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188 Houses

Match: Private pool

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Price per night from

$201

Geodesic Dome

Holiday apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Will and already have recomend to others.” Lots of fun places to see and eat at nearby. Sharon and Ralph made sure we had everything we needed.

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Price per night from

$230

Great rentals within 20 miles that match your search

440 West Condos 508-S Gulf Front Condo

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

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Price per night from

$481

Bayside Condos 18 Just Updated Waterfront

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 50 minutes

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Price per night from

$127

Belle Harbor 1105M Fabulous Luxury 11th Floor View at Belle Harbor

Clearwater apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

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Price per night from

$585

Belle Harbor 603M Posh Pineapple

Clearwater apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

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Price per night from

$344

440 West Condos 1402-N Gorgeous Waterview Condo

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

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Price per night from

$952

440 West Condos 1501-N Condo with a water view

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

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Price per night from

$847

Belle Harbor 407M Luxury Clearwater Beach Condo

Clearwater apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

Match: Private pool

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Price per night from

$318

440 West Condos 808-N Beautiful Water View

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

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Price per night from

$155

Mediterranean Lakefront Mansion

Tampa house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 20

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Price per night from

$1,141

Coconut Beach House - Private Pool

Clearwater house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

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Price per night from

$825

Clearwater Beach Cabana - Private Pool

Clearwater house

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 26

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Price per night from

$1,714

Surfside Condos 204 Beachfront Condo

Clearwater apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

“Surfsude Condo 204” The view was great....the condo was roomy enough for our family. Everything was good except needed more instruction on using TV in living room. Also needed more electrical outlets. We would stay here again. Had a great time.

Responds fast! avg. 50 minutes

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Price per night from

$54

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

$542

Villas of Clearwater Beach 6B Almost Beachfront

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

Match: Private pool

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Price per night from

$272

“If I had only one word to describe this house, it would be Zen.” My husband & I stayed here with my three teenagers (13, 16 &' 18) over spring break. Paul answered my emails immediately when I had a few questions prior to our arrival. There was a manual that covered everything you could possibly need to know about the appliances, pool, local attractions, etc. . The home was beautiful, spotless, well-equipped and peaceful. There was plenty of space for everyone to have his/her own room. I liked that the kids could share the upstairs bath and we had our own master suite. It was easy to cook meals because everything you could possibly need to prepare them is there. The Publix grocery store is minutes away. The kids loved the pool and we enjoyed sitting outside in the evening. Getting around is simple and nothing we wanted to do was very far. Even getting to Clearwater Beach only took about 40 minutes (in heavy spring break traffic). I would not hesitate to stay here again.

Match: Private pool

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Price per night from

$287

Exclusive Tropical Retreat in Sunny Clearwater Bea

Clearwater house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

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Price per night from

$481

beautiful condo with magnificent views of mandalay

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$153

Tropical Island Retreat-Private Waterfront

Tarpon Springs house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$344

Waterfront Island Pool Home with Hot Tub and Canoe!!

Tarpon Springs house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$316

Belle Harbor 404M Waterfront Condo

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 50 minutes

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Price per night from

$207

Tarpon Woods Condo with Lake View

Palm Harbor condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$58

Relaxation at the Tropical Pool House

Tampa house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

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Price per night from

$446

The Cobbles

Hudson villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 24 minutes

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Price per night from

$173

Harborview Grande 402 Panoramic 4th Floor Water View

Clearwater condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 50 minutes

Match: Private pool

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Price per night from

$256

Mandalay Beach Club 705P Beachfront - Mandalay Beach Club Condo

Clearwater condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

Match: Private pool

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Price per night from

$454

NEW High End Keys Style - Private Resort - Huge Dock, Pool, Spa, + More

New Port Richey house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Private pool

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Price per night from

$344

Memorial Day Getaway Savings

Clearwater house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 22

Match: Private pool

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Price per night from

$602

Home away from Home? Paradise in the Sun? Why not call it both! Pool now HEATED!

Tarpon Springs house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 12

Match: Private pool

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Price per night from

$258

Belle Harbor 509M Stunning Luxury Condo with Panoramic Water View.

Clearwater condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

Match: Private pool

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Price per night from

$336

440 West Condos 1708-N Stunning 17th Floor Gulf View Condo

Clearwater condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 50 minutes

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Price per night from

$335

Harborview Grande 306 Waterfront 3 Bedroom 2 Bath Condo

Clearwater condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 50 minutes

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Price per night from

$445

Responds fast! avg. 50 minutes

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Price per night from

$479

Beachy "Margaritaville Pool home", 3 BR, 2 Bath

Clearwater house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Private pool

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Price per night from

$488

Brightwater Blue 158-4 3 Floors of luxury with beautiful water views

Clearwater house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 50 minutes

Match: Private pool

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Price per night from

$5,197

Gulf Front Dreams - Beachfront with a pool!

Clearwater house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Private pool

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Price per night from

$1,186

Mandalay Beach Club 706 SM Beachfront - Mandalay Beach Club Condo

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 50 minutes

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Price per night from

$6,426

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