Vacation Rentals & House Rentals in Port Charlotte

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2,299 house rentals

Vacation Waterfront Cottage

Myakka City cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Freezer Staffed property Swimming pool Smoking allowed

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Price per night from

$157

Tropical Escape Sarasota - Discover Real Florida Up-Close!

Lockwood Ridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

Match: Freezer Staffed property Swimming pool Smoking allowed

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Price per night from

$149

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Fountain Cottage

Iona villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Smoking allowed, Freezer, Staffed property, Swimming pool

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Price per night from

$166

The Hideaway: 4/2 W Heated Pool and Outdoor Spaces, 10 mins to Sarasota Beach

Gulf Gate Estates house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

3 of 4 match: Staffed property, Freezer, Swimming pool, Smoking allowed

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Price per night from

$373

3 of 4 match: Staffed property, Freezer, Swimming pool, Smoking allowed

3 of 4 filters match

Price per night from

$315

3 of 4 match: Staffed property, Freezer, Swimming pool, Smoking allowed

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Price per night from

$247

Amazing Beachfront Condo, Siesta Key,

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Freezer, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$344

Beach front condo in Longboat Key

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Smoking allowed, Freezer, Staffed property, Swimming pool

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Price per night from

$430

3 of 4 match: Smoking allowed, Freezer, Staffed property, Swimming pool

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Price per night from

$284

Jamaica Royale #104! Completely renovated, Gulf side, beautiful 2b/2b Condo!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Freezer, Staffed property, Swimming pool

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Price per night from

$337

Runaway Bay - Bradenton Beach - Bay View Unit 193

Anna Maria Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Home away from home” This place is an incredible value. It's spacious and comfortable, and we felt right at home. Sarasota Bay is just steps from the back patio, and it's so lovely to sit outside and watch water--so many fish, dolphins, and birds right there. Everything was in good working order and clean upon our arrival. The beach is a quick walk across the street from the complex, and we spent a lot of time at the heated pool. We would love to rent this unit again! PERFECT LOCATION.

3 of 4 match: Smoking allowed, Freezer, Staffed property, Swimming pool

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Price per night from

$209

Crescent Beach Villas - La Perlita: By Beachside Management

Siesta Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 40 minutes

3 of 4 match: Smoking allowed, Freezer, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$274

Gulf Holiday: By Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 40 minutes

3 of 4 match: Smoking allowed, Freezer, Staffed property, Swimming pool

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Price per night from

$171

Living the Dream - Starfish: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 1 hour 40 minutes

3 of 4 match: Smoking allowed, Freezer, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$343

Jamaica Royale - Beachfront Tower: By Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 40 minutes

3 of 4 match: Smoking allowed, Freezer, Staffed property, Swimming pool

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Price per night from

$377

BEACH RESIDENCES on Siesta, aka The Hyatt – 3 Bed/3 Bath Luxury Penthouse

Siesta Key hotel apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 40 minutes

3 of 4 match: Smoking allowed, Freezer, Staffed property, Swimming pool

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Price per night from

$515

Resort in Fort Myers Beach Quiet smaller resort in the off season (September)

Fort Myers Beach condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Smoking allowed, Freezer, Staffed property, Swimming pool

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Price per night from

$161

SURF AND TURF ACTIVITY FILLED GOLF RESORT COMMUNITY

Venice villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 31 minutes

3 of 4 match: Smoking allowed, Freezer, Staffed property, Swimming pool

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Price per night from

$86

Luxury waterfront retreat with Sailing

Saint James City b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

3 of 4 match: Smoking allowed, Freezer, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$858

Ten35 Seaside - North Water View: Residence 506

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Smoking allowed, Freezer, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$778

Ten35 Seaside - South Water View: Residence 302

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Freezer, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$606

Ten35 Seaside - North Water View: Residence 410

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Freezer, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$629

Ten35 Seaside - Direct Gulf View: Residence 405

Siesta Key condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Freezer, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$858

Peaceful and Relaxing with Gorgeous Sunsets

North Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Smoking allowed, Freezer, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$115

Sun and Sea: By Beachside Management

Siesta Key villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 40 minutes

3 of 4 match: Smoking allowed, Freezer, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$286

Private Beach Access - Home away from Home - 2 BR 2 BA - Furnished Condo

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Freezer, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$178

Living the Dream - Pink Flamingo: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 1 hour 40 minutes

3 of 4 match: Smoking allowed, Freezer, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$320

Zilli Ocean Front 202 & Suite

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

3 of 4 match: Smoking allowed, Freezer, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$308

Zilli Tower 503

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

3 of 4 match: Smoking allowed, Freezer, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$343

Crescent Beach Villas - La Estrella: By Beachside Management

Siesta Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 40 minutes

3 of 4 match: Smoking allowed, Freezer, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$274

Ten35 Seaside - Direct Gulf View: Residence 301

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Freezer, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$858

Palm Bay Club - 303: By Beachside Management

Siesta Key condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 40 minutes

3 of 4 match: Smoking allowed, Freezer, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$343

Ten35 Seaside - Island View: Residence 604

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Freezer, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$560

Ten35 Seaside - North Water View: Residence 310

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Freezer, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$629

Ten35 Seaside - Island View: Residence 308

Siesta Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Freezer, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$549

Ten35 Seaside - Direct Gulf View: Residence 403

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Freezer, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$858

Ten35 Seaside - North Water View: Residence 606

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Freezer, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$778

Ten35 Seaside - Direct Gulf View: Residence 303

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Freezer, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$858

Viewing 38 of 2,299
rentals in Port Charlotte

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