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5,221 guest houses

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Rental types Stove Waterfront

All filters match

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 Stove Waterfront

All filters match

Price per night from

$229

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Sandy Shores II - Steps to the beach!

Clearwater house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Rental types, Waterfront, Stove

2 of 3 filters match

Price per night from

$141

Sandy Shores - Weekly Rental

Clearwater house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Waterfront, Stove

2 of 3 filters match

Price per night from

$92

Tropic Terrace #3 - Beachfront Resort

Treasure Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Rental types, Waterfront, Stove

2 of 3 filters match

Price per night from

$117

Tropic Terrace Resort #27 - Beach View Suite

Treasure Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Waterfront, Stove

2 of 3 filters match

Price per night from

$154

104 | Clearwater Beach Suites

Clearwater condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Waterfront, Stove

2 of 3 filters match

Price per night from

$106

Tropic Terrace #5 - Beachfront Resort

Treasure Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Rental types, Waterfront, Stove

2 of 3 filters match

Price per night from

$117

Dunedin Garden Cottage Quiet Roof Terrace | Walk to Downtown Dunedin

Dunedin bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 50 minutes

2 of 3 match: Rental types, Waterfront, Stove

2 of 3 filters match

Price per night from

$316

Tropic Terrace Resort #59 - Beach View Penthouse

Treasure Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Waterfront, Stove

2 of 3 filters match

Price per night from

$258

Tropic Terrace #29 - Beachfront Resort

Treasure Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Waterfront, Stove

2 of 3 filters match

Price per night from

$236

Tropic Terrace #48 - Beachfront Resort

Treasure Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Rental types, Waterfront, Stove

2 of 3 filters match

Price per night from

$117

Tropic Terrace #41 - Beachfront Resort

Treasure Island condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Waterfront, Stove

2 of 3 filters match

Price per night from

$184

Tropic Terrace #40 - Beachfront Resort

Treasure Island house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Rental types, Waterfront, Stove

2 of 3 filters match

Price per night from

$208

Island Time - Beach Pool Home

Clearwater house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 18

“Great Location - Great Tume!” Love the house...it was equipped with everything we needed. Best of all it was so very close to the beach! Loved the cookies...what a great welcome! We will be back!

2 of 3 match: Rental types, Waterfront, Stove

2 of 3 filters match

Price per night from

$745

102 | Clearwater Beach Suites

Clearwater condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Waterfront, Stove

2 of 3 filters match

Price per night from

$160

Tropic Terrace #55 - Beachfront Resort

Treasure Island studio

  • Studio
  • 1 bathroom
  • sleeps 2

2 of 3 match: Rental types, Waterfront, Stove

2 of 3 filters match

Price per night from

$117

Tropic Terrace #37 - Beachfront Resort

Treasure Island studio

  • Studio
  • 1 bathroom
  • sleeps 2

2 of 3 match: Rental types, Waterfront, Stove

2 of 3 filters match

Price per night from

$154

201 | Clearwater Beach Suites

Clearwater condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Rental types, Waterfront, Stove

2 of 3 filters match

Price per night from

$160

Bay Watch #5 - Weekly Beach Rental

Clearwater condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Rental types, Waterfront, Stove

2 of 3 filters match

Price per night from

$100

Tropic Terrace #44 - Beachfront Resort

Treasure Island condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Waterfront, Stove

2 of 3 filters match

Price per night from

$165

Tropic Terrace #15 - Beachfront Resort

Treasure Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Rental types, Waterfront, Stove

2 of 3 filters match

Price per night from

$117

105 | Clearwater Beach Suites

Clearwater condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Waterfront, Stove

2 of 3 filters match

Price per night from

$160

Harborview Grande 507 Beachy and family-friendly

Clearwater apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 50 minutes

2 of 3 match: Rental types, Waterfront, Stove

2 of 3 filters match

Price per night from

$1,052

Surfside Condos 303 Beachfront Condo

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 50 minutes

2 of 3 match: Rental types, Waterfront, Stove

2 of 3 filters match

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

2 of 3 match: Rental types, Waterfront, Stove

2 of 3 filters match

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

2 of 3 match: Rental types, Waterfront, Stove

2 of 3 filters match

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

2 of 3 match: Rental types, Waterfront, Stove

2 of 3 filters match

Price per night from

$174

Bay Harbor 301 Beautiful Waterfront Condo

Clearwater apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

2 of 3 match: Rental types, Waterfront, Stove

2 of 3 filters match

Price per night from

$1,492

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

2 of 3 match: Rental types, Waterfront, Stove

2 of 3 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

2 of 3 match: Rental types, Waterfront, Stove

2 of 3 filters match

Price per night from

$280

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, Stove

2 of 3 filters match

Price per night from

$336

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, Stove

2 of 3 filters match

Price per night from

$445

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, Stove

2 of 3 filters match

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

2 of 3 match: Rental types, Waterfront, Stove

2 of 3 filters match

Price per night from

$126

Responds fast! avg. 50 minutes

2 of 3 match: Rental types, Waterfront, Stove

2 of 3 filters match

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

2 of 3 match: Rental types, Waterfront, Stove

2 of 3 filters match

Price per night from

$162

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, Stove

2 of 3 filters match

Price per night from

$454

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