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4,967 guest houses

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$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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$229

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Dunedin Garden Cottage Quiet Roof Terrace | Walk to Downtown Dunedin

Dunedin bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 50 minutes

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$329

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$382

Mandalay Beach Club 505-P Luxury Beachfront Condo

Clearwater apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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$607

Victoria Condo #8 Short Walk to Downtown

Dunedin apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$184

JW Marriott 715 Modern Luxury 2BR/2BA Condo

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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$13,376

JW Marriott 814 Beachfront Haven

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$1,090

JW Marriott 913 5-Star Luxury

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$1,090

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

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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$1,262

Bayway Shores 301

Clearwater apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$155

440 West Condos 1404 N - Stunningly Renovated! Panoramic Views -

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$123

Belle Harbor 506W Panoramic Views of the City, Bay, Beach and Gulf!

Clearwater apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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$198

440 West Condos 1107-N - Panoramic Water Views!

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$142

Meridian 1001 - A Spacious Beachfront Condo

Clearwater apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$281

440 West Condos 1701N Waterfront Penthouse

Clearwater apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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$626

Bayway Shores #303 - Waterfront Condo

Clearwater apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$189

440 West 608S

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$129

Surfside Condos 303 Beachfront Condo

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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$1,227

Dunedin Waterside Cottage Private Estate

Dunedin house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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$386

Bay Harbor 302 Radiant Water View of the Bay

Clearwater apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Great location, great condo, great price!” My family loved staying at bay harbor 302! The location was perfect, only a short 3-4 min walk to the pristine beaches. The condo was impeccable and much bigger than the pictures suggest. I cooked a lot of meals there and never did I lack anything I needed. The cooking skillets could have used an upgrade but they did the job. The bathrooms and kitchen were very up to date and clean. The bedrooms were a great size. The view from the balcony was wonderful and there was always a breeze when enjoying morning coffee or after dinner drinks. There were so many amazing restaurants within walking distance as well as great "touristy" shops. The reserved parking was great and we felt secure with having a gate at the entrance which required a code, The lobby door requiring a code, and a code for our condo door. Clearwater Beach Rentals were very accommodating and when we asked if we could check in a few hours early they made it happen. Everyone was very kind and we definitely plan on booking through them again. All in all our stay was wonderful!

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$221

Harborview Grande 602 Beautiful Condo Hardwood floors

Clearwater apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$1,417

440 West Condos 1508-S Walk to the Beach

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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$117

440 West Condos 1108-S Beautiful Water Views

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$124

Bay Harbor 301 Beautiful Waterfront Condo

Clearwater apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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$1,492

440 West Condos 808-N Beautiful Water View

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$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!

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$1,045

Dockside Condos 602 Waterfront Condo

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great locaton, nice condo” We enjoyed the nice clean condo, location was great and Clearwater Beach was the best! nice restaurants sops in the area, very safe for the teens.

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$158

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

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$280

Bay Harbor 403 Waterfront Condo

Clearwater apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Fabulous!!!” Wow! Our family just stayed at Bay Harbor 403 one week ago and I have been anxious to write a review for the owners to show our appreciation. We couldn't be any happier with this condo! We were wowed the minute we walked in the door! It was large, immaculate, comfortable and decorated beautifully! The pictures online don't even do this condo justice. Our view of the water-way was beautiful and we were in walking distance to the beach, as well as, restaurants and bars. I would recommend this condo to anyone and the next time we go to Clearwater Beach we are requesting #403!!!

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$190

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!

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$250

Harborview Grande 600 Waterfront

Clearwater apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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$250

Cozy Cottage on the Beach! Pets Allowed! Free Wi-Fi, Roku, Sun Deck ~ Binnie's B

Indian Rocks Beach cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“The perfect place to unwind and really enjoy the gulf.” Eiko's Cottage felt like being at home. This will be our destination, if available, for our future vacations.

Responds fast! avg. 48 minutes

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$216

440 West Condos 908-N Gulf Front Condo

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 50 minutes

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$204

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.

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$335

ROOM 04 - Lake Sumner

Clermont studio

  • Studio
  • 1 bathroom
  • sleeps 2

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Price per night from

$90

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

PARADISE 04 - Lake Sumner

Clermont apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$90

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