Clearwater, FL Vacation Rentals

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45 beach rentals

Gulf Front Dreams - Beachfront with a pool!

Clearwater house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated) Sea view

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Price per night from

$1,187

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Pool House 3 miles from Clearwater Beach

Clearwater house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Sea view, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$452

zeinxsmedia FBR Unit This is test Headline of the unit.

Clearwater cottage

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

Responds fast! avg. 50 minutes

1 of 2 match: Sea view, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$243

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: Private outdoor pool (unheated), Sea view

1 of 2 filters match

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: Private outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$171

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: Private outdoor pool (unheated), Sea view

1 of 2 filters match

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: Private outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$281

Bay Breeze House Waterfront home with pool

Clearwater house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 50 minutes

1 of 2 match: Sea view, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$542

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

Clearwater house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

1 of 2 match: Sea view, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$917

Belle Harbor 74 3 Story-Townhouse steps to the beach

Clearwater house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

1 of 2 match: Sea view, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$230

Bay Breeze House Waterfront home with pool

Clearwater house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 50 minutes

1 of 2 match: Sea view, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$311

52 Foot Ocean Oasis Houseboat Clearwater Beach

Clearwater boathouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$309

Martin Family Clearwater Retreat

Clearwater townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

1 of 2 match: Private outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$573

beautiful condo with magnificent views of mandalay

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Sea view, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$153

Luxurious 5 Bdrm Casa w/Pool- close to beaches in clearwater

Clearwater house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Sea view, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$574

Sea Breeze Beach House - Private Pool

Clearwater house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

“FANTASTIC PLACE.” We had a party of 10 and we still had plenty of room for everyone. The view was awesome we watched the dolphins play from the balcony. It was a little distance to the beach but quiet and away from all the traffic. Everything was in walking distance and convenient.Melissa was there right away to take care of any problems we had. My family and I had the best vacation and we would highly recommend.

1 of 2 match: Sea view, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$657

Clearwater Beach Cabana - Private Pool

Clearwater house

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 26

1 of 2 match: Sea view, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$1,711

Beach Paradise Beach House - Private Pool

Clearwater house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

1 of 2 match: Sea view, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$2,633

Coconut Beach House - Private Pool

Clearwater house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

1 of 2 match: Sea view, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$823

Watch Dolphins from the Private Balcony! Wi-Fi, Pool, Hot Tub, Free Parking ~ 50

Clearwater apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“so good I hate to give it a good rating because I don't want oth” Loved the location, loved the condo, loved the space, truly loved our time. We grew up in Clearwater and visit yearly now that we live in NJ. It was nice to have a space we can crash that isn't putting out our relatives. We will be back! It was also nice to see how far Clw beach has come...it is so much nicer than it was in 1973!

Responds fast! avg. 48 minutes

1 of 2 match: Sea view, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$230

Sandy Shores Beach House - Beachfront Home

Clearwater house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Private outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$627

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: Private outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$172

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

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$791

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

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Private outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$201

1 of 2 match: Private outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$1,434

Waterfront Breeze Condo - Waterfront with a pool!

Clearwater condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Private outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$593

BEACH-FRONT! July- Aug 2024 Availability!

Clearwater condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Private outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$84

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

Clearwater condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$724

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

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$625

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

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$592

French Country Cottage 2 BLOCKS FROM BLUE JAYS STADIUM

Clearwater house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

1 of 2 match: Private outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$343

Elegant French Country Cottage & Mother in Law Apt

Clearwater house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 14

1 of 2 match: Private outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$457

Clearwater Beach Furnished Condo

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Sea view

1 of 2 filters match

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.

1 of 2 match: Private outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$298

1 of 2 match: Private outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$802

Clearwater Beach Waterfront - With Private Rooftop Terrace

Clearwater townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$401

“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: Private outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$269

Great rentals within 20 miles that match your search

Tropical Island Retreat-Private Waterfront

Tarpon Springs house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated) Sea view

All filters match

Price per night from

$345

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