Vacation Rentals & House Rentals in Port Charlotte

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2,391 house rentals

Match: Heated pool Air conditioning Private outdoor pool (unheated) Walking trips

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Price per night from

$458

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North Captiva Private Pool Home Shell Cottage

North Captiva Island house

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

3 of 4 match: Private outdoor pool (unheated), Walking trips, Heated pool, Air conditioning

3 of 4 filters match

Price per night from

$458

Dolphin Cove - Relaxing Greenbelt Views

El Jobean house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Private outdoor pool (unheated), Walking trips, Heated pool, Air conditioning

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Price per night from

$194

Beautiful 3 bedroom home in Southwest Florida

Port Charlotte house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Relaxing Stay” Well kept property in a great neighborhood within 15 min from the beach and great shopping. The pictures and description accurately reflect what you see when you get there. Owners, Lorrie and Frank, were a pleasure to deal with from beginning to end. Had a wonderful time and looking forward to returning soon. Would highly recommend this property!

3 of 4 match: Private outdoor pool (unheated), Walking trips, Heated pool, Air conditioning

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Price per night from

$172

Your waterfront getaway - Villa Family Retreat

Iona villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Private outdoor pool (unheated), Walking trips, Heated pool, Air conditioning

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Price per night from

$150

3 of 4 match: Private outdoor pool (unheated), Walking trips, Heated pool, Air conditioning

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: Private outdoor pool (unheated), Walking trips, Heated pool, Air conditioning

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Price per night from

$128

Lovely home with oversized heated pool in quiet neighborhood

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Private outdoor pool (unheated), Walking trips, Heated pool, Air conditioning

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Price per night from

$156

3 of 4 match: Private outdoor pool (unheated), Walking trips, Heated pool, Air conditioning

3 of 4 filters match

Price per night from

$108

Ft. Myers,Lake View Condo, 2BR & 2BA, Best Beaches

Fort Myers condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Private outdoor pool (unheated), Walking trips, Heated pool, Air conditioning

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Price per night from

$81

Steps to beach and bay on beautiful Anna Maria Island

Bradenton Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

3 of 4 match: Private outdoor pool (unheated), Walking trips, Heated pool, Air conditioning

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Price per night from

$101

Dream vacation with pool fun. Villa Florida Flair

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Private outdoor pool (unheated), Walking trips, Heated pool, Air conditioning

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Price per night from

$108

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: Private outdoor pool (unheated), Walking trips, Heated pool, Air conditioning

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Price per night from

$229

Amazing Lagoon | Rock Grotto Swimming Pool

Rotonda West house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Private outdoor pool (unheated), Walking trips, Heated pool, Air conditioning

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Price per night from

$258

Bella Vista | Serene Lakefront

Rotonda West house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Private outdoor pool (unheated), Walking trips, Heated pool, Air conditioning

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Price per night from

$215

Bright Dreams - Billard Table / Canal view

Rotonda West house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Private outdoor pool (unheated), Walking trips, Heated pool, Air conditioning

3 of 4 filters match

Price per night from

$235

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

Matlacha villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Private outdoor pool (unheated), Walking trips, Heated pool, Air conditioning

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: Private outdoor pool (unheated), Walking trips, Heated pool, Air conditioning

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Price per night from

$98

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

Rotonda West house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Private outdoor pool (unheated), Walking trips, Heated pool, Air conditioning

3 of 4 filters match

Price per night from

$215

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: Private outdoor pool (unheated), Walking trips, Heated pool, Air conditioning

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Price per night from

$785

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: Private outdoor pool (unheated), Walking trips, Heated pool, Air conditioning

3 of 4 filters match

Price per night from

$245

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

3 of 4 match: Private outdoor pool (unheated), Walking trips, Heated pool, Air conditioning

3 of 4 filters match

Price per night from

$193

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: Private outdoor pool (unheated), Walking trips, Heated pool, Air conditioning

3 of 4 filters match

Price per night from

$478

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: Private outdoor pool (unheated), Walking trips, Heated pool, Air conditioning

3 of 4 filters match

Price per night from

$300

Anna Maria Island Runaway Tropical Dream-One Minute Walk To The Beach-Heated Poo

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Private outdoor pool (unheated), Walking trips, Heated pool, Air conditioning

3 of 4 filters match

Price per night from

$204

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: Private outdoor pool (unheated), Walking trips, Heated pool, Air conditioning

3 of 4 filters match

Price per night from

$184

Anna Maria Island Beach Waves

Cortez condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Private outdoor pool (unheated), Walking trips, Heated pool, Air conditioning

3 of 4 filters match

Price per night from

$221

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: Private outdoor pool (unheated), Walking trips, Heated pool, Air conditioning

3 of 4 filters match

Price per night from

$357

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: Private outdoor pool (unheated), Walking trips, Heated pool, Air conditioning

3 of 4 filters match

Price per night from

$470

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: Private outdoor pool (unheated), Walking trips, Heated pool, Air conditioning

3 of 4 filters match

Price per night from

$282

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: Private outdoor pool (unheated), Walking trips, Heated pool, Air conditioning

3 of 4 filters match

Price per night from

$313

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: Private outdoor pool (unheated), Walking trips, Heated pool, Air conditioning

3 of 4 filters match

Price per night from

$227

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: Private outdoor pool (unheated), Walking trips, Heated pool, Air conditioning

3 of 4 filters match

Price per night from

$247

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: Private outdoor pool (unheated), Walking trips, Heated pool, Air conditioning

3 of 4 filters match

Price per night from

$179

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: Private outdoor pool (unheated), Walking trips, Heated pool, Air conditioning

3 of 4 filters match

Price per night from

$184

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: Private outdoor pool (unheated), Walking trips, Heated pool, Air conditioning

3 of 4 filters match

Price per night from

$559

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: Private outdoor pool (unheated), Walking trips, Heated pool, Air conditioning

3 of 4 filters match

Price per night from

$179

Anna Maria Island Retreat

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Private outdoor pool (unheated), Walking trips, Heated pool, Air conditioning

3 of 4 filters match

Price per night from

$206

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