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5,375 guest houses

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Rental types Swimming pool Waterfront

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Price per night from

$172

Siesta key Guest House 5 star on the water Private

Siesta Key guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

Match: Rental types Swimming pool Waterfront

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Price per night from

$230

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Chateau 1E - On the Beautiful Belleair Beach

Belleair Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 50 minutes

2 of 3 match: Rental types, Waterfront, Swimming pool

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Price per night from

$160

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

2 of 3 match: Rental types, Waterfront, Swimming pool

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Price per night from

$104

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

Clearwater condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

2 of 3 match: Rental types, Waterfront, Swimming pool

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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

2 of 3 match: Rental types, Waterfront, Swimming pool

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Price per night from

$443

Responds fast! avg. 50 minutes

2 of 3 match: Rental types, Waterfront, Swimming pool

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Price per night from

$476

Harborview Grande 402 Panoramic 4th Floor Water View

Clearwater condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 50 minutes

2 of 3 match: Rental types, Waterfront, Swimming pool

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Price per night from

$255

Mandalay Beach Club 705P Beachfront - Mandalay Beach Club Condo

Clearwater condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

2 of 3 match: Rental types, Waterfront, Swimming pool

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Price per night from

$453

Bay Harbor 501 Beautiful 5th Floor Waterfront Condo

Clearwater apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

2 of 3 match: Rental types, Waterfront, Swimming pool

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Price per night from

$883

Brightwater Point Condo 106 Amazing Water View Condo

Clearwater apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

2 of 3 match: Rental types, Waterfront, Swimming pool

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Price per night from

$560

Reef Club 502 Beachfront 3 Bedroom 2 Bath at Reef Club

Indian Rocks Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 50 minutes

2 of 3 match: Rental types, Waterfront, Swimming pool

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Price per night from

$425

440 West Condos 1404-N 14th Floor Panoramic Water Views

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

2 of 3 match: Rental types, Waterfront, Swimming pool

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Price per night from

$375

Responds fast! avg. 50 minutes

2 of 3 match: Rental types, Waterfront, Swimming pool

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Price per night from

$159

Sereno Del Sol 213 Beach Access at Sereno Del Sol

Belleair Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

2 of 3 match: Rental types, Waterfront, Swimming pool

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Price per night from

$161

Responds fast! avg. 50 minutes

2 of 3 match: Rental types, Waterfront, Swimming pool

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Price per night from

$1,208

Barefoot Beach Resort F110 Waterfront pool and short walk to the beach

Indian Shores condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 50 minutes

2 of 3 match: Rental types, Waterfront, Swimming pool

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Price per night from

$874

Landmark Towers II 1001 Beautiful Beachfront Condo - One Month Minimum

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 50 minutes

2 of 3 match: Rental types, Waterfront, Swimming pool

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Price per night from

$274

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

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

2 of 3 match: Rental types, Waterfront, Swimming pool

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Price per night from

$182

Dockside Condos 305 Luxury Waterfront Dockside Escape! Walk to Beach!

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 50 minutes

2 of 3 match: Rental types, Waterfront, Swimming pool

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Price per night from

$1,382

Mandalay Beach Club 505-P Luxury Beachfront Condo

Clearwater apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

2 of 3 match: Rental types, Waterfront, Swimming pool

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Price per night from

$604

Victoria Condo #8 Short Walk to Downtown

Dunedin apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 50 minutes

2 of 3 match: Rental types, Waterfront, Swimming pool

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Price per night from

$183

JW Marriott 715 Modern Luxury 2BR/2BA Condo

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 50 minutes

2 of 3 match: Rental types, Waterfront, Swimming pool

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Price per night from

$13,313

JW Marriott 711 Luxury 2BD Condo - Clearwater Beach's Coastal Oasis

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 50 minutes

2 of 3 match: Rental types, Waterfront, Swimming pool

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Price per night from

$1,256

JW Marriott 814 Beachfront Haven

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 50 minutes

2 of 3 match: Rental types, Waterfront, Swimming pool

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Price per night from

$1,085

JW Marriott 913 5-Star Luxury

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 50 minutes

2 of 3 match: Rental types, Waterfront, Swimming pool

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Price per night from

$1,085

Bayway Shores 301

Clearwater apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

2 of 3 match: Rental types, Waterfront, Swimming pool

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Price per night from

$155

440 West Condo 1602N Condo with Sensational Gulf-view

Clearwater apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 50 minutes

2 of 3 match: Rental types, Waterfront, Swimming pool

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Price per night from

$125

440 West 608S

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

2 of 3 match: Rental types, Waterfront, Swimming pool

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Price per night from

$129

Bayway Shores #303 - Waterfront Condo

Clearwater apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

2 of 3 match: Rental types, Waterfront, Swimming pool

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Price per night from

$189

440 West Condos 1701N Waterfront Penthouse

Clearwater apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

2 of 3 match: Rental types, Waterfront, Swimming pool

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Price per night from

$626

440 West Condos 1107-N - Panoramic Water Views!

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

2 of 3 match: Rental types, Waterfront, Swimming pool

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Price per night from

$142

Madeira Towers 802 Renovated Madeira Towers Beachfront 2 Bedroom 2 Bathroom Cond

Madeira Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 50 minutes

2 of 3 match: Rental types, Waterfront, Swimming pool

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Price per night from

$118

Belle Harbor 402W Beautiful Unit at the Luxurious Belle Harbor

Clearwater apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

2 of 3 match: Rental types, Waterfront, Swimming pool

2 of 3 filters match

Price per night from

$210

Harborview Grande 800 Luxury 8th Floor Condo with Stunning Harbor Views

Clearwater apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

2 of 3 match: Rental types, Waterfront, Swimming pool

2 of 3 filters match

Price per night from

$340

Montmartre Condos 216 Beachfront 2 bedroom 2 bath at Mont Martre Condos

Belleair Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 50 minutes

2 of 3 match: Rental types, Waterfront, Swimming pool

2 of 3 filters match

Price per night from

$157

Aldea 18 Aldea - Gulf Front Paradise

Belleair Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 50 minutes

2 of 3 match: Rental types, Waterfront, Swimming pool

2 of 3 filters match

Price per night from

$564

Crescent Beach Club 3B Beachfront Views of the Gulf

Belleair apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

2 of 3 match: Rental types, Waterfront, Swimming pool

2 of 3 filters match

Price per night from

$248

Viewing 38 of 5,375
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