Vacation Rentals & House Rentals in Port Charlotte

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958 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. 1 hour 1 minutes

Match: Shared outdoor pool (heated) Pool or snooker table Swimming pool Water sports

All filters match

Price per night from

$267

Siesta Key Beach : 2 Bedroom, 3 Beds, 3 Bathroom Duplex & Heated Pool

Siesta Key apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Shared outdoor pool (heated) Pool or snooker table Swimming pool Water sports

All filters match

Price per night from

$182

Gulfview/Bayfront Condo with Million Dollar Views on Siesta Key

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

Match: Shared outdoor pool (heated) Pool or snooker table Swimming pool Water sports

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Price per night from

$109

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

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Shared outdoor pool (heated) Pool or snooker table Swimming pool Water sports

All filters match

Price per night from

$161

Clean comfort in Sarasota-book now for comfort

Sarasota caravan/mobile home

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Match: Shared outdoor pool (heated) Pool or snooker table Swimming pool Water sports

All filters match

Price per night from

$135

Bird of Paradise at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Shared outdoor pool (heated) Pool or snooker table Swimming pool Water sports

All filters match

Price per night from

$490

*** SUPER SPECIAL RATES at Harbor Towers ***

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 56 minutes

Match: Shared outdoor pool (heated) Pool or snooker table Swimming pool Water sports

All filters match

Price per night from

$114

3111 Riverhouse Prince - Stunning Riverfront

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (heated) Pool or snooker table Swimming pool Water sports

All filters match

Price per night from

$253

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Siesta Beach House; by Beachside Management

Siesta Key villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Pool or snooker table, Water sports, Shared outdoor pool (heated), Swimming pool

3 of 4 filters match

Price per night from

$320

Crescent Arms; by Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Pool or snooker table, Water sports, Shared outdoor pool (heated), Swimming pool

3 of 4 filters match

Price per night from

$411

Sea Shell; by Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

3 of 4 match: Pool or snooker table, Water sports, Shared outdoor pool (heated), Swimming pool

3 of 4 filters match

Price per night from

$320

North Captiva Hidden Beach House with Private Pool

North Captiva Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Everything great about the beach with no crowds” My family loved this experience and will be back! The kids got a kick out of taking the golf cart around and looking for turtles. The house is great and has everything you could possibly need.

3 of 4 match: Shared outdoor pool (heated), Water sports, Pool or snooker table, Swimming pool

3 of 4 filters match

Price per night from

$488

Reserve now! Beautiful Siesta key Beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Pool or snooker table, Water sports, Shared outdoor pool (heated), Swimming pool

3 of 4 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...

3 of 4 match: Pool or snooker table, Water sports, Shared outdoor pool (heated), Swimming pool

3 of 4 filters match

Price per night from

$431

3 of 4 match: Pool or snooker table, Water sports, Shared outdoor pool (heated), Swimming pool

3 of 4 filters match

Price per night from

$333

Addy's Villas: 2BR

Nokomis villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Pool or snooker table, Water sports, Shared outdoor pool (heated), Swimming pool

3 of 4 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

3 of 4 match: Pool or snooker table, Water sports, Shared outdoor pool (heated), Swimming pool

3 of 4 filters match

Price per night from

$161

Beautiful 3 canal view

Punta Gorda condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Pool or snooker table, Water sports, Shared outdoor pool (heated), Swimming pool

3 of 4 filters match

Price per night from

$81

Flamingo Cottage

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Pool or snooker table, Water sports, Shared outdoor pool (heated), Swimming pool

3 of 4 filters match

Price per night from

$172

Sea Shell Cottage

Sarasota house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 4 match: Pool or snooker table, Water sports, Shared outdoor pool (heated), Swimming pool

3 of 4 filters match

Price per night from

$172

3 of 4 match: Pool or snooker table, Water sports, Shared outdoor pool (heated), Swimming pool

3 of 4 filters match

Price per night from

$320

Ten35 Seaside - Island View: Residence 406

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Pool or snooker table, Water sports, Shared outdoor pool (heated), Swimming pool

3 of 4 filters match

Price per night from

$560

Ten35 Seaside - Island View: Residence 308

Siesta Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Pool or snooker table, Water sports, Shared outdoor pool (heated), Swimming pool

3 of 4 filters match

Price per night from

$549

Ten35 Seaside - Direct Gulf View: Residence 301

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Pool or snooker table, Water sports, Shared outdoor pool (heated), Swimming pool

3 of 4 filters match

Price per night from

$858

Living the Dream - Starfish: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Pool or snooker table, Water sports, Shared outdoor pool (heated), 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: Pool or snooker table, Water sports, Shared outdoor pool (heated), Swimming pool

3 of 4 filters match

Price per night from

$560

Ten35 Seaside - North Water View: Residence 606

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Pool or snooker table, Water sports, Shared outdoor pool (heated), Swimming pool

3 of 4 filters match

Price per night from

$778

Ten35 Seaside - Direct Gulf View: Residence 403

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Pool or snooker table, Water sports, Shared outdoor pool (heated), Swimming pool

3 of 4 filters match

Price per night from

$858

Crescent Beach Villas - La Perlita: By Beachside Management

Siesta Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Pool or snooker table, Water sports, Shared outdoor pool (heated), Swimming pool

3 of 4 filters match

Price per night from

$274

Crescent Beach Villas - La Estrella: By Beachside Management

Siesta Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Pool or snooker table, Water sports, Shared outdoor pool (heated), 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

3 of 4 match: Pool or snooker table, Water sports, Shared outdoor pool (heated), Swimming pool

3 of 4 filters match

Price per night from

$171

Just Beachy: By Beachside Management

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Pool or snooker table, Water sports, Shared outdoor pool (heated), Swimming pool

3 of 4 filters match

Price per night from

$377

Ten35 Seaside - Direct Gulf View: Residence 501

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Pool or snooker table, Water sports, Shared outdoor pool (heated), Swimming pool

3 of 4 filters match

Price per night from

$949

Sun and Sea: By Beachside Management

Siesta Key villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 4 match: Pool or snooker table, Water sports, Shared outdoor pool (heated), Swimming pool

3 of 4 filters match

Price per night from

$285

Beachside of the Village; By Beachside Management

Siesta Key townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

3 of 4 match: Pool or snooker table, Water sports, Shared outdoor pool (heated), Swimming pool

3 of 4 filters match

Price per night from

$377

Living the Dream - Pink Flamingo: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Pool or snooker table, Water sports, Shared outdoor pool (heated), Swimming pool

3 of 4 filters match

Price per night from

$320

Ten35 Seaside - Direct Gulf View: Residence 303

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Pool or snooker table, Water sports, Shared outdoor pool (heated), Swimming pool

3 of 4 filters match

Price per night from

$858

Ten35 Seaside - Direct Gulf View: Residence 405

Siesta Key condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

3 of 4 match: Pool or snooker table, Water sports, Shared outdoor pool (heated), Swimming pool

3 of 4 filters match

Price per night from

$858

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rentals in Port Charlotte

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