Vacation Rentals & House Rentals in Port Charlotte

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2,356 house rentals

Match: Air conditioning Private outdoor pool (unheated) Walking trips Secure parking

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Price per night from

$459

Tropical Escape Sarasota - Discover Real Florida Up-Close!

Lockwood Ridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

Match: Air conditioning Private outdoor pool (unheated) Walking trips Secure parking

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Price per night from

$149

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Ft. Myers,Lake View Condo, 2BR & 2BA, Best Beaches

Fort Myers condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Private outdoor pool (unheated), Walking trips, Air conditioning, Secure parking

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Price per night from

$81

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

3 of 4 match: Walking trips, Air conditioning, Private outdoor pool (unheated), Secure parking

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Price per night from

$241

Luxury waterfront retreat with Sailing

Saint James City b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

3 of 4 match: Private outdoor pool (unheated), Walking trips, Air conditioning, Secure parking

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Price per night from

$860

University Park Country Club Property

Lakewood Ranch house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Walking trips, Air conditioning, Private outdoor pool (unheated), Secure parking

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Price per night from

$482

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

Bokeelia house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

3 of 4 match: Walking trips, Air conditioning, Private outdoor pool (unheated), Secure parking

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Price per night from

$494

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

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Private outdoor pool (unheated), Walking trips, Air conditioning, Secure parking

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Price per night from

$161

3 of 4 match: Private outdoor pool (unheated), Walking trips, Air conditioning, Secure parking

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Price per night from

$343

Responds fast! avg. 54 minutes

3 of 4 match: Private outdoor pool (unheated), Walking trips, Air conditioning, Secure parking

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Price per night from

$268

3 of 4 match: Walking trips, Air conditioning, Private outdoor pool (unheated), Secure parking

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Price per night from

$275

Tropical Paradise

Bradenton house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

3 of 4 match: Walking trips, Air conditioning, Private outdoor pool (unheated), Secure parking

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Price per night from

$1,004

Updated 4/2 pool home, 5 Mins to Siesta Key

Siesta Key house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

Responds fast! avg. 1 hour 26 minutes

3 of 4 match: Walking trips, Air conditioning, Private outdoor pool (unheated), Secure parking

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Price per night from

$327

Zen Bungalow

Sarasota house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Walking trips, Air conditioning, Private outdoor pool (unheated), Secure parking

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Price per night from

$258

3 of 4 match: Private outdoor pool (unheated), 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: Private outdoor pool (unheated), 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: Private outdoor pool (unheated), Walking trips, Air conditioning, Secure parking

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Price per night from

$510

Modern, child-friendly villa with heated pool, right on the water with jetty

Cape Coral house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Private outdoor pool (unheated), Walking trips, Air conditioning, Secure parking

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Price per night from

$252

Great Townhouse Very Close to the Beach, Shops, and Restaurants

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Private outdoor pool (unheated), Walking trips, Air conditioning, Secure parking

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Price per night from

$344

Relax Relax Relax! Close to the RSW airport!!

Fort Myers house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Private outdoor pool (unheated), Walking trips, Air conditioning, Secure parking

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Price per night from

$164

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: Private outdoor pool (unheated), Walking trips, Air conditioning, Secure parking

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Price per night from

$431

Peaceful escape at Pelican Sound Club

Estero apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Private outdoor pool (unheated), Walking trips, Air conditioning, Secure parking

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Price per night from

$230

Responds fast! avg. 11 minutes

3 of 4 match: Private outdoor pool (unheated), Walking trips, Air conditioning, Secure parking

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Price per night from

$132

Captain`s Quarters | Pool | Fishing Dock

Rotonda West house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Secure parking, Walking trips, Air conditioning, Private outdoor pool (unheated)

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Price per night from

$216

Luxury home. Hot tub and heated pool. Villa Spain

Iona villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Secure parking, Walking trips, Air conditioning, Private outdoor pool (unheated)

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Price per night from

$108

#1 EXCLUSIVE Siesta Key Beach House /3 payments

Siesta Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Walking trips, Air conditioning, Private outdoor pool (unheated), Secure parking

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Price per night from

$259

Anna Maria Island Beach Sands 203

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Secure parking, Walking trips, Air conditioning, Private outdoor pool (unheated)

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Price per night from

$214

Anna Maria Island Beach Sands 101

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Secure parking, Walking trips, Air conditioning, Private outdoor pool (unheated)

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Price per night from

$274

Anna Maria Island Beach Palms 6B

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Secure parking, Walking trips, Air conditioning, Private outdoor pool (unheated)

3 of 4 filters match

Price per night from

$189

The Cannon- A two bedroom adorable cottage minutes walking to beach

Bradenton Beach cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

3 of 4 match: Private outdoor pool (unheated), Walking trips, Air conditioning, Secure parking

3 of 4 filters match

Price per night from

$401

3 of 4 match: Private outdoor pool (unheated), Walking trips, Air conditioning, Secure parking

3 of 4 filters match

Price per night from

$107

3 of 4 match: Private outdoor pool (unheated), Walking trips, Air conditioning, Secure parking

3 of 4 filters match

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: Private outdoor pool (unheated), Walking trips, Air conditioning, Secure parking

3 of 4 filters match

Price per night from

$193

3 of 4 match: Private outdoor pool (unheated), Walking trips, Air conditioning, Secure parking

3 of 4 filters match

Price per night from

$509

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: Private outdoor pool (unheated), Walking trips, Air conditioning, Secure parking

3 of 4 filters match

Price per night from

$267

Anna Maria Island/ IMG Academy/ Beach/ HotTub/ Bikes/ Kayaks/ Golf/ Fishing

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Private outdoor pool (unheated), Walking trips, Air conditioning, Secure parking

3 of 4 filters match

Price per night from

$287

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

Bokeelia condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Private outdoor pool (unheated), Walking trips, Air conditioning, Secure parking

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Price per night from

$218

Luxury Beach Cotttage

Sarasota cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Beautiful little cottage” We stayed at this lovely little cottage on Siesta Key mid-April. The cottage is very nice, with all the amenities, even a washer/dryer for extended stays. It's cozy, with high ceilings, a nice bathroom and kitchen/living room. The bed seemed a little small (only a double), but it was very comfortable. The wireless internet was not working when we were there, which was a little frustrating. There is a beautiful pool and nice garden areas. The private beach was also very nice. All of the staff and the owner were extremely pleasant and welcoming. We enjoyed our time there.

3 of 4 match: Walking trips, Air conditioning, Private outdoor pool (unheated), Secure parking

3 of 4 filters match

Price per night from

$533

Viewing 38 of 2,356
rentals in Port Charlotte

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