Holiday Rentals

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230 Houses

Match: Heated 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.

Match: Heated pool

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Price per night from

$229

Great rentals within 20 miles that match your search

Responds fast! avg. 50 minutes

Match: Heated pool

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Price per night from

$1,214

Crescent Beach Club 9B Amazing 9th Floor Beach Front View

Belleair condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 50 minutes

Match: Heated pool

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Price per night from

$5,199

The Avalon Royal Tropical | Warm, Exotic, Colorful

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Heated pool

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Price per night from

$207

Florida park cottage

Port Richey house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Heated pool

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Price per night from

$92

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

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Heated pool

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Price per night from

$123

Dunedin Oasis

Dunedin apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Heated pool

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Price per night from

$114

Heated pool, 9 minutes to clearwater beach

Clearwater house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Heated pool

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Price per night from

$527

Paradise on the Beach

Clearwater apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Match: Heated pool

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Price per night from

$138

Picture-Perfect Paradise: Explore the Stunning Feat

Clearwater house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Responds fast! avg. 42 minutes

Match: Heated pool

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Price per night from

$241

Beautiful Beach Condo

Belleair Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Heated pool

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Price per night from

$192

Match: Heated pool

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Price per night from

$802

262-*NEW! 3 beds x 2 bath. Amazing Water Views!

Tampa condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Heated pool

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Price per night from

$263

Clearwater Beach Resort Apartment with Oceanview

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 3 hours 54 minutes

Match: Heated pool

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Price per night from

$424

440 West Condos 502-N

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

Match: Heated pool

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Price per night from

$166

Amazing Villa with Heated Pool, Theatre, Gym, Bar, Office, Game Room!

Northdale villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Heated pool

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Price per night from

$572

La Rustic House

Oldsmar house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

Match: Heated pool

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Price per night from

$389

Sandy Toes Home Discover the tranquility of charming Avalon Condo Clearwater

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Heated pool

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Price per night from

$144

Luxury and Spacious Waterside Getaway Walking Distance to Everything

Clearwater townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 14

Match: Heated pool

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Price per night from

$802

Pet friendly -Canal-Heated Pool-Hot Tub-Pac Man-Waterfront

Tampa house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 7 minutes

Match: Heated pool

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Price per night from

$458

*HEATED POOL* CLEARWATER * CLOSE TO BEACHES & GOLF

Clearwater house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

Match: Heated pool

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Price per night from

$400

Palm Lagoon - Clearwater Resort House 3 bedroom, Heated pool & SPA, King Bed

Clearwater house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Heated pool

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Price per night from

$539

4 Bedroom Clearwater Vacation Home with the spacious Backyard

Clearwater house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

Responds fast! avg. 3 hours 29 minutes

Match: Heated pool

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Price per night from

$400

Seaside Paradise at Clearwater | Resort Style Vacation Condo

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Heated pool

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Price per night from

$207

Condo Penthouse with Pool And Hot Tub

Tampa condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Heated pool

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Price per night from

$237

Coastal Elegance: Your Clearwater Beach Escape

Clearwater condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Heated pool

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Price per night from

$382

Regatta Beach Club S614 '90 day min stay with 2 week lead time'

Clearwater condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 50 minutes

Match: Heated pool

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Price per night from

$79

Responds fast! avg. 50 minutes

Match: Heated pool

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Price per night from

$114

440 West Condos 1208-N Gulf-front corner condo with spectacular views

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 50 minutes

Match: Heated pool

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Price per night from

$147

Belle Harbor 74 3 Story-Townhouse steps to the beach

Clearwater house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

Match: Heated pool

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Price per night from

$231

440 West Condos 304-N Direct Gulf Front and Waterside Pool

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

Match: Heated pool

All filters match

Price per night from

$162

Harbour Light Towers 307 3rd Floor Beachfront 2 Bedroom Harbour Light Towers

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

Match: Heated pool

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Price per night from

$160

Beach condo in the heart of Clearwater beach

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Heated pool

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Price per night from

$510

Spacious Clearwater pool home - 4 bedrooms, 2 King beds, sleeps 10, fast wifi

Clearwater house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Heated pool

All filters match

Price per night from

$458

FULL Game Room · Swim SPA · BBQ · Beach 2.5Miles !

Largo house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

Match: Heated pool

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Price per night from

$217

Secluded Tuscany Home Oasis, 1.5 acre Pool home

Oldsmar house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Heated pool

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Price per night from

$286

Home w/heated pool 10 mins to Clearwater Beach!

Largo house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Heated pool

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Price per night from

$400

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