Vacation Rentals & House Rentals in Port Charlotte

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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 Boat available Shared outdoor pool (heated) Swing set or jungle gym Swimming pool

All filters match

Price per night from

$266

Pool Home - Steps from the Beach

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

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

All filters match

Price per night from

$1,145

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River Hall Fully Furnished

Fort Myers condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

4 of 5 filters match

Price per night from

$103

Studio Orlando in Fort Myers

Fort Myers apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

4 of 5 filters match

Price per night from

$126

Bird of Paradise at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

4 of 5 filters match

Price per night from

$489

Responds fast! avg. 54 minutes

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

4 of 5 filters match

Price per night from

$267

LUX VILLAs close to sparkling Siesta Key Beach.

Osprey villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

4 of 5 filters match

Price per night from

$161

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

4 of 5 filters match

Price per night from

$178

Sandy Toes Town Home

Siesta Key townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Time in Paradise” We recently had the luck to spend two months in paradise. This condo was comfortably appointed, well stock to meet all our needs, and most importantly in the perfect location. The beach was a short walk to the left and stores and restaurants were just a short walk to the right. We had a great time and enjoyed everything Sarasota, Siesta Key, and this Sandy Toes Condo had to offer. Thanks Mark!

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

4 of 5 filters match

Price per night from

$272

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: Swing set or jungle gym, Bicycles available, Boat available, Shared outdoor pool (heated), Swimming pool

4 of 5 filters match

Price per night from

$509

Lattitude Adjustment- Private Beachfront Home with Fishing Dock, Sunrises

North Captiva Island house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

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

4 of 5 filters match

Price per night from

$916

Million Dollar View in PGI

Punta Gorda condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 6 minutes

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

4 of 5 filters match

Price per night from

$144

Stella Maris-Beachfront, Ultimate Privacy, Spectacular Shelling, Sunset Views!

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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

4 of 5 filters match

Price per night from

$974

Palm Bay Club - G46: By Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

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

3 of 5 filters match

Price per night from

$286

Siesta Beach House; by Beachside Management

Siesta Key villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 5 filters match

Price per night from

$320

Crescent Condos; by Beachside Management

Siesta Key condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 5 filters match

Price per night from

$515

Crescent Arms; by Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 5 filters match

Price per night from

$411

Casa Mar - Unit 56: By Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

3 of 5 filters match

Price per night from

$263

"Everglades Breath"3bed 2 b ,BBQ, Kayaks, 30 jets Hot tub

Port Charlotte villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 5 filters match

Price per night from

$271

Coral Creek Landings Town Home-3 Bedroom-3 Bath

Placida townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

3 of 5 filters match

Price per night from

$144

Monthly Rental, 2 bed, 2 bath, Ocean view.

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 5 filters match

Price per night from

$115

Heritage Oaks

Heritage Oaks Golf and Country Club condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 3 hours 56 minutes

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

3 of 5 filters match

Price per night from

$98

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 5 filters match

Price per night from

$178

Once Upon a Tide: By Beachside Management

Siesta Key apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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

3 of 5 filters match

Price per night from

$400

Sun and Sea: By Beachside Management

Siesta Key villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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

3 of 5 filters match

Price per night from

$286

Beach Walk: By Beachside Management

Siesta Key townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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

3 of 5 filters match

Price per night from

$515

Ocean Vue - Unit A: By Beachside Management

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

3 of 5 filters match

Price per night from

$515

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

Siesta Key hotel apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

3 of 5 filters match

Price per night from

$515

Bianco Sands - 3 Bedroom 2 Bath: By Beachside Management

Siesta Key villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 5 filters match

Price per night from

$308

Gulf Holiday: By Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

3 of 5 filters match

Price per night from

$171

A Somewhere is Here - Changes in Latitude: By Beachside Management

Siesta Key apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

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

3 of 5 filters match

Price per night from

$457

Ten35 Seaside - South Water View: Residence 302

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

3 of 5 filters match

Price per night from

$606

Living the Dream - Pink Flamingo: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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

3 of 5 filters match

Price per night from

$320

Ten35 Seaside - Direct Gulf View: Residence 307

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

3 of 5 filters match

Price per night from

$858

Bianco Sands - 1 Bedroom 1 Bath: By Beachside Management

Siesta Key villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

3 of 5 filters match

Price per night from

$251

Living the Dream - Mermaid: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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

3 of 5 filters match

Price per night from

$343

Palm Bay Club - 303: By Beachside Management

Siesta Key condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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

3 of 5 filters match

Price per night from

$343

Ten35 Seaside - Island View: Residence 408

Siesta Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

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

3 of 5 filters match

Price per night from

$549

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