Vacation Rentals & House Rentals in Port Charlotte

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1,188 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: Air conditioning Freezer Staffed property Walking trips Secure parking

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Price per night from

$266

Match: Air conditioning Freezer Staffed property Walking trips Secure parking

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Price per night from

$284

These homes match some but not all of your filters. Clear all filters

4 of 5 match: Staffed property, Walking trips, Air conditioning, Freezer, Secure parking

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Price per night from

$342

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

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Staffed property, Walking trips, Air conditioning, Freezer, Secure parking

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Price per night from

$161

Responds fast! avg. 54 minutes

4 of 5 match: Staffed property, Walking trips, Air conditioning, Freezer, Secure parking

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Price per night from

$267

The Suite Retreat Room at The Breathing Space Wellness House

Sarasota house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

4 of 5 match: Walking trips, Air conditioning, Freezer, Staffed property, Secure parking

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Price per night from

$344

4 of 5 match: Staffed property, Walking trips, Air conditioning, Freezer, Secure parking

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Price per night from

$138

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.

4 of 5 match: Staffed property, Walking trips, Air conditioning, Freezer, Secure parking

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Price per night from

$509

Banana Cabana: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Freezer, Staffed property, Secure parking

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Price per night from

$240

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

4 of 5 match: Staffed property, Walking trips, Air conditioning, Freezer, Secure parking

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Price per night from

$430

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Freezer, Staffed property, Secure parking

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Price per night from

$337

Close to Siesta key with hot tub, fire pit and butterfly garden

Gulf Gate Estates guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 5 match: Staffed property, Walking trips, Air conditioning, Freezer, Secure parking

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Price per night from

$192

4 of 5 match: Staffed property, Walking trips, Air conditioning, Freezer, Secure parking

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Price per night from

$507

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

Bokeelia condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Staffed property, Walking trips, Air conditioning, Freezer, Secure parking

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Price per night from

$218

Ten35 Seaside - North Water View: Residence 606

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Freezer, Staffed property, Secure parking

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Price per night from

$776

Ten35 Seaside - Island View: Residence 406

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Freezer, Staffed property, Secure parking

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Price per night from

$559

Ten35 Seaside - Direct Gulf View: Residence 301

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Freezer, Staffed property, Secure parking

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Price per night from

$856

Ten35 Seaside - Island View: Residence 408

Siesta Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

4 of 5 match: Walking trips, Air conditioning, Freezer, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$548

Ten35 Seaside - North Water View: Residence 506

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

4 of 5 match: Walking trips, Air conditioning, Freezer, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$776

Ten35 Seaside - South Water View: Residence 302

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Freezer, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$605

Ten35 Seaside - North Water View: Residence 310

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Freezer, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$628

Ten35 Seaside - Direct Gulf View: Residence 303

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Freezer, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$856

Ten35 Seaside - North Water View: Residence 410

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Freezer, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$628

Ten35 Seaside - Direct Gulf View: Residence 405

Siesta Key condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Freezer, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$856

Ten35 Seaside - South Water View: Residence 602

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Freezer, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$685

Ten35 Seaside - South Water View: Residence 502

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

4 of 5 match: Walking trips, Air conditioning, Freezer, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$753

Ten35 Seaside - Island View: Residence 308

Siesta Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Freezer, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$548

Ten35 Seaside - Direct Gulf View: Residence 307

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Freezer, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$856

Ten35 Seaside - Direct Gulf View: Residence 403

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Freezer, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$856

Ten35 Seaside - Island View: Residence 604

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Freezer, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$559

Crescent Beach Villas - La Estrella: By Beachside Management

Siesta Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Freezer, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$274

Gulf Holiday: By Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 5 match: Walking trips, Air conditioning, Freezer, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$171

Florida-Cottage - Charmantes Haus mit solarbeheiztem Pool und viel Platz

Lehigh Acres house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 5

4 of 5 match: Walking trips, Air conditioning, Freezer, Staffed property, Secure parking

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Price per night from

$148

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: Walking trips, Air conditioning, Freezer, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$189

★ Secluded Holiday Retreat/ Island Paradise & Waterfront Condo ★

Little Gasparilla Island condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

4 of 5 match: Walking trips, Air conditioning, Freezer, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$319

SURF AND TURF ACTIVITY FILLED GOLF RESORT COMMUNITY

Venice villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 31 minutes

4 of 5 match: Secure parking, Walking trips, Air conditioning, Freezer, Staffed property

4 of 5 filters match

Price per night from

$86

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: Walking trips, Air conditioning, Freezer, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$178

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

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 56 minutes

4 of 5 match: Walking trips, Air conditioning, Freezer, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$114

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