Vacation Rentals & House Rentals in Port Charlotte

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1,149 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 Boat available Sea view Walking trips Tennis in town Secure parking

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Price per night from

$267

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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.

5 of 6 match: Sea view, Walking trips, Tennis in town, Air conditioning, Boat available, Secure parking

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Price per night from

$509

Beautiful Crescent Beach on Siesta Key One of the

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

5 of 6 match: Boat available, Walking trips, Tennis in town, Air conditioning, Sea view, Secure parking

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Price per night from

$301

5 of 6 match: Boat available, Walking trips, Tennis in town, Air conditioning, Sea view, Secure parking

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Price per night from

$285

Lattitude Adjustment- Private Beachfront Home with Fishing Dock, Sunrises

North Captiva Island house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

5 of 6 match: Secure parking, Walking trips, Tennis in town, Air conditioning, Boat available, Sea view

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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 6 match: Walking trips, Sea view, Tennis in town, Air conditioning, Boat available, Secure parking

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Price per night from

$144

Responds fast! avg. 54 minutes

4 of 6 match: Boat available, Sea view, Walking trips, Tennis in town, Air conditioning, Secure parking

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Price per night from

$268

Ten35 Seaside - Direct Gulf View: Residence 405

Siesta Key condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

4 of 6 match: Walking trips, Boat available, Tennis in town, Air conditioning, Sea view, Secure parking

4 of 6 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 6 match: Walking trips, Boat available, Tennis in town, Air conditioning, Sea view, Secure parking

4 of 6 filters match

Price per night from

$858

Ten35 Seaside - Direct Gulf View: Residence 301

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 6 match: Walking trips, Boat available, Tennis in town, Air conditioning, Sea view, Secure parking

4 of 6 filters match

Price per night from

$858

Ten35 Seaside - North Water View: Residence 606

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 6 match: Walking trips, Boat available, Tennis in town, Air conditioning, Sea view, Secure parking

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Price per night from

$778

Ten35 Seaside - South Water View: Residence 602

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 6 match: Walking trips, Boat available, Tennis in town, Air conditioning, Sea view, Secure parking

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Price per night from

$686

Ten35 Seaside - Direct Gulf View: Residence 403

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 6 match: Walking trips, Boat available, Tennis in town, Air conditioning, Sea view, Secure parking

4 of 6 filters match

Price per night from

$858

Ten35 Seaside - Direct Gulf View: Residence 303

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 6 match: Walking trips, Boat available, Tennis in town, Air conditioning, Sea view, Secure parking

4 of 6 filters match

Price per night from

$858

Grand accomdation on USA #1 Beach - Siesta Key Fl

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

4 of 6 match: Walking trips, Sea view, Tennis in town, Air conditioning, Boat available, Secure parking

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Price per night from

$206

Ten35 Seaside - South Water View: Residence 302

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 6 match: Walking trips, Boat available, Tennis in town, Air conditioning, Sea view, Secure parking

4 of 6 filters match

Price per night from

$606

Ten35 Seaside - North Water View: Residence 310

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 6 match: Walking trips, Boat available, Tennis in town, Air conditioning, Sea view, Secure parking

4 of 6 filters match

Price per night from

$629

Ten35 Seaside - South Water View: Residence 502

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

4 of 6 match: Walking trips, Boat available, Tennis in town, Air conditioning, Sea view, Secure parking

4 of 6 filters match

Price per night from

$755

Ten35 Seaside - North Water View: Residence 506

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

4 of 6 match: Walking trips, Boat available, Tennis in town, Air conditioning, Sea view, Secure parking

4 of 6 filters match

Price per night from

$778

Ten35 Seaside - North Water View: Residence 410

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 6 match: Walking trips, Boat available, Tennis in town, Air conditioning, Sea view, Secure parking

4 of 6 filters match

Price per night from

$629

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 6 match: Walking trips, Sea view, Tennis in town, Air conditioning, Boat available, Secure parking

4 of 6 filters match

Price per night from

$273

4 of 6 match: Boat available, Sea view, Walking trips, Tennis in town, Air conditioning, Secure parking

4 of 6 filters match

Price per night from

$509

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

Bokeelia condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 6 match: Boat available, Sea view, Walking trips, Tennis in town, Air conditioning, Secure parking

