Vacation Rentals & House Rentals in Port Charlotte

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5,078 house rentals

Match: Air conditioning Children's pool Private outdoor pool (heated) Walking trips

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Price per night from

$336

⭐Nearby to Disney / Unversal / Seaworld - Spacious 8 Bedrooms Villa⭐

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

Match: Air conditioning Children's pool Private outdoor pool (heated) Walking trips

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Price per night from

$336

⭐Comfy and Spacious 8 Bedroom Villa w/ Private Pool⭐

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

Match: Air conditioning Children's pool Private outdoor pool (heated) Walking trips

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Price per night from

$336

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Anna Maria Islands best location Heated pool Best prices!

Anna Maria Island house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Walking trips, Air conditioning, Children's pool, Private outdoor pool (heated)

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Price per night from

$860

Siesta Key Beach Cottages on Crescent

Siesta Key cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Walking trips, Air conditioning, Children's pool, Private outdoor pool (heated)

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Price per night from

$224

Palm Lagoon - Clearwater Resort House 3 bedroom, Heated pool & SPA, King Bed

Clearwater house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

3 of 4 match: Walking trips, Air conditioning, Children's pool, Private outdoor pool (heated)

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Price per night from

$539

Dolphin Cove - Relaxing Greenbelt Views

El Jobean house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Children's pool, Walking trips, Air conditioning, Private outdoor pool (heated)

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Price per night from

$194

North Captiva Private Pool Home Shell Cottage

North Captiva Island house

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

3 of 4 match: Children's pool, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$459

Villa Maria Salt Sun

Largo house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

3 of 4 match: Children's pool, Walking trips, Air conditioning, Private outdoor pool (heated)

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Price per night from

$419

KISSIMMEE'S KNIGHT CASTLE

Kissimmee house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 20

“Absolutely outstanding!” Our family of 8 adults, 2 children aged 4 years, and 3 infants under 15 months of age, had an outstanding vacation in this home. Only a short drive to all the amenities (including Magic Kingdom) was exactly what was advertised. This home was immaculate, and extremely comfortable. I would highly recommend this property for anyone traveling with family! J. Macpherson, Whitby, Ontario, Canada

3 of 4 match: Children's pool, Walking trips, Air conditioning, Private outdoor pool (heated)

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Price per night from

$464

Executive Waterfront Home

St. Petersburg house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Children's pool, Walking trips, Air conditioning, Private outdoor pool (heated)

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Price per night from

$258

Anna Maria Island Beach Paradise 10

Holmes Beach studio

  • Studio
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Children's pool, Walking trips, Air conditioning, Private outdoor pool (heated)

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Price per night from

$227

Anna Maria Island Martinique On The Beach

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Children's pool, Walking trips, Air conditioning, Private outdoor pool (heated)

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Price per night from

$780

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

3 of 4 match: Children's pool, Walking trips, Air conditioning, Private outdoor pool (heated)

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Price per night from

$328

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

3 of 4 match: Children's pool, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 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

3 of 4 match: Children's pool, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$191

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

3 of 4 match: Children's pool, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$191

Anna Maria Island Edgewater Bungalow

Holmes Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Children's pool, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 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

3 of 4 match: Children's pool, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$224

Anna Maria Island Surfside Bungalow

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Children's pool, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$356

Anna Maria Island Sun's Up A

Bradenton Beach house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Children's pool, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$492

Anna Maria Island Runaway Tropical Escape

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Children's pool, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$199

Anna Maria Island Beach Sands 201

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Children's pool, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$282

Anna Maria Island Beach View 207

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Children's pool, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$190

Anna Maria Island Beach Palms 2B

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Children's pool, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$246

Paradise Palms-Private Beach Access-Heated Pool-Water Views From Every Room

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Children's pool, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$228

Anna Maria Island Beach Waves

Cortez condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Children's pool, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$213

Anna Maria Island Beach Palace

Bradenton Beach house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Children's pool, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$591

Anna Maria Island Bridge Port Beach Resort

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Children's pool, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$180

Anna Maria Island Beach Palms 2A

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Children's pool, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$187

Anna Maria Island Sun's Up B

Bradenton Beach house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Children's pool, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$473

Anna Maria Island Beach Palms 7A

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Children's pool, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$189

Absolute Paradise AMI-Private Beach Access-Water Views From Every Window-Heated

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Children's pool, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$260

3 of 4 match: Children's pool, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$108

Absolutely stunning home that truly embodies Florida living

Saint James City villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Children's pool, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$128

Your waterfront getaway - Villa Family Retreat

Iona villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Children's pool, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$149

Ideal for remote working/studying and native plants/wildlife watching

Matlacha villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Children's pool, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$98

3 of 4 match: Children's pool, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$108

Viewing 38 of 5,078
rentals in Port Charlotte

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