Vacation Rentals & House Rentals in Port Charlotte

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931 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: Bicycles available Shared outdoor pool (heated) Staffed property Swing set or jungle gym Swimming pool

All filters match

Price per night from

$266

LUX VILLAs close to sparkling Siesta Key Beach.

Osprey villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Bicycles available Shared outdoor pool (heated) Staffed property Swing set or jungle gym Swimming pool

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Price per night from

$162

Pool Home - Steps from the Beach

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

Match: Bicycles available Shared outdoor pool (heated) Staffed property Swing set or jungle gym Swimming pool

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Price per night from

$1,145

2 Bedroom, 2 Bathroom condo / Heated pool / 7 minute walk to beach

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Bicycles available Shared outdoor pool (heated) Staffed property Swing set or jungle gym Swimming pool

All filters match

Price per night from

$179

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River Hall Fully Furnished

Fort Myers condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Staffed property, Bicycles available, Shared outdoor pool (heated), Swing set or jungle gym, Swimming pool

4 of 5 filters match

Price per night from

$104

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Staffed property, Swimming pool

4 of 5 filters match

Price per night from

$179

Gulf Holiday: By Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 5 match: Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Staffed property, Swimming pool

4 of 5 filters match

Price per night from

$172

Ten35 Seaside - Island View: Residence 308

Siesta Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Staffed property, Swimming pool

4 of 5 filters match

Price per night from

$551

Ten35 Seaside - South Water View: Residence 302

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Staffed property, Swimming pool

4 of 5 filters match

Price per night from

$608

Living the Dream - Pink Flamingo: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

4 of 5 match: Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Staffed property, Swimming pool

4 of 5 filters match

Price per night from

$321

Ten35 Seaside - Direct Gulf View: Residence 301

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Staffed property, Swimming pool

4 of 5 filters match

Price per night from

$861

Crescent Beach Villas - La Perlita: By Beachside Management

Siesta Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Staffed property, Swimming pool

4 of 5 filters match

Price per night from

$275

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

Siesta Key hotel apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Staffed property, Swimming pool

4 of 5 filters match

Price per night from

$516

Living the Dream - Starfish: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

4 of 5 match: Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Staffed property, Swimming pool

4 of 5 filters match

Price per night from

$344

Palm Bay Club - 303: By Beachside Management

Siesta Key condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 5 match: Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Staffed property, Swimming pool

4 of 5 filters match

Price per night from

$344

Ten35 Seaside - North Water View: Residence 410

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Staffed property, Swimming pool

4 of 5 filters match

Price per night from

$631

Ten35 Seaside - Direct Gulf View: Residence 303

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Staffed property, Swimming pool

4 of 5 filters match

Price per night from

$861

Ten35 Seaside - Island View: Residence 404

Siesta Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

4 of 5 match: Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Staffed property, Swimming pool

4 of 5 filters match

Price per night from

$551

Ten35 Seaside - Island View: Residence 406

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Staffed property, Swimming pool

4 of 5 filters match

Price per night from

$562

Ten35 Seaside - Direct Gulf View: Residence 307

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Staffed property, Swimming pool

4 of 5 filters match

Price per night from

$861

Ten35 Seaside - North Water View: Residence 310

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Staffed property, Swimming pool

4 of 5 filters match

Price per night from

$631

Ten35 Seaside - Direct Gulf View: Residence 405

Siesta Key condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

4 of 5 match: Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Staffed property, Swimming pool

4 of 5 filters match

Price per night from

$861

Crescent Beach Villas - La Estrella: By Beachside Management

Siesta Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Staffed property, Swimming pool

4 of 5 filters match

Price per night from

$275

Jamaica Royale - Beachfront Tower: By Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Staffed property, Swimming pool

4 of 5 filters match

Price per night from

$378

Ten35 Seaside - Island View: Residence 604

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Staffed property, Swimming pool

4 of 5 filters match

Price per night from

$562

Ten35 Seaside - North Water View: Residence 506

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

4 of 5 match: Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Staffed property, Swimming pool

4 of 5 filters match

Price per night from

$781

Sun and Sea: By Beachside Management

Siesta Key villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

4 of 5 match: Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Staffed property, Swimming pool

4 of 5 filters match

Price per night from

$287

Ten35 Seaside - South Water View: Residence 502

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

4 of 5 match: Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Staffed property, Swimming pool

4 of 5 filters match

Price per night from

$758

Ten35 Seaside - Direct Gulf View: Residence 403

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Staffed property, Swimming pool

4 of 5 filters match

Price per night from

$861

Ten35 Seaside - Island View: Residence 408

Siesta Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

4 of 5 match: Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Staffed property, Swimming pool

4 of 5 filters match

Price per night from

$551

Ten35 Seaside - North Water View: Residence 606

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Staffed property, Swimming pool

4 of 5 filters match

Price per night from

$781

Ten35 Seaside - Direct Gulf View: Residence 501

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Staffed property, Swimming pool

4 of 5 filters match

Price per night from

$953

Ten35 Seaside - South Water View: Residence 602

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Staffed property, Swimming pool

4 of 5 filters match

Price per night from

$689

Responds fast! avg. 54 minutes

4 of 5 match: Staffed property, Bicycles available, Shared outdoor pool (heated), Swing set or jungle gym, Swimming pool

4 of 5 filters match

Price per night from

$267

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.

4 of 5 match: Shared outdoor pool (heated), Bicycles available, Staffed property, Swing set or jungle gym, Swimming pool

4 of 5 filters match

Price per night from

$116

Siesta Key Townhouse across from Pristine Sands of Siesta Key 2B/2B sleeps 6

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Fantastic week in Siesta Key” The townhouse was fantastic and fully equipped with everything we needed for a very comfortable week. The location was outstanding - right across from the beach and the free trolley to the Village stopped right outside. The garage had everything the family needed to take to the beach and we met some lovely people around the pool. Thank you Michelle for your hospitality - we hope to be back soon.

4 of 5 match: Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Staffed property, Swimming pool

4 of 5 filters match

Price per night from

$189

120 Steps to the Beach with beach gear included!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Bicycles available, Swing set or jungle gym, Shared outdoor pool (heated), Staffed property, Swimming pool

3 of 5 filters match

Price per night from

$426

Crescent Arms; by Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Staffed property, Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Swimming pool

3 of 5 filters match

Price per night from

$413

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