Vacation Rentals & House Rentals in Port Charlotte

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1,161 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: Staffed property Walking trips Children under 5

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Price per night from

$266

“Clean comfortable Siesta Key Condo with all the comforts of home...Perfect!” The condo is walking distance to shops, restaurants and quaint local tiki bar! The beach is a short walk across the street and through the beach-front section of the complex with lounge chairs and umbrellas available, very nice! I didn't mention the 2 pools (one beachside) and nice gym facilities also just downstairs of the unit. The covered parking space was an added plus! The condo was clean and very comfortable with all of the amenities of home which is greatly appreciated! You can even enjoy the view of the bayside inlet and beautiful landscaping from the kitchen through the entire wall of glass doors in the living/dining room! We had a wonderful week! The property owner Vic supplied more than enough information on the condo, local businesses and area maps! He was such a pleasure to work with! Thanks again Vic! We are already planning our next trip to Siesta Key in May!!

Match: Staffed property Walking trips Children under 5

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Price per night from

$144

Match: Staffed property Walking trips Children under 5

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Price per night from

$144

Match: Staffed property Walking trips Children under 5

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Price per night from

$284

FANTASTIC VACATION! STEPS FROM THE POOL AND BEACH, VERY CLEAN CONDO!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Staffed property Walking trips Children under 5

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Price per night from

$271

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SURF AND TURF ACTIVITY FILLED GOLF RESORT COMMUNITY

Venice villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 31 minutes

2 of 3 match: Children under 5, Walking trips, Staffed property

2 of 3 filters match

Price per night from

$86

North Captiva Private Pool Home Shell Cottage

North Captiva Island house

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

2 of 3 match: Staffed property, Walking trips, Children under 5

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Price per night from

$458

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: Staffed property, Walking trips, Children under 5

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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 3 match: Staffed property, Walking trips, Children under 5

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Price per night from

$172

Lovely home with oversized heated pool in quiet neighborhood

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Staffed property, Walking trips, Children under 5

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Price per night from

$149

Dream vacation with pool fun. Villa Florida Flair

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Staffed property, Walking trips, Children under 5

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Price per night from

$98

Amazing Lagoon | Rock Grotto Swimming Pool

Rotonda West house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Staffed property, Walking trips, Children under 5

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Price per night from

$258

Dolphin Cove - Relaxing Greenbelt Views

El Jobean house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Staffed property, Walking trips, Children under 5

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Price per night from

$194

Bella Vista | Pool | Spa | Lakefront | outdoor Lounge

Rotonda West house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Staffed property, Walking trips, Children under 5

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Price per night from

$215

Bright Dreams - Billard Table / Canal view

Rotonda West house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Staffed property, Walking trips, Children under 5

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Price per night from

$235

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

Matlacha villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Staffed property, Walking trips, Children under 5

2 of 3 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 3 match: Staffed property, Walking trips, Children under 5

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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

2 of 3 match: Staffed property, Walking trips, Children under 5

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Price per night from

$215

Captain`s Quarters | Pool | Fishing Dock

Rotonda West house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Staffed property, Walking trips, Children under 5

2 of 3 filters match

Price per night from

$216

2 of 3 match: Staffed property, Walking trips, Children under 5

2 of 3 filters match

Price per night from

$108

2 of 3 match: Staffed property, Walking trips, Children under 5

2 of 3 filters match

Price per night from

$108

2 of 3 match: Staffed property, Walking trips, Children under 5

2 of 3 filters match

Price per night from

$138

Luxury breathtaking Villa with direct Gulf access & Heated Pool

Matlacha villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Staffed property, Walking trips, Children under 5

2 of 3 filters match

Price per night from

$147

Charming and Peaceful Waterfront Vacation Retreat

Matlacha villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Staffed property, Walking trips, Children under 5

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Price per night from

$89

Heated pool house

Rotonda West house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

2 of 3 match: Staffed property, Walking trips, Children under 5

2 of 3 filters match

Price per night from

$229

Brand new villa with heated pool for swimmers

Venice house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Staffed property, Walking trips, Children under 5

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Price per night from

$189

Siesta Vacation Home - 3 miles to beach

Venice house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Staffed property, Walking trips, Children under 5

2 of 3 filters match

Price per night from

$211

Villa Kamal, Cape Coral - Pool & Gulf Access

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Staffed property, Walking trips, Children under 5

2 of 3 filters match

Price per night from

$269

White Sands | Modern Lakefront | Golf Course View | Pool | Spa

Rotonda West house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Staffed property, Walking trips, Children under 5

2 of 3 filters match

Price per night from

$236

5 min to the Beach, Sleeps 6

Nokomis house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Staffed property, Walking trips, Children under 5

2 of 3 filters match

Price per night from

$137

2 of 3 match: Staffed property, Walking trips, Children under 5

2 of 3 filters match

Price per night from

$127

VERY SECLUDED HOME 1 MIN WALK TO BEACH W/ JACUZZI

North Captiva Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Walking trips, Staffed property, Children under 5

2 of 3 filters match

Price per night from

$504

Sarasota Downtown, Best Location For Your Vacation !!!

Lido Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

Responds fast! avg. 2 hours 9 minutes

2 of 3 match: Walking trips, Staffed property, Children under 5

2 of 3 filters match

Price per night from

$194

Tiny House Siesta - Sand Dollar – A private master loft and open living space

Siesta Key hotel apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Walking trips, Staffed property, Children under 5

2 of 3 filters match

Price per night from

$447

Sea Mystic Yacht Stays

Fort Myers yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Walking trips, Staffed property, Children under 5

2 of 3 filters match

Price per night from

$1,117

Buttonwood 442

Gulf Gate Estates condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Walking trips, Staffed property, Children under 5

2 of 3 filters match

Price per night from

$290

Englewood Cozy Comfy Home A

Englewood house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Staffed property, Walking trips, Children under 5

2 of 3 filters match

Price per night from

$166

Lattitude Adjustment- Private Beachfront Home with Fishing Dock, Sunrises

North Captiva Island house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

2 of 3 match: Staffed property, Walking trips, Children under 5

2 of 3 filters match

Price per night from

$916

Viewing 38 of 1,161
rentals in Port Charlotte

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