Clearwater, FL Vacation Rentals

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44 beach rentals

Affordable Luxury Directly On The Gulf Of Mexico.

Clearwater apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 20 minutes

Match: Games room Pool or snooker table

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Price per night from

$172

Amazing Sunset over Clearwater Beach

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$230

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Price per night from

$1,434

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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.

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Price per night from

$332

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

$344

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

$304

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

Clearwater apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

Responds fast! avg. 50 minutes

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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

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

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

Clearwater house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$286

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.

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Price per night from

$446

Come and relax...

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$102

Affordable Luxury Mediterranean Style Resort in Clearwater

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Pool or snooker table, Games room

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Price per night from

$92

Nash Street Oásis

Clearwater house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 12

1 of 2 match: Pool or snooker table, Games room

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Price per night from

$287

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, Games room

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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: Pool or snooker table, Games room

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Price per night from

$515

Clearwater Beach Furnished Condo

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$172

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Price per night from

$802

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

$332

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

Clearwater apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Games room, Pool or snooker table

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Price per night from

$378

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Price per night from

$423

“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, Pool or snooker table

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Price per night from

$297

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

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Price per night from

$115

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

St. Petersburg condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$430

*** Isla Del Sol Paradise ***

St. Pete Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Games room Pool or snooker table

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Price per night from

$172

REDUCED FOR APRIL!

Madeira Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“get away” My experience was kinda shaky at first , I was given the wrong gate code to get in complex, plus there were a couple of wristbands for pool entry missing and a blind that was messed up,but was able to be fixed in about 15 minutes. Our reservations were never given to property managers at office as well, but as soon as Jennifer responded she was able to take care of that. I have been to 2 other units there and this unit is the most modern by far and is very clean,and a great spot in the complex.

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Price per night from

$171

Luxurious Beachfront Condo at Redington Towers

Redington Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$344

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

Indian Shores apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$164

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

St. Pete Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$167

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Games room Pool or snooker table

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Price per night from

$172

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Price per night from

$402

821 4 br/3ba Gulf Beaches

Largo house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

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Price per night from

$287

Waterfront 5BR Lanai Heated Pool + Hot Tub, Game Room

Largo villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 18

Responds fast! avg. 1 hour 49 minutes

Match: Games room Pool or snooker table

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Price per night from

$2,293

The French Chateau of Odessa Airbnb

Odessa house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$257

Palm Harbor Waterfront, Game room, Kayaks and more

Palm Harbor house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

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Price per night from

$458

BRAND NEW Beauty Entire House - CLEAN- heated POOL

Tampa house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 11

Match: Games room Pool or snooker table

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Price per night from

$1,144

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