Vacation Rentals & House Rentals in Port Charlotte

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2,358 house rentals

Anna Maria Island/ IMG Academy/ Beach/ HotTub/ Bikes/ Kayaks/ Golf/ Fishing

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Air conditioning Trampoline Walking trips

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Price per night from

$288

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North Captiva Private Pool Home Shell Cottage

North Captiva Island house

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

2 of 3 match: Trampoline, Walking trips, Air conditioning

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Price per night from

$460

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!

2 of 3 match: Trampoline, Walking trips, Air conditioning

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Price per night from

$173

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!!

2 of 3 match: Trampoline, Walking trips, Air conditioning

2 of 3 filters match

Price per night from

$156

Anna Maria Island Beach Watch

Bradenton Beach house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 20 minutes

2 of 3 match: Trampoline, Walking trips, Air conditioning

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Price per night from

$251

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

2 of 3 match: Trampoline, Walking trips, Air conditioning

2 of 3 filters match

Price per night from

$226

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

2 of 3 match: Trampoline, Walking trips, Air conditioning

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Price per night from

$160

Dolphin Cove - Relaxing Greenbelt Views

El Jobean house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Trampoline, Walking trips, Air conditioning

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Price per night from

$194

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

Fort Myers condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Trampoline, Walking trips, 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

2 of 3 match: Trampoline, Walking trips, Air conditioning

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Price per night from

$102

2 of 3 match: Trampoline, Walking trips, Air conditioning

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Price per night from

$108

Luxury home. Hot tub and heated pool. Villa Spain

Iona villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Trampoline, Walking trips, Air conditioning

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Price per night from

$108

Absolutely stunning home that truly embodies Florida living

Saint James City villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Trampoline, Walking trips, Air conditioning

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Price per night from

$128

Your waterfront getaway - Villa Family Retreat

Iona villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Trampoline, Walking trips, Air conditioning

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Price per night from

$150

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

Matlacha villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Trampoline, Walking trips, Air conditioning

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Price per night from

$98

2 of 3 match: Trampoline, Walking trips, Air conditioning

2 of 3 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

2 of 3 match: Trampoline, Walking trips, Air conditioning

2 of 3 filters match

Price per night from

$156

Anna Maria Island Bay Watch Bungalow

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 3 hours 20 minutes

2 of 3 match: Trampoline, Walking trips, Air conditioning

2 of 3 filters match

Price per night from

$230

Dream vacation with pool fun. Villa Florida Flair

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Trampoline, Walking trips, Air conditioning

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Price per night from

$108

Heated saltwater pool, newly furnished - Villa Tropical Paradise

Matlacha villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Trampoline, Walking trips, Air conditioning

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Price per night from

$98

Captain`s Quarters | Pool | Fishing Dock

Rotonda West house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Trampoline, Walking trips, Air conditioning

2 of 3 filters match

Price per night from

$216

Amazing Lagoon | Rock Grotto Swimming Pool

Rotonda West house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Trampoline, Walking trips, Air conditioning

2 of 3 filters match

Price per night from

$258

Bella Vista | Serene Lakefront

Rotonda West house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Trampoline, Walking trips, Air conditioning

2 of 3 filters match

Price per night from

$215

Bright Dreams - Billard Table / Canal view

Rotonda West house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Trampoline, Walking trips, Air conditioning

2 of 3 filters match

Price per night from

$235

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

Rotonda West house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Trampoline, Walking trips, Air conditioning

2 of 3 filters match

Price per night from

$215

Anna Maria Island Beach Haven

Cortez house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 20 minutes

2 of 3 match: Trampoline, Walking trips, Air conditioning

2 of 3 filters match

Price per night from

$1,506

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

2 of 3 match: Trampoline, Walking trips, Air conditioning

2 of 3 filters match

Price per night from

$211

Anna Maria Island Beach Paradise 10

Holmes Beach studio

  • Studio
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 hours 20 minutes

2 of 3 match: Trampoline, Walking trips, Air conditioning

2 of 3 filters match

Price per night from

$228

Villagio's Model Home Vacation Rental

Estero condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Trampoline, Walking trips, Air conditioning

2 of 3 filters match

Price per night from

$107

5 min to the Beach, Sleeps 6

Nokomis house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Trampoline, Walking trips, Air conditioning

2 of 3 filters match

Price per night from

$137

Anna Maria Island Martinique On The Beach

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 20 minutes

2 of 3 match: Trampoline, Walking trips, Air conditioning

2 of 3 filters match

Price per night from

$782

Anna Maria Island Beach Sands 203

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 3 hours 20 minutes

2 of 3 match: Trampoline, Walking trips, Air conditioning

2 of 3 filters match

Price per night from

$213

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

2 of 3 match: Trampoline, Walking trips, Air conditioning

2 of 3 filters match

Price per night from

$244

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

2 of 3 match: Trampoline, Walking trips, Air conditioning

2 of 3 filters match

Price per night from

$184

AMI Gulf Lookout-Views Of The Gulf From Every Room-Rooftop Terrace

Cortez house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

2 of 3 match: Trampoline, Walking trips, Air conditioning

2 of 3 filters match

Price per night from

$387

Anna Maria Island Beach Palms 2A

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

2 of 3 match: Trampoline, Walking trips, Air conditioning

2 of 3 filters match

Price per night from

$184

Anna Maria Island Edgewater Bungalow

Holmes Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

2 of 3 match: Trampoline, Walking trips, Air conditioning

2 of 3 filters match

Price per night from

$299

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

2 of 3 match: Trampoline, Walking trips, Air conditioning

2 of 3 filters match

Price per night from

$323

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rentals in Port Charlotte

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