Clearwater, FL Vacation Rentals

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294 beach rentals

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Climbing frame Shared outdoor pool (unheated)

All filters match

Price per night from

$172

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Lovely Tropical Sunlit bedroom

Clearwater house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$228

Clearwater Beach Condo 2 B|R fits 5-8 ppl

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 28 minutes

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$172

Beachy Clearwater is Great! Pets Welcome

Clearwater house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$92

Luxurious Waterfront Resort oasis/ 2 bedrooms King Beds/ Pets accepted

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Shared outdoor pool (unheated), Climbing frame

1 of 2 filters match

Price per night from

$123

Clearwater Vacation Beach 2 B/R Condo fits 6ppl

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 28 minutes

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$149

Amazing Condo and Breathtaking Views!

Indian Rocks Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Responds fast! avg. 3 hours 36 minutes

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$602

Clearwater Sugar Beach

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 1

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$85

Casa Daniella

Clearwater house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$201

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$327

Beautiful Boho Style Condo

Clearwater condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$217

“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: Shared outdoor pool (unheated), Climbing frame

1 of 2 filters match

Price per night from

$297

Lemon Cottage, Pets OK , 200 Steps to Beach

Clearwater cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared outdoor pool (unheated), Climbing frame

1 of 2 filters match

Price per night from

$297

Luxury waterfront Condo Rooftop Terrace

Clearwater house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$567

Bayside Condos 17 Waterfront Studio

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 50 minutes

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$99

Chateau 5W Beachfront on the Beautiful Belleair Beach

Belleair Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 50 minutes

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$154

Aqualea at Hyatt Regency, Clearwater Beach FL

Clearwater apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$344

Regatta Beach Club 414S '90 day min stay with 2 week lead time'

Clearwater condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 50 minutes

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$103

Condo Penthouse with Pool And Hot Tub

Tampa condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$237

Clearwater Beach Resort Apartment with Oceanview

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 3 hours 54 minutes

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$424

Harborview Grande 507 Beachy and family-friendly

Clearwater apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 50 minutes

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$1,052

Intercoastal 209 Water View from this Charming Condo

Indian Shores apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 50 minutes

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$5,190

Surfside Condos 303 Beachfront Condo

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 50 minutes

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$1,227

440 West Condos 1408-N Gulf Front Condo with amazing views

Clearwater apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

Responds fast! avg. 50 minutes

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$179

Regatta Beach Club C1009 '90 day min stay with 2 week lead time'

Clearwater apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

Responds fast! avg. 50 minutes

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$118

Harborview Grande 602 Beautiful Condo Hardwood floors

Clearwater apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$1,417

440 West Condos 1108-S Beautiful Water Views

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$117

440 West Condos 905-S View of Gulf of Mexico From Every Room

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$124

Bayside Condos 18 Just Updated Waterfront

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 50 minutes

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$126

Regatta Beach Club 403N '90 day min stay with 2 week lead time'

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 50 minutes

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$87

Bay Harbor 301 Beautiful Waterfront Condo

Clearwater apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$1,492

440 West Condos 308-S Desirable Gulf Front

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$153

Aldea A7 BEACHFRONT Quiet Belleair

Belleair Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 50 minutes

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$139

Madeira Towers 601 Beach front with spectacular views

Madeira Beach apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Everything you expect and more” Without a doubt I'd stay there again, we've always stayed on Madeira Beach for the last 12 visits to Florida and this is the best condo we've stayed in, excellent value for money. Very clean and quiet , very well equipped, new carpets and new kitchen floor tiles , the caretaker was brilliant , polite and helpful , I really took to him , I had great conversations with him about fishing. The condo is positioned very well to all amenities and because all entrances needed keys you felt very secure ,, this is the place for me , when we visit again this will be the first condo I will look for availability ,,,and I guess a lot of renters have done as when I looked it's booked up to May 2017,, not surprised at all to be honest.

Responds fast! avg. 50 minutes

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$140

Mandalay Beach Club 606 Mandalay Beach Club GEM

Clearwater apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$304

Brightwater Point 105 Grand Water Views

Clearwater apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Perfect in every way!” Perfect location; beautiful condo; everything we needed. If I could have a negative comment it would be that the couch was a little uncomfortable. I can't say enough about how perfect; we have made arrangements to return!

Responds fast! avg. 50 minutes

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$1,045

Island Key Condos 303 Large Balcony overlooking Bay

Clearwater apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Amazing” We were first time renters and we're very anxious. We couldn't have been more impressed. There was so much space and the condo was spotless. The area was quiet and the apartment block was spotless. The pool was heated and spa was hot. The staff in the office were so nice and helpful made us feel really valued. Will definitely be returning and would highly recommend the rental company.

Responds fast! avg. 50 minutes

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$280

440 West Condos 408-N Gulf and Beach Views

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Everything is within walking distance” We have rented many homes and motels in the south over 20 years and visited Clearwater Beach several times during this period. Our stay at 440 West, 408N was probably the most enjoyed and relaxing of all. Everything is within walking distance or a short drive to help you with your stay in Clearwater Beach. We are definitely planning on a return there and hope to stay at 440 West again

Responds fast! avg. 50 minutes

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$117

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