Vacation Rentals & House Rentals in Port Charlotte

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Just Minutes from the White Sandy Siesta Beach

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“It was very cozy and comfortable apartment!” We loved to spend our vacation at this place. Really close to the beach, to different restaurants, and all kind of stores.

Match: Shared outdoor pool (unheated) Swimming pool Secure parking

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Price per night from

$115

Amazing views, 11th flr, On the beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Shared outdoor pool (unheated) Swimming pool Secure parking

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Price per night from

$409

GUEST HOUSE

Fruitville guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 29 minutes

Match: Shared outdoor pool (unheated) Swimming pool Secure parking

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Price per night from

$107

Downtown Hideaway Close to all

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Shared outdoor pool (unheated) Swimming pool Secure parking

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Price per night from

$161

Live like a Millionaire

Fruitville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Shared outdoor pool (unheated) Swimming pool Secure parking

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Price per night from

$229

Casa Lago

Matlacha house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Shared outdoor pool (unheated) Swimming pool Secure parking

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Price per night from

$241

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Paseo

Fort Myers villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Secure parking, Shared outdoor pool (unheated), Swimming pool

2 of 3 filters match

Price per night from

$100

2 bedroom Condo Bay Oaks Siesta Key

Sarasota condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

2 of 3 match: Shared outdoor pool (unheated), Swimming pool, Secure parking

2 of 3 filters match

Price per night from

$573

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 3 match: Shared outdoor pool (unheated), Swimming pool, Secure parking

2 of 3 filters match

Price per night from

$241

“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 3 match: Shared outdoor pool (unheated), Swimming pool, Secure parking

2 of 3 filters match

Price per night from

$434

Island Attitude 2/2 beach condo

Manasota Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Shared outdoor pool (unheated), Swimming pool, Secure parking

2 of 3 filters match

Price per night from

$315

Siesta Key vaca rental

Siesta Key condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Shared outdoor pool (unheated), Swimming pool, Secure parking

2 of 3 filters match

Price per night from

$229

2 of 3 match: Shared outdoor pool (unheated), Swimming pool, Secure parking

2 of 3 filters match

Price per night from

$229

**Upscale LGI Experience** Private Bayfront Condo

Little Gasparilla Island condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Shared outdoor pool (unheated), Swimming pool, Secure parking

2 of 3 filters match

Price per night from

$344

Beachplace Building 7 Great View

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Shared outdoor pool (unheated), Swimming pool, Secure parking

2 of 3 filters match

Price per night from

$180

Modern Mansion with Private Arcade: Pool, Views & Space for 15 Guests!

Port Charlotte house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 16

2 of 3 match: Shared outdoor pool (unheated), Swimming pool, Secure parking

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Price per night from

$654

Siesta Key/Derby Bay

Siesta Key villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Perfect!” Our family really enjoyed staying here! The villa was very well maintained and cleaned. It was stocked with everything you would need. The owner was very responsive to any concerns. We had a super nice neighbor and my boys loved fishing off the dock. I would recommend renting a golf cart to go to the beach if you have children (with toys etc) or elderly people with walking concerns. It is quite a walk to get to the beach (because you also have to walk down to the cross walk then across the street). The beach in front of the Aloha Kai property is very wide (great because it was never crowded like in front of other resorts) but it was an even farther walk to the water. We have always stayed beach front but needed more rooms than were available in my booking time frame this year. This property has changed the way I will book on siesta in the future. My boys LOVED fishing everyday off the dock. They caught lots of cool fish right off the back. The street that this villa is on was very quiet for our stay. Everyone was very kind & the property is very beautiful! We hope to come back very soon! It was a wonderful experience.

2 of 3 match: Shared outdoor pool (unheated), Swimming pool, Secure parking

2 of 3 filters match

Price per night from

$287

Home in Port Charlotte with pool

Port Charlotte house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Secure parking, Shared outdoor pool (unheated), Swimming pool

2 of 3 filters match

Price per night from

$144

Paradise Retreat

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Shared outdoor pool (unheated), Swimming pool, Secure parking

2 of 3 filters match

Price per night from

$544

Country Oasis Heated Pool with private boat access to Peace River

Punta Gorda house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Shared outdoor pool (unheated), Swimming pool, Secure parking

2 of 3 filters match

Price per night from

$315

Townhouse in Resort Community of Gran Paradiso

Venice apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Shared outdoor pool (unheated), Swimming pool, Secure parking

2 of 3 filters match

Price per night from

$237

Just another day in paradise! Sunrise condominiums!

Bee Ridge condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Shared outdoor pool (unheated), Swimming pool, Secure parking

2 of 3 filters match

Price per night from

$115

Tropical House in Bokeelia w/pool, dock access to the Gulf of Mexico

Bokeelia house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 3 match: Shared outdoor pool (unheated), Swimming pool, Secure parking

2 of 3 filters match

Price per night from

$493

Beautiful Waterfront with Heated Pool & Gulf Access

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Shared outdoor pool (unheated), Swimming pool, Secure parking

2 of 3 filters match

Price per night from

$315

2 of 3 match: Shared outdoor pool (unheated), Swimming pool, Secure parking

2 of 3 filters match

Price per night from

$401

Luxury Villa Emerald Coast

Cape Coral villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Shared outdoor pool (unheated), Swimming pool, Secure parking

2 of 3 filters match

Price per night from

$492

Sunshine Paradise with a heated pool, game room, minutes to the beach

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

2 of 3 match: Shared outdoor pool (unheated), Swimming pool, Secure parking

2 of 3 filters match

Price per night from

$329

Burnt Store Marina Main Floor 2 Bedroom 2 Bath Condo

Punta Gorda condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Shared outdoor pool (unheated), Swimming pool, Secure parking

2 of 3 filters match

Price per night from

$144

Ten35 Seaside - Direct Gulf View: Residence 601

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Shared outdoor pool (unheated), Swimming pool, Secure parking

2 of 3 filters match

Price per night from

$927

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 3 match: Shared outdoor pool (unheated), Swimming pool, Secure parking

2 of 3 filters match

Price per night from

$172

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

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Shared outdoor pool (unheated), Swimming pool, Secure parking

2 of 3 filters match

Price per night from

$161

2 of 3 match: Shared outdoor pool (unheated), Swimming pool, Secure parking

2 of 3 filters match

Price per night from

$343

Lovely Brandnew Pool Villa w/ Private Beach, WiFi

Venice house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Shared outdoor pool (unheated), Swimming pool, Secure parking

2 of 3 filters match

Price per night from

$212

2 of 3 match: Shared outdoor pool (unheated), Swimming pool, Secure parking

2 of 3 filters match

Price per night from

$194

Feel like at home!

Cape Coral house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Shared outdoor pool (unheated), Swimming pool, Secure parking

2 of 3 filters match

Price per night from

$264

Venice Pool Home Centrally Located, Just Waiting For You

Venice house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Shared outdoor pool (unheated), Swimming pool, Secure parking

2 of 3 filters match

Price per night from

$275

Gorgeous Waterfront Property with Sailboat Access!

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Shared outdoor pool (unheated), Swimming pool, Secure parking

2 of 3 filters match

Price per night from

$401

New Home w/ King Bed + Gulf Access + Game Room + Heated Pool

Cape Coral house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

2 of 3 match: Shared outdoor pool (unheated), Swimming pool, Secure parking

2 of 3 filters match

Price per night from

$487

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rentals in Port Charlotte

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