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5,224 guest houses

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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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

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Price per night from

$229

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Tropic Terrace #5 - Beachfront Resort

Treasure Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$117

Tropic Terrace #8 - Beachfront Resort

Treasure Island condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$165

Responds fast! avg. 50 minutes

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Price per night from

$382

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

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Price per night from

$103

Tropic Terrace Resort #59 - Beach View Penthouse

Treasure Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$258

Tropic Terrace #54 - Beachfront Resort

Treasure Island studio

  • Studio
  • 1 bathroom
  • sleeps 2

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Price per night from

$117

Tropic Terrace #55 - Beachfront Resort

Treasure Island studio

  • Studio
  • 1 bathroom
  • sleeps 2

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Price per night from

$117

Harborview Grande 507 Beachy and family-friendly

Clearwater apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 50 minutes

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Price per night from

$1,052

Surfside Condos 303 Beachfront Condo

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 50 minutes

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Price per night from

$1,227

Harborview Grande 602 Beautiful Condo Hardwood floors

Clearwater apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

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Price per night from

$1,417

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

$126

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

$174

Bay Harbor 301 Beautiful Waterfront Condo

Clearwater apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

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Price per night from

$1,492

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

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

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Price per night from

$1,045

Bay Harbor 501 Beautiful 5th Floor Waterfront Condo

Clearwater apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

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Price per night from

$885

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Price per night from

$305

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

Clearwater condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

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Price per night from

$336

Mandalay Beach Club 705P Beachfront - Mandalay Beach Club Condo

Clearwater condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

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Price per night from

$454

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

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Price per night from

$426

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

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

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Price per night from

$376

Island Flat 101 Island Estates 2 Bedroom 2 Bath Condo

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 50 minutes

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Price per night from

$126

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Price per night from

$174

Sereno Del Sol 213 Beach Access at Sereno Del Sol

Belleair Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

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Price per night from

$162

Peaceful Golf Resort Getaway: Scenic 3BR Ground Floor Condo with Water Views and

Wesley Chapel condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

Responds fast! avg. 6 minutes

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Price per night from

$161

Responds fast! avg. 6 minutes

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$91

Responds fast! avg. 6 minutes

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Price per night from

$139

Peaceful Golf Resort Getaway: Scenic 2BR Ground Floor Condo with Water Views and

Wesley Chapel condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 6 minutes

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Price per night from

$108

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Price per night from

$97

Serene Waterfront Getaway: 2BR Condo with Patio Views, Comfort and Elegance in G

Wesley Chapel condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 6 minutes

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Price per night from

$108

Waterfront Studio Suite in Golf Resort: Pond View Surrounded by Nature

Wesley Chapel condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 6 minutes

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$91

Luxurious Ground-Floor 3BR Condo with Patio & Golf Course Views in PGA Golf & Te

Wesley Chapel condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 6 minutes

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Price per night from

$139

Cozy 1 BR Apt on Lake Howard with Lanai Patio, Dock & Kayaks

Winter Haven apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 6 minutes

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Price per night from

$129

Beachfront Views ~Pool~ Restaurants, Activities, Shops Across the Street. No Car

Madeira Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 minutes

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Price per night from

$189

Responds fast! avg. 3 minutes

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Price per night from

$178

Comfortable Top Floor Unit Overlooking the Gulf. Incredible View. Great Resort

Madeira Beach apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 minutes

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Price per night from

$247

Viewing 38 of 5,224
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