Vacation Rentals & House Rentals in Port Charlotte

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1,113 house rentals

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

Match: Air conditioning Climbing frame Walking trips Secure parking

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Price per night from

$267

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Ideal Retreat next to USA's #1 Beach—Siesta Key

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Climbing frame, Walking trips, Air conditioning, Secure parking

3 of 4 filters match

Price per night from

$161

3 of 4 match: Climbing frame, Walking trips, Air conditioning, Secure parking

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Price per night from

$343

Responds fast! avg. 54 minutes

3 of 4 match: Climbing frame, Walking trips, Air conditioning, Secure parking

3 of 4 filters match

Price per night from

$268

3 of 4 match: Climbing frame, Walking trips, Air conditioning, Secure parking

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Price per night from

$138

Beautiful Crescent Beach on Siesta Key One of the

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Climbing frame, Walking trips, Air conditioning, Secure parking

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Price per night from

$301

Siesta Key private beach access

Siesta Key villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Siesta Key Townhouse” This was a wonderful place to stay! The house was very clean and spacious and had everything we needed for a week at the beach.

3 of 4 match: Climbing frame, Walking trips, Air conditioning, Secure parking

3 of 4 filters match

Price per night from

$509

3BR/4BA TOWNHOUSE - POOL VIEW PARADISE - PRIVATE BEACH ACCESS

Siesta Key townhouse

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 38 minutes

3 of 4 match: Climbing frame, Walking trips, Air conditioning, Secure parking

3 of 4 filters match

Price per night from

$431

3 of 4 match: Climbing frame, Walking trips, Air conditioning, Secure parking

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Price per night from

$285

Close to Siesta key with hot tub, fire pit and butterfly garden

Gulf Gate Estates guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Climbing frame, Walking trips, Air conditioning, Secure parking

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Price per night from

$193

3 of 4 match: Climbing frame, Walking trips, Air conditioning, Secure parking

3 of 4 filters match

Price per night from

$509

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

Bokeelia condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Climbing frame, Walking trips, Air conditioning, Secure parking

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Price per night from

$218

North Captiva Private Pool Home Shell Cottage

North Captiva Island house

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

2 of 4 match: Climbing frame, Secure parking, Walking trips, Air conditioning

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Price per night from

$459

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: Climbing frame, Secure parking, Walking trips, Air conditioning

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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!

2 of 4 match: Climbing frame, Secure parking, Walking trips, Air conditioning

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Price per night from

$172

Port Charlotte Retreat

Port Charlotte house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 10 minutes

2 of 4 match: Walking trips, Climbing frame, Air conditioning, Secure parking

2 of 4 filters match

Price per night from

$115

2 bedroom Condo Bay Oaks Siesta Key

Sarasota condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

2 of 4 match: Walking trips, Climbing frame, Air conditioning, Secure parking

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Price per night from

$574

BeautifulHome with Pool - 3 miles from Siesta Key Beach

Gulf Gate Estates house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 38 minutes

2 of 4 match: Walking trips, Climbing frame, Air conditioning, Secure parking

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Price per night from

$241

“gracious and spacious” Lovely home and great location to walk throughout Siesta Key Village and the beautiful sands of the beach!! We were able to have everyone together for a great vacation.

2 of 4 match: Walking trips, Climbing frame, Air conditioning, Secure parking

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Price per night from

$148

Fishing Paradise with private pier at El Jobean

Port Charlotte apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“very comfortable and excellent location” The pictures and description of the condo are very accurate. Last year rented a 1 Bedroom 1 bath condo and this certainly was an upgrade. Enjoyed the restaurants that Jackie had recommended and the nearby beaches that we took advantage of often. Excellent location to visit other areas such as Venice and Sarasota. Would recommend to anyone.

2 of 4 match: Walking trips, Climbing frame, Air conditioning, Secure parking

2 of 4 filters match

Price per night from

$172

The Suite Retreat Room at The Breathing Space Wellness House

Sarasota house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 4 match: Walking trips, Climbing frame, Air conditioning, Secure parking

2 of 4 filters match

Price per night from

$345

Grand accomdation on USA #1 Beach - Siesta Key Fl

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 4 match: Walking trips, Climbing frame, Air conditioning, Secure parking

2 of 4 filters match

Price per night from

$206

Million Dollar View in PGI

Punta Gorda condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 6 minutes

2 of 4 match: Walking trips, Climbing frame, Air conditioning, Secure parking

2 of 4 filters match

Price per night from

$144

Dolphin Cove - Relaxing Greenbelt Views

El Jobean house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 4 match: Climbing frame, Secure parking, Walking trips, Air conditioning

2 of 4 filters match

Price per night from

$194

Pet friendly newly renovated 3 bedroom home

Lehigh Acres house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Walking trips, Climbing frame, Air conditioning, Secure parking

2 of 4 filters match

Price per night from

$82

Sea Dunes 3 bedroom 2 bath cosy retreat

Port Charlotte villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Walking trips, Climbing frame, Air conditioning, Secure parking

2 of 4 filters match

Price per night from

$201

2 of 4 match: Climbing frame, Secure parking, Walking trips, Air conditioning

2 of 4 filters match

Price per night from

$108

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

Matlacha villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Climbing frame, Secure parking, Walking trips, Air conditioning

2 of 4 filters match

Price per night from

$98

2 of 4 match: Climbing frame, Secure parking, Walking trips, Air conditioning

2 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

2 of 4 match: Climbing frame, Secure parking, Walking trips, Air conditioning

2 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

2 of 4 match: Climbing frame, Secure parking, 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: Climbing frame, Secure parking, Walking trips, Air conditioning

2 of 4 filters match

Price per night from

$98

Amazing Lagoon | Rock Grotto Swimming Pool

Rotonda West house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 4 match: Climbing frame, Secure parking, 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: Climbing frame, Secure parking, 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: Climbing frame, Secure parking, Walking trips, Air conditioning

2 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

2 of 4 match: Climbing frame, Secure parking, Walking trips, Air conditioning

2 of 4 filters match

Price per night from

$215

Captain`s Quarters | Pool | Fishing Dock

Rotonda West house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 4 match: Climbing frame, Secure parking, Walking trips, Air conditioning

2 of 4 filters match

Price per night from

$216

“Great stay in Sarasota” My husband and our two daughters spent a wonderful four days in Sarasota. The townhome we stayed in was beautiful and had all the amenities we needed. We spent every day at the beach and relaxed at the townhome in the evenings. We would definitely stay here again and have recommended this place to our family and friends. Thanks Louie!

Responds fast! avg. 2 hours 32 minutes

2 of 4 match: Walking trips, Climbing frame, Air conditioning, Secure parking

2 of 4 filters match

Price per night from

$435

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rentals in Port Charlotte

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