Vacation Rentals & House Rentals in Port Charlotte

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River Hall Fully Furnished

Fort Myers condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$103

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Live like a Millionaire

Fruitville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

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

3 of 4 filters match

Price per night from

$229

Amazing views, 11th flr, On the beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

3 of 4 filters match

Price per night from

$409

Pool Home - Steps from the Beach

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

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

3 of 4 filters match

Price per night from

$1,145

Responds fast! avg. 54 minutes

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

3 of 4 filters match

Price per night from

$267

LUX VILLAs close to sparkling Siesta Key Beach.

Osprey villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$161

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: Shared outdoor pool (unheated), Shared outdoor pool (heated), Swing set or jungle gym, Swimming pool

3 of 4 filters match

Price per night from

$266

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: Shared outdoor pool (unheated), Shared outdoor pool (heated), Swing set or jungle gym, Swimming pool

3 of 4 filters match

Price per night from

$178

GUEST HOUSE

Fruitville guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 29 minutes

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

3 of 4 filters match

Price per night from

$107

Luxury Venice, Florida Gulf Coast Condo

Venice apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$138

2 bedroom Condo Bay Oaks Siesta Key

Sarasota condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

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

2 of 4 filters match

Price per night from

$573

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

2 of 4 filters match

Price per night from

$338

Siesta Key Gulf View Condo

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 33 minutes

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

2 of 4 filters match

Price per night from

$447

Burnt Store Marina Main Floor 2 Bedroom 2 Bath Condo

Punta Gorda condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

2 of 4 filters match

Price per night from

$144

Bright Clean Happy Vacation Condo

Venice condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

2 of 4 filters match

Price per night from

$339

Country club life with lakewiew

Fort Myers apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

2 of 4 filters match

Price per night from

$229

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

Venice condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

2 of 4 filters match

Price per night from

$344

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

2 of 4 filters match

Price per night from

$489

Relaxing and quite apartment in a great location

Sarasota apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

2 of 4 filters match

Price per night from

$189

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: Swing set or jungle gym, Shared outdoor pool (unheated), Shared outdoor pool (heated), Swimming pool

2 of 4 filters match

Price per night from

$228

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

Port Charlotte house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 16

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

2 of 4 filters match

Price per night from

$654

Beach Vacation rental

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

2 of 4 filters match

Price per night from

$247

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: Swing set or jungle gym, Shared outdoor pool (unheated), Shared outdoor pool (heated), Swimming pool

2 of 4 filters match

Price per night from

$287

Ten35 Seaside - Direct Gulf View: Residence 601

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

2 of 4 filters match

Price per night from

$927

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.

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

3 of 4 filters match

Price per night from

$115

Paseo

Fort Myers villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

2 of 4 filters match

Price per night from

$100

Casa Indulgence in Matlacha

Matlacha house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

2 of 4 filters match

Price per night from

$802

Punta Gorda Beach Escape

Port Charlotte villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

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

2 of 4 filters match

Price per night from

$114

Piece of Paradise

Sarasota townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 7

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

2 of 4 filters match

Price per night from

$109

Venice Pool Home

South Venice house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

2 of 4 filters match

Price per night from

$224

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: Swing set or jungle gym, Shared outdoor pool (unheated), Shared outdoor pool (heated), Swimming pool

2 of 4 filters match

Price per night from

$344

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rentals in Port Charlotte

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