Vacation Rentals & House Rentals in Port Charlotte

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2,383 house rentals

Match: Air conditioning Private outdoor pool (heated) Walking trips Smoking allowed

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Price per night from

$458

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Dolphin Cove - Relaxing Greenbelt Views

El Jobean house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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

3 of 4 filters match

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: Smoking allowed, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$459

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: Smoking allowed, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$228

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: Smoking allowed, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$781

Anna Maria Island Retreat

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

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

3 of 4 filters match

Price per night from

$226

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: Smoking allowed, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$259

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: Smoking allowed, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$192

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: Smoking allowed, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$296

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: Smoking allowed, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$189

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: Smoking allowed, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$333

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: Smoking allowed, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$248

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: Smoking allowed, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$189

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: Smoking allowed, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$187

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: Smoking allowed, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$177

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: Smoking allowed, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$208

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: Smoking allowed, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$597

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: Smoking allowed, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$478

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: Smoking allowed, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$287

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: Smoking allowed, 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: Smoking allowed, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$497

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: Smoking allowed, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$193

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: Smoking allowed, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$265

Anna Maria Island Beach Waves

Cortez condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

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

3 of 4 filters match

Price per night from

$215

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: Smoking allowed, Walking trips, Air conditioning, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$232

Your waterfront getaway - Villa Family Retreat

Iona villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$150

Absolutely stunning home that truly embodies Florida living

Saint James City villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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

3 of 4 filters match

Price per night from

$128

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

Matlacha villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$98

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

3 of 4 filters match

Price per night from

$150

Dream vacation with pool fun. Villa Florida Flair

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$98

Heated saltwater pool, newly furnished - Villa Tropical Paradise

Matlacha villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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

3 of 4 filters match

Price per night from

$98

Anna Maria Island Bay Watch Bungalow

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 3 hours 20 minutes

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

3 of 4 filters match

Price per night from

$241

Amazing Lagoon | Rock Grotto Swimming Pool

Rotonda West house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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

3 of 4 filters match

Price per night from

$258

Bella Vista | Pool | Spa | Lakefront | outdoor Lounge

Rotonda West house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$215

Bright Dreams - Billard Table / Canal view

Rotonda West house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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

3 of 4 filters match

Price per night from

$215

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

3 of 4 filters match

Price per night from

$108

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rentals in Port Charlotte

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