Vacation Rentals & House Rentals in Port Charlotte

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1,151 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 Bicycles available Staffed property Walking trips Secure parking

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Price per night from

$266

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

4 of 5 filters match

Price per night from

$343

Banana Cabana: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 40 minutes

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

4 of 5 filters match

Price per night from

$240

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

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Price per night from

$138

Responds fast! avg. 54 minutes

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

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Price per night from

$267

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, Bicycles available, Secure parking

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Price per night from

$509

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, Bicycles available, Secure parking

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Price per night from

$430

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

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Price per night from

$284

Gulf Holiday: By Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 40 minutes

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

4 of 5 filters match

Price per night from

$171

Ten35 Seaside - Island View: Residence 604

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

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Price per night from

$560

Ten35 Seaside - North Water View: Residence 506

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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

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Price per night from

$778

Ten35 Seaside - North Water View: Residence 606

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

4 of 5 filters match

Price per night from

$778

Ten35 Seaside - Direct Gulf View: Residence 303

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

4 of 5 filters match

Price per night from

$858

Ten35 Seaside - South Water View: Residence 302

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

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Price per night from

$606

Ten35 Seaside - Direct Gulf View: Residence 403

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

4 of 5 filters match

Price per night from

$858

Ten35 Seaside - North Water View: Residence 410

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

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Price per night from

$629

Ten35 Seaside - North Water View: Residence 310

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

4 of 5 filters match

Price per night from

$629

Ten35 Seaside - Direct Gulf View: Residence 405

Siesta Key condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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

4 of 5 filters match

Price per night from

$858

Ten35 Seaside - South Water View: Residence 602

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

4 of 5 filters match

Price per night from

$686

Ten35 Seaside - South Water View: Residence 502

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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

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Price per night from

$755

Ten35 Seaside - Island View: Residence 308

Siesta Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

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

4 of 5 filters match

Price per night from

$549

Ten35 Seaside - Island View: Residence 406

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

4 of 5 filters match

Price per night from

$560

Crescent Beach Villas - La Estrella: By Beachside Management

Siesta Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 40 minutes

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

4 of 5 filters match

Price per night from

$274

Ten35 Seaside - Direct Gulf View: Residence 301

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

4 of 5 filters match

Price per night from

$858

Ten35 Seaside - Direct Gulf View: Residence 307

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

4 of 5 filters match

Price per night from

$858

Ten35 Seaside - Island View: Residence 408

Siesta Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

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

4 of 5 filters match

Price per night from

$549

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

4 of 5 filters match

Price per night from

$508

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, Bicycles available, Secure parking

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Price per night from

$218

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, Bicycles available, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$189

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, Bicycles available, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$178

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: Walking trips, Air conditioning, Bicycles available, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$115

Villa Weiss in Cape Coral

Cape Coral house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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

4 of 5 filters match

Price per night from

$281

Cape Golf Villa

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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

4 of 5 filters match

Price per night from

$338

North Captiva Private Pool Home Shell Cottage

North Captiva Island house

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

3 of 5 match: Staffed property, Secure parking, Walking trips, Air conditioning, Bicycles available

3 of 5 filters match

Price per night from

$458

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

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Bicycles available, Staffed property, Walking trips, Air conditioning, Secure parking

3 of 5 filters match

Price per night from

$161

Amazing Lagoon | Rock Grotto Swimming Pool

Rotonda West house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 5 match: Staffed property, Secure parking, Walking trips, Air conditioning, Bicycles available

3 of 5 filters match

Price per night from

$258

Bright Dreams - Billard Table / Canal view

Rotonda West house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 5 match: Staffed property, Secure parking, Walking trips, Air conditioning, Bicycles available

3 of 5 filters match

Price per night from

$235

Blue Lagoon - built in 2020 - Pool/Spa/Sunshelf

Rotonda West house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Staffed property, Secure parking, Walking trips, Air conditioning, Bicycles available

3 of 5 filters match

Price per night from

$215

Viewing 38 of 1,151
rentals in Port Charlotte

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