Clearwater, FL Vacation Rentals

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21 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 Swing set or jungle gym

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Price per night from

$286

Lemon Cottage, Pets OK , 200 Steps to Beach

Clearwater cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Housekeeping Included Swing set or jungle gym

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Price per night from

$296

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

Clearwater apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Housekeeping Included Swing set or jungle gym

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Price per night from

$376

Match: Housekeeping Included Swing set or jungle gym

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Price per night from

$423

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Best Vacation Spot

Clearwater b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Housekeeping Included, Swing set or jungle gym

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Price per night from

$86

Nash Street Oásis

Clearwater house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 12

1 of 2 match: Housekeeping Included, Swing set or jungle gym

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Price per night from

$286

BoHo Style Home [Playset, Patio / 5 min Clearwater Beach]

Clearwater house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Housekeeping Included, Swing set or jungle gym

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Price per night from

$206

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: Swing set or jungle gym, Housekeeping Included

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Price per night from

$287

“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, Swing set or jungle gym

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Price per night from

$296

The Bungalow at North Beach

Clearwater apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Swing set or jungle gym, Housekeeping Included

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Price per night from

$172

The Serenity at North Beach

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Swing set or jungle gym, Housekeeping Included

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Price per night from

$155

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

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Swing set or jungle gym, Housekeeping Included

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Price per night from

$160

Sandy Toes Home Discover the tranquility of charming Avalon Condo Clearwater

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Swing set or jungle gym, Housekeeping Included

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Price per night from

$143

HGTV - The Blue Villa - Rewarded Luxury Clearwater

Clearwater villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 53 minutes

1 of 2 match: Swing set or jungle gym, Housekeeping Included

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Price per night from

$457

The Villa Verde - Luxury Clearwater

Clearwater villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 53 minutes

1 of 2 match: Swing set or jungle gym, Housekeeping Included

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Price per night from

$515

Super Cozy Remodeled 3bed Home near Clearwater Beach!!

Clearwater house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Swing set or jungle gym, Housekeeping Included

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Price per night from

$206

Clearwater Beach 3-bedroom Waterfront Luxury Condo

Clearwater condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Swing set or jungle gym, Housekeeping Included

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Price per night from

$364

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

Clearwater cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

1 of 2 match: Swing set or jungle gym, Housekeeping Included

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Price per night from

$330

Great rentals within 20 miles that match your search

Peace and Quiet in Gated Community on Boca Ciega Bay

Gulfport apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Housekeeping Included Swing set or jungle gym

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Price per night from

$77

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Housekeeping Included Swing set or jungle gym

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Price per night from

$172

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 Swing set or jungle gym

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Price per night from

$1,718

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