Clearwater, FL Vacation Rentals

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40 beach rentals

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Affordable Luxury Directly On The Gulf Of Mexico.

Clearwater apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 20 minutes

Match: Games room Sea view

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Price per night from

$173

Match: Games room Sea view

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Price per night from

$1,437

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Amazing Sunset over Clearwater Beach

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Sea view, Games room

1 of 2 filters match

Price per night from

$230

Affordable Luxury Mediterranean Style Resort in Clearwater

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Sea view, Games room

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Price per night from

$96

Nash Street Oásis

Clearwater house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 12

1 of 2 match: Sea view, Games room

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Price per night from

$288

HGTV - The Blue Villa - Rewarded Luxury Clearwater

Clearwater villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 53 minutes

1 of 2 match: Sea view, Games room

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Price per night from

$459

The Villa Verde - Luxury Clearwater

Clearwater villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 53 minutes

1 of 2 match: Sea view, Games room

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Price per night from

$517

Landmark Towers II 1001 Beautiful Beachfront Condo - One Month Minimum

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 50 minutes

1 of 2 match: Games room, Sea view

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Price per night from

$276

Cozy Up in a French Country Cottage near beaches

Clearwater studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 2 match: Games room, Sea view

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Price per night from

$172

440 West Condos 1404 N - Stunningly Renovated! Panoramic Views -

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

1 of 2 match: Games room, Sea view

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Price per night from

$123

Meridian 1001 - A Spacious Beachfront Condo

Clearwater apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

1 of 2 match: Games room, Sea view

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Price per night from

$260

52 Foot Ocean Oasis Houseboat Clearwater Beach

Clearwater boathouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Games room, Sea view

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Price per night from

$310

Martin Family Clearwater Retreat

Clearwater townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

1 of 2 match: Games room, Sea view

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Price per night from

$575

BEACH-FRONT! April 2024 Availability!

Clearwater condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Games room, Sea view

1 of 2 filters match

Price per night from

$84

Waterfront Breeze Condo - Waterfront with a pool!

Clearwater condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Games room, Sea view

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Price per night from

$595

Elegant Beach Front Penthouse on Desirable Belleair Beach, FL 2B/2B

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Games room, Sea view

1 of 2 filters match

Price per night from

$202

Villas of Clearwater Beach - A17 - Beachfront with a pool!

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Games room, Sea view

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Price per night from

$793

Sandy Shores Beach House - Beachfront Home

Clearwater house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Games room, Sea view

1 of 2 filters match

Price per night from

$628

Villas of Clearwater Beach - A13 - Beachfront with a pool!

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Games room, Sea view

1 of 2 filters match

Price per night from

$595

Villas of Clearwater Beach - A1 - Beachfront with a pool!

Clearwater condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Games room, Sea view

1 of 2 filters match

Price per night from

$727

Villas of Clearwater Beach - A12 - Beachfront with a pool!

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Games room, Sea view

1 of 2 filters match

Price per night from

$628

French Country Cottage 2 BLOCKS FROM BLUE JAYS STADIUM

Clearwater house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

1 of 2 match: Games room, Sea view

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Price per night from

$344

Elegant French Country Cottage & Mother in Law Apt

Clearwater house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 14

1 of 2 match: Games room, Sea view

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Price per night from

$459

Clearwater Beach Waterfront - With Private Rooftop Terrace

Clearwater townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Games room, Sea view

1 of 2 filters match

Price per night from

$403

Clearwater Beach Furnished Condo

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Games room, Sea view

1 of 2 filters match

Price per night from

$173

Gulf Front Dreams - Beachfront with a pool!

Clearwater house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Games room, Sea view

1 of 2 filters match

Price per night from

$1,189

“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: Games room, Sea view

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Price per night from

$298

1 of 2 match: Games room, Sea view

1 of 2 filters match

Price per night from

$804

“Harbor View Grande Suite # 707 Excellent 5 Star *****” A Big Thank you to the owners and Staff of 707. The accommodations where beyond our expectations. The décor was professionally done and the Suite was spotless upon arrival. The champagne was a special treat and all the beach chairs, umbrellas, coolers for our use was that extra touch. Harborview is centrally located to all shops and restaurants. The balcony views from sunrise to sunset was truly magnificent. Highly recommend to all friends and relatives. Will definitely return. Thanks again. Anthony David

1 of 2 match: Games room, Sea view

1 of 2 filters match

Price per night from

$271

Great rentals within 20 miles that match your search

Beautiful Island on Boca Ciega Bay & The Beach

St. Petersburg condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Games room Sea view

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Price per night from

$115

Luxurious Beachfront Condo at Redington Towers

Redington Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Games room Sea view

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Price per night from

$345

LUXURY WATERFRONT CONDO ON ISLA DEL SOL/St.Pete's

St. Petersburg condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Games room Sea view

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Price per night from

$432

ULTIMATE ST PETE BEACH FRONT RENTAL CONDO #101

St. Pete Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Games room Sea view

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Price per night from

$403

Luxury Apartment with 2 Bedrooms and ensuite Bathrooms on Florida's Gulf Coast

Indian Shores apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Games room Sea view

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Price per night from

$165

Match: Games room Sea view

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Price per night from

$403

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Games room Sea view

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Price per night from

$173

Four Shores # 4 2,000 SqFt Condo w/ Private Indoor Poolside Cabana

Indian Shores condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Games room Sea view

All filters match

Price per night from

$604

Swanky Starfish

St. Petersburg condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Games room Sea view

All filters match

Price per night from

$127

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