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2,595 guest houses

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Rental types Shared outdoor pool (unheated) Waterfront

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Price per night from

$172

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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, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$103

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, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$1,048

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, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$1,222

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, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$1,412

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, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$126

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, Shared outdoor pool (unheated)

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Price per night from

$1,487

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, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$1,041

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, Shared outdoor pool (unheated)

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Price per night from

$279

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, Shared outdoor pool (unheated)

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Price per night from

$882

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, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$559

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, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$873

Harborview Grande 600 Waterfront

Clearwater apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 50 minutes

2 of 3 match: Rental types, Waterfront, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$249

Harborview Grande 803 Luxury Waterfront Condo

Clearwater apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Very comfortable and beautiful bay views.” This condo is walking distance to the beach and restaurants. It is spacious and very comfortable. It has beautiful bay views from the balcony.

Responds fast! avg. 50 minutes

2 of 3 match: Rental types, Waterfront, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$334

Brightwater Point 206 Beautiful Water Views

Clearwater apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

2 of 3 match: Rental types, Waterfront, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$209

440 West Condos 908-N Gulf Front Condo

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 50 minutes

2 of 3 match: Rental types, Waterfront, Shared outdoor pool (unheated)

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Price per night from

$203

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, Shared outdoor pool (unheated)

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Price per night from

$338

Bay Harbor 303 3rd Floor Condo with Stunning Water View

Clearwater apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 50 minutes

2 of 3 match: Rental types, Waterfront, Shared outdoor pool (unheated)

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Price per night from

$191

Bay Harbor 202 WOW balcony views! Professionally decorated condo for the family

Clearwater apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 11

“Beautiful Place” The condo was very nice. The master bedroom was the best! Lots of room, very clean, and kitchen was well supplied. I loved the location because we could walk to most anything. Shepherd's across the street had music and a great happy hour. I would have given 5 stars except I have two complaints. The biggest drawback is that the pool is in the shade most of the day. Also, the 3rd bedroom was very small although it did have its own bathroom. 3 bedrooms with 3 full baths was a great feature!

Responds fast! avg. 50 minutes

2 of 3 match: Rental types, Waterfront, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$249

Dolphin Cove PH 9 '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, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$62

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, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$157

Responds fast! avg. 50 minutes

2 of 3 match: Rental types, Waterfront, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$82

Sandpiper's Cove 203 Luxury Waterfront 3 Bedroom 2 Bath Condo

Clearwater condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

2 of 3 match: Rental types, Waterfront, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$219

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, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$118

Relax on Your Private Beachfront Balcony. Fresh and Comfortable. Great Family

Treasure Island studio

  • Studio
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 minutes

2 of 3 match: Rental types, Waterfront, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$166

Prime location, comfort, and sunset views – your perfect getaway awaits!

Madeira Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 minutes

2 of 3 match: Rental types, Waterfront, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$212

Responds fast! avg. 3 minutes

2 of 3 match: Rental types, Waterfront, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$178

Great Value, Great Location on Madeira Beach. Beachfront Building Across From Jo

Madeira Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 minutes

2 of 3 match: Rental types, Waterfront, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$178

Corner Unit. Beachfront Building, Heated Pool. Directly Across from Johns Pass.

Madeira Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 3 minutes

2 of 3 match: Rental types, Waterfront, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$178

Direct Gulf of Mexico Views. Private Balcony. Heated Pool and On-Site Tiki Bar

Treasure Island studio

  • Studio
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 3 minutes

2 of 3 match: Rental types, Waterfront, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$166

Resort Style Community. Quick Walk to Beach. Heated Pool. Near Great Restaurants

Madeira Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 minutes

2 of 3 match: Rental types, Waterfront, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$115

Amazing View from this Two Bedroom Beachfront Suite. Two Balconies! Great Value!

Treasure Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 minutes

2 of 3 match: Rental types, Waterfront, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$184

Responds fast! avg. 3 minutes

2 of 3 match: Rental types, Waterfront, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$178

Spacious Corner Unit Overlooking the Pool, Parking. Free Fun & Great Location!

Madeira Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 minutes

2 of 3 match: Rental types, Waterfront, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$189

Spacious beachfront comfortable 3-bedroom 2-bath. Heated pool. Great location

Madeira Beach apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 3 minutes

2 of 3 match: Rental types, Waterfront, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$275

Beachfront Private Walkout Balcony. Heated Pool. Perfect Quick & Easy Getaway.

Treasure Island studio

  • Studio
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 minutes

2 of 3 match: Rental types, Waterfront, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$166

Beachfront Studio Condo. Heated Pool. Perfect Views From Private Balcony.

Treasure Island studio

  • Studio
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 minutes

2 of 3 match: Rental types, Waterfront, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$166

Responds fast! avg. 3 minutes

2 of 3 match: Rental types, Waterfront, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$166

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