Vacation Rentals & House Rentals in Port Charlotte

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2,360 house rentals

Peaceful escape at Pelican Sound Club

Estero apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Air conditioning Children's pool Swing set or jungle gym Walking trips

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Price per night from

$229

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Lovely Waterfront Home

Iona house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 26 minutes

3 of 4 match: Walking trips, Air conditioning, Children's pool, Swing set or jungle gym

3 of 4 filters match

Price per night from

$224

Dolphin Way 403 B - Bonita Beach -INCREDIBLE views Avail Fall 2023

Bonita Springs apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Swing set or jungle gym, Walking trips, Air conditioning, Children's pool

3 of 4 filters match

Price per night from

$156

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

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Children's pool, Walking trips, Air conditioning, Swing set or jungle gym

3 of 4 filters match

Price per night from

$287

Gorgeous Direct Gulf/Beach Front 2 Bedroom Condo on Siesta Key, Amazing views!

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 1 minutes

3 of 4 match: Children's pool, Walking trips, Air conditioning, Swing set or jungle gym

3 of 4 filters match

Price per night from

$266

Responds fast! avg. 54 minutes

3 of 4 match: Children's pool, Walking trips, Air conditioning, Swing set or jungle gym

3 of 4 filters match

Price per night from

$267

Responds fast! avg. 11 minutes

3 of 4 match: Children's pool, Walking trips, Air conditioning, Swing set or jungle gym

3 of 4 filters match

Price per night from

$132

Seaplace Condo - 1975 GMD 104

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Walking trips, Air conditioning, Children's pool, Swing set or jungle gym

3 of 4 filters match

Price per night from

$192

Bocilla Island Club 2 Pools, boat dock, private 400 ft fishing pier

Bokeelia condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Swing set or jungle gym, Walking trips, Air conditioning, Children's pool

3 of 4 filters match

Price per night from

$218

Stunning & Serene +++ Minutes from Anna Maria Island, IMG Academy and more!

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 9 minutes

2 of 4 match: Children's pool, Air conditioning, Walking trips, Swing set or jungle gym

2 of 4 filters match

Price per night from

$114

Townhouse in Resort Community of Gran Paradiso

Venice apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Walking trips, Swing set or jungle gym, Air conditioning, Children's pool

2 of 4 filters match

Price per night from

$238

Barletta at Bella Terra #23-2313

Estero house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 4 match: Walking trips, Children's pool, Air conditioning, Swing set or jungle gym

2 of 4 filters match

Price per night from

$165

North Captiva Private Pool Home Shell Cottage

North Captiva Island house

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

2 of 4 match: Children's pool, Swing set or jungle gym, Walking trips, Air conditioning

2 of 4 filters match

Price per night from

$458

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 4 match: Children's pool, Swing set or jungle gym, Walking trips, Air conditioning

2 of 4 filters match

Price per night from

$172

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 4 match: Children's pool, Swing set or jungle gym, Walking trips, Air conditioning

2 of 4 filters match

Price per night from

$155

Anna Maria Island Beach Watch

Bradenton Beach house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 20 minutes

2 of 4 match: Children's pool, Swing set or jungle gym, Walking trips, Air conditioning

2 of 4 filters match

Price per night from

$250

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 4 match: Children's pool, Swing set or jungle gym, Walking trips, Air conditioning

2 of 4 filters match

Price per night from

$227

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 4 match: Children's pool, Swing set or jungle gym, Walking trips, Air conditioning

2 of 4 filters match

Price per night from

$163

Dolphin Cove - Relaxing Greenbelt Views

El Jobean house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 4 match: Children's pool, Swing set or jungle gym, Walking trips, Air conditioning

2 of 4 filters match

Price per night from

$194

Your waterfront getaway - Villa Family Retreat

Iona villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Children's pool, Swing set or jungle gym, Walking trips, Air conditioning

2 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

2 of 4 match: Children's pool, Swing set or jungle gym, Walking trips, Air conditioning

2 of 4 filters match

Price per night from

$127

Lovely home with oversized heated pool in quiet neighborhood

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Children's pool, Swing set or jungle gym, Walking trips, Air conditioning

2 of 4 filters match

Price per night from

$155

Steps to beach and bay on beautiful Anna Maria Island

Bradenton Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

2 of 4 match: Children's pool, Swing set or jungle gym, Walking trips, Air conditioning

2 of 4 filters match

Price per night from

$101

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

Fort Myers condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 4 match: Children's pool, Swing set or jungle gym, Walking trips, Air conditioning

2 of 4 filters match

Price per night from

$81

Amazing Lagoon | Rock Grotto Swimming Pool

Rotonda West house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 4 match: Children's pool, Swing set or jungle gym, Walking trips, Air conditioning

2 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

2 of 4 match: Children's pool, Swing set or jungle gym, Walking trips, Air conditioning

2 of 4 filters match

Price per night from

$215

Bright Dreams - Billard Table / Canal view

Rotonda West house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 4 match: Children's pool, Swing set or jungle gym, Walking trips, Air conditioning

2 of 4 filters match

Price per night from

$235

Luxury home. Hot tub and heated pool. Villa Spain

Iona villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 4 match: Children's pool, Swing set or jungle gym, Walking trips, Air conditioning

2 of 4 filters match

Price per night from

$108

Dream vacation with pool fun. Villa Florida Flair

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Children's pool, Swing set or jungle gym, Walking trips, Air conditioning

2 of 4 filters match

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

2 of 4 match: Children's pool, Swing set or jungle gym, Walking trips, Air conditioning

2 of 4 filters match

Price per night from

$237

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

Rotonda West house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Children's pool, Swing set or jungle gym, Walking trips, Air conditioning

2 of 4 filters match

Price per night from

$215

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

Matlacha villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Children's pool, Swing set or jungle gym, Walking trips, Air conditioning

2 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

2 of 4 match: Children's pool, Swing set or jungle gym, Walking trips, Air conditioning

2 of 4 filters match

Price per night from

$98

2 of 4 match: Children's pool, Swing set or jungle gym, Walking trips, Air conditioning

2 of 4 filters match

Price per night from

$108

Captain`s Quarters | Pool | Fishing Dock

Rotonda West house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 4 match: Children's pool, Swing set or jungle gym, Walking trips, Air conditioning

2 of 4 filters match

Price per night from

$216

Anna Maria Islands best location Heated pool Best prices!

Anna Maria Island house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 4 match: Walking trips, Swing set or jungle gym, Air conditioning, Children's pool

2 of 4 filters match

Price per night from

$859

Siesta Key Beach Cottages on Crescent

Siesta Key cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Walking trips, Swing set or jungle gym, Air conditioning, Children's pool

2 of 4 filters match

Price per night from

$224

Anna Maria Island Beach Haven

Cortez house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 20 minutes

2 of 4 match: Children's pool, Swing set or jungle gym, Walking trips, Air conditioning

2 of 4 filters match

Price per night from

$1,500

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rentals in Port Charlotte

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