Vacation Rentals & House Rentals in Port Charlotte

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929 house rentals

Pool Home - Steps from the Beach

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

Match: Shared outdoor pool (heated) Private pool Water sports

All filters match

Price per night from

$1,148

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Crescent Arms; by Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private pool, Water sports, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$411

Sea Shell; by Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Private pool, Water sports, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$320

Siesta Beach House; by Beachside Management

Siesta Key villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private pool, Water sports, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$320

Reserve now! Beautiful Siesta key Beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private pool, Water sports, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$345

Crystal Sands Unit 308 Siesta Key, Florida

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great Vacation Rental” We have been coming to Siesta Key for our Vacations for years... We have stayed at a number of Units at Crystal Sands, Crescent arms and El Presidente... Crystal Sands Unit 308 is one of the best Units we have stayed at... It has a great view of the Beach and Pool... You can watch the Sunsets and Moonsets right from the Lanai... The Unit is Roomy, Clean and had all the appliances, Dishes and Linens we needed... The Washer\Dryer in the Unit is very convenient... It has a New 60" Hdtv in the Living Room with an incredible picture... Jim left printed instructions for the Hdtv, Washer and Dryer which made it very easy to use the appliances in the Unit... We are looking forward to staying in Crystal Sands Unit 308 again for our next trip to Siesta Key...

2 of 3 match: Private pool, Water sports, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$431

2 of 3 match: Private pool, Water sports, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$333

Addy's Villas: 2BR

Nokomis villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Private pool, Water sports, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$194

Sarasota Stoneybrook Golf Condo, overlooking #3 Hole, near Siesta Key

Osprey condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private pool, Water sports, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$161

Beautiful 3 canal view

Punta Gorda condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Private pool, Water sports, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$81

Flamingo Cottage

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private pool, Water sports, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$172

Sea Shell Cottage

Sarasota house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private pool, Water sports, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$172

Bird of Paradise at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private pool, Water sports, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$490

2 of 3 match: Private pool, Water sports, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$320

Ten35 Seaside - Island View: Residence 406

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Private pool, Water sports, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$560

Ten35 Seaside - Island View: Residence 308

Siesta Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Private pool, Water sports, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$549

Ten35 Seaside - Island View: Residence 604

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Private pool, Water sports, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$560

Ten35 Seaside - North Water View: Residence 606

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Private pool, Water sports, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$778

Crescent Beach Villas - La Perlita: By Beachside Management

Siesta Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private pool, Water sports, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$274

Gulf Holiday: By Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private pool, Water sports, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$171

Ten35 Seaside - Direct Gulf View: Residence 501

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Private pool, Water sports, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$949

Beachside of the Village; By Beachside Management

Siesta Key townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

2 of 3 match: Private pool, Water sports, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$377

Ten35 Seaside - Island View: Residence 408

Siesta Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

2 of 3 match: Private pool, Water sports, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$549

Jamaica Royale - Beachfront Tower: By Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private pool, Water sports, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$377

Beach House Residence - 301; by Beachside Management

Siesta Key apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 3 match: Private pool, Water sports, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$629

Ten35 Seaside - Direct Gulf View: Residence 307

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Private pool, Water sports, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$858

Ten35 Seaside - Direct Gulf View: Residence 403

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Private pool, Water sports, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$858

Ten35 Seaside - Direct Gulf View: Residence 405

Siesta Key condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

2 of 3 match: Private pool, Water sports, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$858

Ten35 Seaside - Direct Gulf View: Residence 301

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Private pool, Water sports, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$858

Ten35 Seaside - Direct Gulf View: Residence 303

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Private pool, Water sports, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$858

Ten35 Seaside - South Water View: Residence 602

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Private pool, Water sports, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$686

Living the Dream - Starfish: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Private pool, Water sports, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$343

Living the Dream - Pink Flamingo: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Private pool, Water sports, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$320

Sun and Sea: By Beachside Management

Siesta Key villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private pool, Water sports, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$286

Just Beachy: By Beachside Management

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Private pool, Water sports, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$377

Casa Mar - Unit 3; by Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private pool, Water sports, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$263

Palm Bay Club - 303: By Beachside Management

Siesta Key condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Private pool, Water sports, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$343

Crescent Beach Villas - La Estrella: By Beachside Management

Siesta Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private pool, Water sports, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$274

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