Vacation Rentals & House Rentals in Port Charlotte

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5,104 house rentals

Beachfront Condo With Magnificent Views

Marco Island apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Absolutely wonderful experience!” My husband and I stayed in this unit for our honeymoon and we had the greatest time. We were even given flowers from the owners to congratulate us on getting married! The view was spectacular and the unit was comfortable. The building is a very short walk to the beach and the sunsets were amazing - we were able to watch them right from the balcony. I would definitely recommend this unit to anyone wanting to experience everything Marco Island has to offer.

Match: Air conditioning Private outdoor pool (heated) Staffed property Walking trips

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Price per night from

$287

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Dolphin Cove - Relaxing Greenbelt Views

El Jobean house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Staffed property, Walking trips, Air conditioning, Private outdoor pool (heated)

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Price per night from

$193

Villa Maria Salt Sun

Largo house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

3 of 4 match: Staffed property, Walking trips, Air conditioning, Private outdoor pool (heated)

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Price per night from

$418

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: Staffed property, Walking trips, Air conditioning, Private outdoor pool (heated)

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Price per night from

$463

North Captiva Private Pool Home Shell Cottage

North Captiva Island house

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

3 of 4 match: Staffed property, Walking trips, Air conditioning, Private outdoor pool (heated)

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Price per night from

$458

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: Staffed property, Walking trips, Air conditioning, Private outdoor pool (heated)

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Price per night from

$778

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: Staffed property, Walking trips, Air conditioning, Private outdoor pool (heated)

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Price per night from

$494

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: Staffed property, Walking trips, Air conditioning, Private outdoor pool (heated)

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Price per night from

$187

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: Staffed property, Walking trips, Air conditioning, Private outdoor pool (heated)

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Price per night from

$355

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: Staffed property, Walking trips, Air conditioning, Private outdoor pool (heated)

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Price per night from

$593

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: Staffed property, Walking trips, Air conditioning, Private outdoor pool (heated)

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Price per night from

$192

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: Staffed property, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$187

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: Staffed property, Walking trips, Air conditioning, Private outdoor pool (heated)

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Price per night from

$248

Anna Maria Island Beach Waves

Cortez condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Staffed property, Walking trips, Air conditioning, Private outdoor pool (heated)

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Price per night from

$216

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: Staffed property, Walking trips, Air conditioning, Private outdoor pool (heated)

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Price per night from

$189

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: Staffed property, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$245

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: Staffed property, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$479

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: Staffed property, Walking trips, Air conditioning, Private outdoor pool (heated)

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Price per night from

$171

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: Staffed property, 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: Staffed property, 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: Staffed property, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$219

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: Staffed property, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$182

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: Staffed property, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$257

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: Staffed property, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$227

Executive Waterfront Home

St. Petersburg house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Staffed property, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$258

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: Staffed property, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$287

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: Staffed property, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$332

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: Staffed property, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$227

Amazing Lagoon | Rock Grotto Swimming Pool

Rotonda West house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Staffed property, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$257

Bella Vista | Pool | Spa | Lakefront | outdoor Lounge

Rotonda West house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Staffed property, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$214

Bright Dreams - Billard Table / Canal view

Rotonda West house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Staffed property, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$235

Blue Lagoon - built in 2020 - Pool/Spa/Sunshelf

Rotonda West house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Staffed property, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$214

3 of 4 match: Staffed property, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$108

Your waterfront getaway - Villa Family Retreat

Iona villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Staffed property, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$149

Absolutely stunning home that truly embodies Florida living

Saint James City villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Staffed property, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$127

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

Matlacha villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Staffed property, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$98

3 of 4 match: Staffed property, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$108

Lovely home with oversized heated pool in quiet neighborhood

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Staffed property, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$155

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rentals in Port Charlotte

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