Vacation Rentals & House Rentals in Port Charlotte

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5,168 house rentals

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Air conditioning Satellite TV Walking trips Skiing – property near ski resort

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Price per night from

$172

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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: Skiing – property near ski resort, Walking trips, Air conditioning, Satellite TV

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Price per night from

$459

South -Sunset Hide Away in Paradise

Naples house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 22 minutes

3 of 4 match: Skiing – property near ski resort, Walking trips, Air conditioning, Satellite TV

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Price per night from

$297

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: Skiing – property near ski resort, Walking trips, Air conditioning, Satellite TV

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Price per night from

$464

CASA SOLTERRA RESORT - NEAR DISNEY

Davenport house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 13

3 of 4 match: Skiing – property near ski resort, Walking trips, Air conditioning, Satellite TV

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Price per night from

$574

Anna Maria Island Beach Watch

Bradenton Beach house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Skiing – property near ski resort, Walking trips, Air conditioning, Satellite TV

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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

3 of 4 match: Skiing – property near ski resort, Walking trips, Air conditioning, Satellite TV

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Price per night from

$231

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

3 of 4 match: Skiing – property near ski resort, Walking trips, Air conditioning, Satellite TV

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Price per night from

$164

Manasota Beachy Cottage

Manasota Key house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

“Our 2017 vacation” This was our first time ever renting a house. Peter was the best. This house had everything we need or wanted. It was super clean and beautiful. The screened porch was perfect to drink coffee in the morning. Didn't have to worry about the bugs or anything. Beach was a short walk around the corner over a bridge. The town was great and hardly no traffic. Safe for younger kids to play in the yard. Can't wait to rent again next year. Thank you!!

3 of 4 match: Skiing – property near ski resort, Walking trips, Air conditioning, Satellite TV

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Price per night from

$155

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: Skiing – property near ski resort, Walking trips, Air conditioning, Satellite TV

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Price per night from

$172

Suncity Center House With Wonderful Lake View And Piano

Wimauma house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Skiing – property near ski resort, Walking trips, Air conditioning, Satellite TV

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Price per night from

$172

Steps to beach and bay on beautiful Anna Maria Island

Bradenton Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

3 of 4 match: Skiing – property near ski resort, Walking trips, Air conditioning, Satellite TV

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Price per night from

$101

Boutique Beach Events Hotel Takeover! 11 Private Rms, Sleeps 50 w/Event Space

Treasure Island hotel apartment

  • 12 bedrooms
  • 11 bathrooms
  • sleeps 49

3 of 4 match: Skiing – property near ski resort, Walking trips, Air conditioning, Satellite TV

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Price per night from

$3,096

Absolutely stunning home that truly embodies Florida living

Saint James City villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Skiing – property near ski resort, Walking trips, Air conditioning, Satellite TV

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Price per night from

$128

3 of 4 match: Skiing – property near ski resort, Walking trips, Air conditioning, Satellite TV

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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: Skiing – property near ski resort, Walking trips, Air conditioning, Satellite TV

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Price per night from

$149

Heated saltwater pool, newly furnished - Villa Tropical Paradise

Matlacha villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Skiing – property near ski resort, Walking trips, Air conditioning, Satellite TV

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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: Skiing – property near ski resort, Walking trips, Air conditioning, Satellite TV

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Price per night from

$239

Elegant condo on beach!

Indian Shores condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Skiing – property near ski resort, Walking trips, Air conditioning, Satellite TV

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Price per night from

$150

Anna Maria Island Beach Haven

Cortez house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Skiing – property near ski resort, Walking trips, Air conditioning, Satellite TV

3 of 4 filters match

Price per night from

$1,503

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

3 of 4 match: Skiing – property near ski resort, Walking trips, Air conditioning, Satellite TV

3 of 4 filters match

Price per night from

$215

Executive Waterfront Home

St. Petersburg house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Skiing – property near ski resort, Walking trips, Air conditioning, Satellite TV

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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: Skiing – property near ski resort, Walking trips, Air conditioning, Satellite TV

3 of 4 filters match

Price per night from

$227

Villagio's Model Home Vacation Rental

Estero condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Skiing – property near ski resort, Walking trips, Air conditioning, Satellite TV

3 of 4 filters match

Price per night from

$107

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: Skiing – property near ski resort, Walking trips, Air conditioning, Satellite TV

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Price per night from

$780

ADORABLE BEACH CONDO!!! GREAT RATES!!! FABULOUS SUNSETS ON ST. PETE BEACH!!!

St. Pete Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Skiing – property near ski resort, Walking trips, Air conditioning, Satellite TV

3 of 4 filters match

Price per night from

$137

Sea Club 502 Waterfront Condo

Indian Shores condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Skiing – property near ski resort, Walking trips, Air conditioning, Satellite TV

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Price per night from

$200

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: Skiing – property near ski resort, Walking trips, Air conditioning, Satellite TV

3 of 4 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

3 of 4 match: Skiing – property near ski resort, Walking trips, Air conditioning, Satellite TV

3 of 4 filters match

Price per night from

$192

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: Skiing – property near ski resort, Walking trips, Air conditioning, Satellite TV

3 of 4 filters match

Price per night from

$261

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: Skiing – property near ski resort, Walking trips, Air conditioning, Satellite TV

3 of 4 filters match

Price per night from

$190

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: Skiing – property near ski resort, Walking trips, Air conditioning, Satellite TV

3 of 4 filters match

Price per night from

$216

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: Skiing – property near ski resort, Walking trips, Air conditioning, Satellite TV

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: Skiing – property near ski resort, Walking trips, Air conditioning, Satellite TV

3 of 4 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

3 of 4 match: Skiing – property near ski resort, Walking trips, Air conditioning, Satellite TV

3 of 4 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

3 of 4 match: Skiing – property near ski resort, Walking trips, Air conditioning, Satellite TV

3 of 4 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

3 of 4 match: Skiing – property near ski resort, Walking trips, Air conditioning, Satellite TV

3 of 4 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

3 of 4 match: Skiing – property near ski resort, Walking trips, Air conditioning, Satellite TV

3 of 4 filters match

Price per night from

$296

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