4 of 6 filters match

Price per night from

$218

Brand new villa with heated pool for swimmers

Venice house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 6 match: Sea view, Secure parking, Walking trips, Tennis in town, Air conditioning, Boat available

4 of 6 filters match

Price per night from

$190

Our House At The Beach - 604E: By Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 6 match: Walking trips, Boat available, Secure parking, Tennis in town, Air conditioning, Sea view

3 of 6 filters match

Price per night from

$389

Our House at the Beach - 502: By Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

3 of 6 match: Walking trips, Boat available, Secure parking, Tennis in town, Air conditioning, Sea view

3 of 6 filters match

Price per night from

$320

Siesta Key - 2bdrm on the beach - amazing views!!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Escape from reality” We had an amazing vacation. Accommodations were great and very comfortable. Breakfast on the lanai and sunset fishing on the beach were 2 of our families favorite things to do. You also have the bay right behind you where you can kayak or paddle board. The community was quiet which was prefect for our getaway. We will definitely be staying here again.

4 of 6 match: Walking trips, Boat available, Tennis in town, Air conditioning, Sea view, Secure parking

4 of 6 filters match

Price per night from

$601

Lookout: By Beachside Management

Siesta Key house

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 10

4 of 6 match: Walking trips, Boat available, Tennis in town, Air conditioning, Sea view, Secure parking

4 of 6 filters match

Price per night from

$743

Fanta-Sea 49: By Beachside Management

Siesta Key house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

4 of 6 match: Walking trips, Boat available, Tennis in town, Air conditioning, Sea view, Secure parking

4 of 6 filters match

Price per night from

$858

4 Bedroom with Gulf View Siesta Key FL Beach Fun

Siesta Key apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

“Fantastic Location and Beautiful Accomodations” Our daughters and their families stayed here in February. The condo was everything we expected and more. It has a breathtaking view of the Gulf from the screened in lani which runs the width of the unit. The four bedrooms were perfect for our group of nine and the kitchen / dining area was well stocked with appliances , pots & pans , dishes , glassware , etc. Condo has easy access to heated pool and ample parking. Owner made the rental process smooth as silk , and we all felt right at home as soon as we had checked in. Right across street from world famous Siesta Beach. Would highly recommend.

4 of 6 match: Walking trips, Boat available, Tennis in town, Air conditioning, Sea view, Secure parking

4 of 6 filters match

Price per night from

$516

Beautiful Waterfront Condo at Boca Grande North - A Serene, Happy Space!

Little Gasparilla Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 6 match: Walking trips, Boat available, Tennis in town, Air conditioning, Sea view, Secure parking

4 of 6 filters match

Price per night from

$408

4 of 6 match: Walking trips, Boat available, Tennis in town, Air conditioning, Sea view, Secure parking

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Price per night from

$466

Endless Summer - North Captiva Island 3 Bedroom 2.5 Bath, Sleeps 10 - Boat slip

North Captiva Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

4 of 6 match: Walking trips, Secure parking, Tennis in town, Air conditioning, Boat available, Sea view

4 of 6 filters match

Price per night from

$573

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 6 match: Tennis in town, Sea view, Walking trips, Air conditioning, Boat available, Secure parking

4 of 6 filters match

Price per night from

$193

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 6 match: Tennis in town, Boat available, Walking trips, Air conditioning, Sea view, Secure parking

4 of 6 filters match

Price per night from

$431

FANTASTIC VACATION! STEPS FROM THE POOL AND BEACH, VERY CLEAN CONDO!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 6 match: Boat available, Secure parking, Walking trips, Tennis in town, Air conditioning, Sea view

4 of 6 filters match

Price per night from

$272

2 bdrm Condo Villa in Birds Bay venice, florida

Venice villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 6 match: Boat available, Secure parking, Walking trips, Tennis in town, Air conditioning, Sea view

4 of 6 filters match

Price per night from

$161

Three bedroom house directly on beach with gulf vi

Siesta Key house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

4 of 6 match: Boat available, Secure parking, Walking trips, Tennis in town, Air conditioning, Sea view

4 of 6 filters match

Price per night from

$402

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