach

Clearwater cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Pool or snooker table, Housekeeping Included

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Price per night from

$298

Great rentals within 20 miles that match your search

Spacious clean quiet home facing the Boca Ciega Bay in Isla del Sol

St. Pete Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Housekeeping Included Pool or snooker table

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Price per night from

$167

Casa SoHo

Tampa townhouse

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$574

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Housekeeping Included Pool or snooker table

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Price per night from

$173

Secluded Tuscany Home Oasis, 1.5 acre Pool home

Oldsmar house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Housekeeping Included Pool or snooker table

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Price per night from

$287

6 BR Heated Pool Hot Tub, Peloton Home Gym, Theater Room, Game Room

Tampa house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 26

Responds fast! avg. 1 hour 49 minutes

Match: Housekeeping Included Pool or snooker table

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Price per night from

$1,718

Stylish lakeside townhome, amenities galore

Tarpon Springs condo

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 15

Match: Housekeeping Included Pool or snooker table

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Price per night from

$134

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