Vacation Rentals & House Rentals in Port Charlotte

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854 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. 58 minutes

Match: Climbing frame Shared outdoor pool (heated) Swing set or jungle gym Swimming pool

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Price per night from

$266

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River Hall Fully Furnished

Fort Myers condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Climbing frame, Shared outdoor pool (heated), Swing set or jungle gym, Swimming pool

3 of 4 filters match

Price per night from

$103

Responds fast! avg. 1 hour 3 minutes

3 of 4 match: Climbing frame, Shared outdoor pool (heated), Swing set or jungle gym, Swimming pool

3 of 4 filters match

Price per night from

$267

Pool Home - Steps from the Beach

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

3 of 4 match: Climbing frame, Shared outdoor pool (heated), Swing set or jungle gym, Swimming pool

3 of 4 filters match

Price per night from

$1,144

LUX VILLAs close to sparkling Siesta Key Beach.

Osprey villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Climbing frame, Shared outdoor pool (heated), Swing set or jungle gym, Swimming pool

3 of 4 filters match

Price per night from

$160

2 Bedroom, 2 Bathroom condo / Heated pool / 7 minute walk to beach

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Climbing frame, Shared outdoor pool (heated), Swing set or jungle gym, Swimming pool

3 of 4 filters match

Price per night from

$178

2 bedroom Condo Bay Oaks Siesta Key

Sarasota condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

2 of 4 match: Climbing frame, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 4 filters match

Price per night from

$572

“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: Climbing frame, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 4 filters match

Price per night from

$434

4 minute flip flop walk to the beach! Starfish 2/2

Siesta Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Climbing frame, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 4 filters match

Price per night from

$338

Bright Clean Happy Vacation Condo

Venice condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 4 match: Climbing frame, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 4 filters match

Price per night from

$115

Island Attitude 2/2 beach condo

Manasota Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 4 match: Climbing frame, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 4 filters match

Price per night from

$315

Luxury Waterfront Views/Pool/1400sf/2 min to Beach

Siesta Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 32 minutes

2 of 4 match: Climbing frame, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 4 filters match

Price per night from

$399

Country club life with lakewiew

Fort Myers apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Climbing frame, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 4 filters match

Price per night from

$210

Siesta Key vaca rental

Siesta Key condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 4 match: Climbing frame, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 4 filters match

Price per night from

$229

Siesta Key Gulf View Condo

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 2 minutes

2 of 4 match: Climbing frame, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 4 filters match

Price per night from

$446

Burnt Store Marina Main Floor 2 Bedroom 2 Bath Condo

Punta Gorda condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 4 match: Climbing frame, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 4 filters match

Price per night from

$143

Gorgeous 2nd story 2B condo with vaulted ceiling & leather furniture

Venice condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 4 match: Climbing frame, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 4 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 4 match: Climbing frame, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 4 filters match

Price per night from

$343

2 of 4 match: Climbing frame, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 4 filters match

Price per night from

$229

Beachplace Building 7 Great View

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 4 match: Climbing frame, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 4 filters match

Price per night from

$180

Frangi Pani at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Climbing frame, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 4 filters match

Price per night from

$489

Best of both worlds! Fish in bay or go to beach!

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Modern place in an awesome location” My family really enjoyed our time at this place. It was very clean, a convenient end unit, and close to the beautiful beach. Having the Intracoastal and pool was great, too. Being fully stocked and 2 TVs was a welcome surprise. Thanks for a great stay!

2 of 4 match: Climbing frame, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 4 filters match

Price per night from

$228

Relaxing and quite apartment in a great location

Sarasota apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 4 match: Climbing frame, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 4 filters match

Price per night from

$189

Beach Vacation rental

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Climbing frame, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 4 filters match

Price per night from

$246

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 4 match: Climbing frame, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 4 filters match

Price per night from

$286

Ten35 Seaside - Direct Gulf View: Residence 601

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 4 match: Climbing frame, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 4 filters match

Price per night from

$926

Casa Indulgence in Matlacha

Matlacha house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 4 match: Climbing frame, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 4 filters match

Price per night from

$801

2Bd/2Bath NEW Remodeled Villa just steps away from Siesta Beach!

Siesta Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Climbing frame, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 4 filters match

Price per night from

$233

The Preserve at Charlotte Harbor

Punta Gorda apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 4 match: Climbing frame, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 4 filters match

Price per night from

$172

Venice Pool Home

South Venice house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Climbing frame, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 4 filters match

Price per night from

$223

"Lido Lookout" Beach Paradise Private Home on Lido Key

Lido Key house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

2 of 4 match: Climbing frame, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 4 filters match

Price per night from

$2,974

Piece of Paradise

Sarasota townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 7

2 of 4 match: Climbing frame, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 4 filters match

Price per night from

$109

Dream villa in a quiet location with private pool, private beach and Wi-Fi

South Venice house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Climbing frame, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 4 filters match

Price per night from

$343

Punta Gorda Beach Escape

Port Charlotte villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 4 match: Climbing frame, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 4 filters match

Price per night from

$114

Private Retreat on Siesta Dr

Sarasota house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 49 minutes

2 of 4 match: Climbing frame, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 4 filters match

Price per night from

$515

CLOSE TO THE BEACHES WITH A POOL

South Venice house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Climbing frame, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 4 filters match

Price per night from

$258

Townhouse in Resort Community of Gran Paradiso

Venice apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Climbing frame, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 4 filters match

Price per night from

$237

Large Pool home in Active Community with plenty of Amenities!

North Port house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 4 match: Climbing frame, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 4 filters match

Price per night from

$401

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