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1,442 guest houses

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Rental types Sea view Waterfront

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Price per night from

$172

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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, Sea view

2 of 3 filters match

Price per night from

$275

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, Sea view

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Price per night from

$600

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

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

2 of 3 match: Rental types, Waterfront, Sea view

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Price per night from

$123

Meridian 1001 - A Spacious Beachfront Condo

Clearwater apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

2 of 3 match: Rental types, Waterfront, Sea view

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Price per night from

$259

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, Sea view

2 of 3 filters match

Price per night from

$250

Oceanfront Views and Spectacular Sunsets with Pool

Indian Rocks Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Waterfront, Sea view

2 of 3 filters match

Price per night from

$373

Surfside Villas - steps from the beach

Indian Shores apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

“Amazing” Absolutely beautiful! Condo is great and the area is phenomenal, Tom is the perfect host! Definitely coming back

2 of 3 match: Rental types, Waterfront, Sea view

2 of 3 filters match

Price per night from

$258

Casa Del Sol Tampa Luxury Condo at Sailport

Tampa condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 7 minutes

2 of 3 match: Rental types, Waterfront, Sea view

2 of 3 filters match

Price per night from

$228

Sunset Beach One Bedroom Gulf View

Treasure Island apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Waterfront, Sea view

2 of 3 filters match

Price per night from

$229

Sunshine Paradise at Redington Beach

Redington Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Waterfront, Sea view

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Price per night from

$229

Best price on the beach! For a gulf view condo

Indian Rocks Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Great Place To Stay!!!” We enjoyed our stay so much in this condo! Jennifer was helpful and made booking easy!! She definitely made the process easy for us and answered any and all questions we had. We will definitely be back!

2 of 3 match: Rental types, Waterfront, Sea view

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Price per night from

$229

Renovated Beach Front 2BR/2BA Condo, Steps to beach, Gulf of Mexico Views

Siesta Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Waterfront, Sea view

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Price per night from

$277

Beachside, Updated Luxury Fully Stocked Beach Condo

Indian Rocks Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 9

2 of 3 match: Rental types, Waterfront, Sea view

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Price per night from

$258

Torre Del Mar: Luxury Beachfront Paradise

Indian Rocks Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 3 minutes

2 of 3 match: Rental types, Waterfront, Sea view

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Price per night from

$430

Four Shores # 2 “Beach” Condo is a 3 Bedroom/2 Bathroom Luxury Rental

Indian Shores condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Waterfront, Sea view

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Price per night from

$498

Four Shores Gulf Condo # 3 Direct Gulf w/ Pool & Spa

Indian Shores condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Waterfront, Sea view

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Price per night from

$498

Clearwater Beach Furnished Condo

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Waterfront, Sea view

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Price per night from

$172

~ SUPER SPECIAL from $99/night ~ OCEAN FRONT DLX STUDIO

Longboat Key studio

  • Studio
  • 1 bathroom
  • sleeps 3

“Nice Beachfront Location” We stayed there in late June and found it very suitable for our needs. The beach was very accessible. View was awesome. The unit was clean and comfortable for 2 adults.

Responds fast! avg. 1 hour 56 minutes

2 of 3 match: Rental types, Waterfront, Sea view

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Price per night from

$194

Indulge in a spacious 4-bedroom rental with private pool and beach access!

Siesta Key house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

2 of 3 match: Rental types, Waterfront, Sea view

2 of 3 filters match

Price per night from

$974

Discover the perfect beachfront getaway with a private pool & hot tub.

Siesta Key house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Waterfront, Sea view

2 of 3 filters match

Price per night from

$853

Experience the luxury of private beach living with TWO heated pools!

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Waterfront, Sea view

2 of 3 filters match

Price per night from

$1,151

2 of 3 match: Rental types, Waterfront, Sea view

2 of 3 filters match

Price per night from

$790

"Island Oasis" A single family North end canal home with pool

Anna Maria house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Waterfront, Sea view

2 of 3 filters match

Price per night from

$745

Redington Towers 1 Beachfront 2 Bedroom Condo

Redington Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Rental types, Waterfront, Sea view

2 of 3 filters match

Price per night from

$218

Beach Front Ocean Sands

Madeira Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Waterfront, Sea view

2 of 3 filters match

Price per night from

$447

Stunning Beach View From Private Deck

Indian Rocks Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 3 minutes

2 of 3 match: Rental types, Waterfront, Sea view

2 of 3 filters match

Price per night from

$457

Bayfront Getaway - Luxurious - Pool & Grill

Tampa house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Waterfront, Sea view

2 of 3 filters match

Price per night from

$344

Four Shores # 4 2,000 SqFt Condo w/ Private Indoor Poolside Cabana

Indian Shores condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Waterfront, Sea view

2 of 3 filters match

Price per night from

$602

Elegant Waterfront Condo La Bella Vita

Tampa condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 7 minutes

2 of 3 match: Rental types, Waterfront, Sea view

2 of 3 filters match

Price per night from

$229

Beach Dreams -"Dream Away Villa"

Anna Maria Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 3 match: Rental types, Waterfront, Sea view

2 of 3 filters match

Price per night from

$338

BAYFRONT CONDO ON TAMPA AY

Tampa condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 7 minutes

2 of 3 match: Rental types, Waterfront, Sea view

2 of 3 filters match

Price per night from

$217

Direct Beachfront Unobstructed Ocean View Feet on White Sand Condo With Pool

Madeira Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

2 of 3 match: Rental types, Waterfront, Sea view

2 of 3 filters match

Price per night from

$344

BEACH-FRONT! April 2024 Availability!

Clearwater condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Rental types, Waterfront, Sea view

2 of 3 filters match

Price per night from

$84

BEACH FRONT CONDO *** MADEIRA BEACH

Madeira Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Waterfront, Sea view

2 of 3 filters match

Price per night from

$368

Art's Beach Retreat

Belleair Beach villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Waterfront, Sea view

2 of 3 filters match

Price per night from

$287

One Of The Last One Story Beach Houses

Indian Shores house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Waterfront, Sea view

2 of 3 filters match

Price per night from

$328

Waterfront Home away from Home

Dunedin apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 56 minutes

2 of 3 match: Rental types, Waterfront, Sea view

2 of 3 filters match

Price per night from

$109

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