Clearwater, FL Vacation Rentals

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96 beach rentals

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

Clearwater house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Match: Ceiling Fans Housekeeping Included Pool or snooker table

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$286

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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$331

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

Clearwater apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Ceiling Fans Housekeeping Included Pool or snooker table

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Price per night from

$377

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Price per night from

$423

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

Clearwater house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

2 of 3 match: Pool or snooker table, Ceiling Fans, Housekeeping Included

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Price per night from

$287

Amazing Sunset over Clearwater Beach

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Housekeeping Included, Ceiling Fans, Pool or snooker table

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$229

Affordable Luxury Directly On The Gulf Of Mexico.

Clearwater apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 20 minutes

2 of 3 match: Housekeeping Included, Ceiling Fans, Pool or snooker table

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Price per night from

$172

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.

2 of 3 match: Housekeeping Included, Ceiling Fans, Pool or snooker table

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Price per night from

$446

2 of 3 match: Housekeeping Included, Ceiling Fans, Pool or snooker table

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Price per night from

$1,432

Come and relax...

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Housekeeping Included, Ceiling Fans, Pool or snooker table

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Price per night from

$102

Clearwater Beach Furnished Condo

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Housekeeping Included, Ceiling Fans, Pool or snooker table

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Price per night from

$172

“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.

2 of 3 match: Housekeeping Included, Ceiling Fans, Pool or snooker table

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Price per night from

$297

2 of 3 match: Housekeeping Included, Ceiling Fans, Pool or snooker table

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Price per night from

$801

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

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Pool or snooker table, Ceiling Fans, Housekeeping Included

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Price per night from

$160

Super Cozy Remodeled 3bed Home near Clearwater Beach!!

Clearwater house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Pool or snooker table, Ceiling Fans, 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

2 of 3 match: Pool or snooker table, Ceiling Fans, Housekeeping Included

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Price per night from

$366

Lemon Cottage, Pets OK , 200 Steps to Beach

Clearwater cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Pool or snooker table, Ceiling Fans, Housekeeping Included

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Price per night from

$297

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 3 match: Ceiling Fans, Housekeeping Included, Pool or snooker table

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Price per night from

$331

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

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

1 of 3 match: Ceiling Fans, Housekeeping Included, Pool or snooker table

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Price per night from

$182

Belle Harbor 805W A Clearwater Beach Gem

Clearwater apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

1 of 3 match: Ceiling Fans, Housekeeping Included, Pool or snooker table

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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

1 of 3 match: Ceiling Fans, Housekeeping Included, Pool or snooker table

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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

1 of 3 match: Ceiling Fans, Housekeeping Included, Pool or snooker table

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Price per night from

$304

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

1 of 3 match: Ceiling Fans, Housekeeping Included, Pool or snooker table

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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 3 match: Ceiling Fans, 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

1 of 3 match: Ceiling Fans, Housekeeping Included, Pool or snooker table

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Price per night from

$311

The Serenity at North Beach

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 3 match: Ceiling Fans, 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 3 match: Ceiling Fans, Pool or snooker table, Housekeeping Included

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Price per night from

$172

103 | Clearwater Beach Suites

Clearwater condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 3 match: Pool or snooker table, Housekeeping Included, Ceiling Fans

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Price per night from

$160

Fully renovated Apartment, Minutes 2 Beach, DownTown and Pinnellas Trail

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 3 match: Pool or snooker table, Housekeeping Included, Ceiling Fans

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Price per night from

$170

Cozy Up in a French Country Cottage near beaches

Clearwater studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 3 match: Pool or snooker table, Housekeeping Included, Ceiling Fans

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Price per night from

$171

8 houses from beach and gulf in Clearwater beach

Clearwater house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Pool or snooker table, Housekeeping Included, Ceiling Fans

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Price per night from

$263

Large 3 Bedroom 3 Bathroom condo right on the water !

Clearwater condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Clearwater stay” The condo was very comfortable and close to all amenities. There was a couple of minor repairs that needed to be made ie screen doors for the deck area but did not effect us greatly. Great time and would rent again if returning to Clearwater.

1 of 3 match: Pool or snooker table, Housekeeping Included, Ceiling Fans

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Price per night from

$261

Clearwater HUGE VILLA 3500 sqft with Pool near Beach and Golf.

Clearwater house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

1 of 3 match: Pool or snooker table, Housekeeping Included, Ceiling Fans

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Price per night from

$915

Spacious house, 8 min drive from the beach

Clearwater house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 3 match: Pool or snooker table, Housekeeping Included, Ceiling Fans

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Price per night from

$115

The Rock House - Why The Rock Not?

Clearwater house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 3 match: Pool or snooker table, Housekeeping Included, Ceiling Fans

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Price per night from

$373

203 | Clearwater Beach Suites

Clearwater condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 3 match: Pool or snooker table, Housekeeping Included, Ceiling Fans

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Price per night from

$160

Ultimate Island Getaway - Monthly Beach Rental

Clearwater house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 3 match: Pool or snooker table, Housekeeping Included, Ceiling Fans

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Price per night from

$296

Forever Sunshine - Beach Vacation Rental

Clearwater house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 26

“Great rental...NEARLY perfect.” My group of friends and I have a tradition to go to a beach house each summer. Finding something that has ample sleeping spaces, proximity to the beach, all within our price range can be a challenge. We were excited to find Forever Sunshine. We rented both the upper and lower units and were, overall very happy! Pros: - Location: you really can't beat the location. Maybe 25 steps to the beach. The beach that it's connected to also seems a bit further down from the super commercialized area, so it didn't feel overrun, even on Memorial Day. - Customer Service: We were also impressed by the customer service. They even brought us fresh cookies on the first day! We also had an incident with some locals who inflicted some damage on the property and they were very understanding and even let us know what was happening. - Space: Both units offered MORE than enough space for me and my friends. We only pulled out 2/4 couches each day and had room to spare. Cons: - Provided amenities: Hand soap, dishsoap, dishwashing soap, and laundry detergent were not provided. Paper goods, trash bags, and grilling stuff were provided, but minimal (or maybe they were leftover by the last folks staying?). This is all outlined in the rental agreement but I think it would be great if they had an option to add to your rental amount and have these things provided for you, since it seems like a waste to buy all of that for shorter stays. - House Design/Decor: One complaint was you can't get upstairs from the inside. I see how this is convenient when the units are rented separately but for us it was just a bit of a bother to always go outside to go upstairs/downstairs. We also couldn't get the TV upstairs to work--granted we didn't try very hard, ask about it, and didn't miss it but just a minor annoyance. Finally, the Tiki Hut outside seemed just a bit precarious, probably could have done with some screw tightening on the seats. The decor is also a bit cheesy, and one painting even depicted the Trail of Tears. Although the painting may have been appropriate for a gallery setting or educational purposes, in the context of the beach house with no educational component I found it rather exploitative, inappropriate, and offensive. Overall though my friends and I had a great time! Would definitely consider staying again. Thanks!

1 of 3 match: Pool or snooker table, Housekeeping Included, Ceiling Fans

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Price per night from

$1,031

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