Guesthouses Tampa

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177 guest houses

Close to Siesta key with hot tub, fire pit and butterfly garden

Gulf Gate Estates guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Rental types Boat available

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Price per night from

$193

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Rental types Boat available

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Price per night from

$172

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Beachcomber Beach Casita | Steps to The Sand

Clearwater studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 2 match: Rental types, Boat available

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Price per night from

$101

Studio Vacation Villa

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Boat available

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Price per night from

$172

Family-Friendly Condo Minutes from Theme Parks w/ Resort Waterpark & Mini Golf

Four Corners house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 31 minutes

1 of 2 match: Rental types, Boat available

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Price per night from

$130

Weeki Wachee main river .Not a canal ,walk to Rogers park beach

Weeki Wachee house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Rental types, Boat available

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Price per night from

$316

Fun Baywatch Loft , Pets OK, Steps to Beach, Sleeps 6

Clearwater cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Rental types, Boat available

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Price per night from

$281

Anna Maria Island Beach Haven

Cortez house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Rental types, Boat available

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Price per night from

$1,503

🏝Paradise on the Sarasota Bay, Close to Gulf Beaches🏝 (Sarasota)

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Rental types, Boat available

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Price per night from

$194

Anna Maria Island Beach Watch

Bradenton Beach house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Rental types, Boat available

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Price per night from

$249

Anna Maria Island Beach Happy-Direct Beach Front-1BR-1BR

Bradenton Beach house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Rental types, Boat available

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Price per night from

$231

Cottage Haven-One Minute Walk To The Beach-Private Yards-Keyless Locks

Cortez cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Rental types, Boat available

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Price per night from

$215

AMI Lighthouse Cottage-One Minute Walk To The Beach-Keyless Locks

Cortez cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Rental types, Boat available

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Price per night from

$164

Sugar Sand Sanctuary - Beach Condominium

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Rental types, Boat available

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Price per night from

$134

Beachcomber Beach House | Steps to The Sand

Clearwater house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Wonderful Vacation Stay!” I was a bit nervous to go online and book a vacation home, worrying it would not be as pictured or described but I was extremely happy with the beach house and the wonderful service from Belloise Realty! We had an amazing family vacation and the house was so nice and clean and was just as pictured on the site. We will defiantly use Belloise again in the future as well as request this specif house when visiting Clearwater again!

1 of 2 match: Rental types, Boat available

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Price per night from

$190

Sarasota Waterfront and Marina Community with Tikki Bar and Grill

North Sarasota condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Boat available

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Price per night from

$102

1979 MD - Luxury 5BR, Private Pool, Near Disney

Four Corners condo

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 14

Responds fast! avg. 1 hour 8 minutes

1 of 2 match: Rental types, Boat available

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Price per night from

$97

Family-Friendly 1BR Minutes from Theme Parks w/ Resort Waterpark & Mini Golf

Four Corners house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 31 minutes

1 of 2 match: Rental types, Boat available

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Price per night from

$90

Westgate Town Center, Kitchenet/Sofa Family Villa, 1 bed/1, 9min from Disney

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Boat available

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Price per night from

$81

Anna Maria Island Beach Paradise 10

Holmes Beach studio

  • Studio
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Rental types, Boat available

1 of 2 filters match

Price per night from

$227

sunset hideaway

Davenport house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Rental types, Boat available

1 of 2 filters match

Price per night from

$172

Anna Maria Island Martinique On The Beach

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Rental types, Boat available

1 of 2 filters match

Price per night from

$780

52 Foot Ocean Oasis Houseboat Clearwater Beach

Clearwater boathouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Boat available

1 of 2 filters match

Price per night from

$309

Orchid at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Boat available

1 of 2 filters match

Price per night from

$490

Split Leaf at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Boat available

1 of 2 filters match

Price per night from

$490

Coconut at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Boat available

1 of 2 filters match

Price per night from

$490

Luxury Cliffs At Champions Gate

Reunion house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

1 of 2 match: Rental types, Boat available

1 of 2 filters match

Price per night from

$235

Anna Maria Island Beach Sands

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Paradise” We loved this place, felt right at home the minute we walked in the door. Had a view minor problems and the service to deal with them was awesome. Thanks Terry for a great experience, being our first time here on anna Maria Island. If we didn't need the extra bedroom, we would have booked for next yr. Location~~!! wow, close to great restaurants Love the view...can't say enough of the sunsets and of course the dolphins, got chills every time I seen them, almost daily...first class...thanks...

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Rental types, Boat available

1 of 2 filters match

Price per night from

$328

Longboat Key Cedars Beach House-Pet Friendly-2 Minute To The Beach

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Rental types, Boat available

1 of 2 filters match

Price per night from

$192

Bradenton Beach Club Bliss-3 Bedroom-2 Bathroom Condo-2 Pools-HotTub-Private Bea

Bradenton Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Rental types, Boat available

1 of 2 filters match

Price per night from

$260

Anna Maria Island Beach Palms 8B

Cortez condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Rental types, Boat available

1 of 2 filters match

Price per night from

$191

Anna Maria Island Sunshine Kiss Villa

Holmes Beach studio

  • Studio
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Rental types, Boat available

1 of 2 filters match

Price per night from

$152

Gulf Breeze Ami-2BD-2BA-Condo-Private Beach Access-Heater Pool-Water Views From

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Rental types, Boat available

1 of 2 filters match

Price per night from

$191

Anna Maria Island Beach Sands 203

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Rental types, Boat available

1 of 2 filters match

Price per night from

$213

Anna Maria Island Edgewater Bungalow

Holmes Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Rental types, Boat available

1 of 2 filters match

Price per night from

$296

Anna Maria Island Retreat

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Rental types, Boat available

1 of 2 filters match

Price per night from

$224

Anna Maria Island Beach Sands 101

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Rental types, Boat available

1 of 2 filters match

Price per night from

$285

Anna Maria Island Surfside Bungalow

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Rental types, Boat available

1 of 2 filters match

Price per night from

$356

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