Vacation Rentals & House Rentals in Port Charlotte

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1,204 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. 58 minutes

Match: Air conditioning Boat available Sea view TV Walking trips Secure parking

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Price per night from

$266

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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, Air conditioning, Boat available, TV, Secure parking

5 of 6 filters match

Price per night from

$508

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

Gulf Gate Estates guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

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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 34 minutes

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

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Price per night from

$429

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

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Price per night from

$284

Beautiful Crescent Beach on Siesta Key One of the

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

4 of 6 filters match

Price per night from

$300

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, Air conditioning, Boat available, Sea view, TV

5 of 6 filters match

Price per night from

$915

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

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

4 of 6 filters match

Price per night from

$160

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

4 of 6 filters match

Price per night from

$342

Responds fast! avg. 1 hour 3 minutes

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

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Price per night from

$267

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

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Price per night from

$138

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

4 of 6 filters match

Price per night from

$218

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, Air conditioning, Boat available, TV, Secure parking

4 of 6 filters match

Price per night from

$205

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, Air conditioning, Boat available, TV, Secure parking

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Price per night from

$143

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

4 of 6 filters match

Price per night from

$349

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, Air conditioning, Boat available, TV

4 of 6 filters match

Price per night from

$189

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, Air conditioning, Sea view, TV, Secure parking

4 of 6 filters match

Price per night from

$601

Fanta-Sea 49: By Beachside Management

Siesta Key house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

Responds fast! avg. 1 hour 40 minutes

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

4 of 6 filters match

Price per night from

$857

Lookout: By Beachside Management

Siesta Key house

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 40 minutes

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

4 of 6 filters match

Price per night from

$743

Ten35 Seaside - Direct Gulf View: Residence 301

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

4 of 6 filters match

Price per night from

$857

Ten35 Seaside - North Water View: Residence 606

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

4 of 6 filters match

Price per night from

$777

Ten35 Seaside - South Water View: Residence 502

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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

4 of 6 filters match

Price per night from

$754

Ten35 Seaside - North Water View: Residence 506

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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

4 of 6 filters match

Price per night from

$777

Ten35 Seaside - Direct Gulf View: Residence 403

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

4 of 6 filters match

Price per night from

$857

Ten35 Seaside - South Water View: Residence 302

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

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

4 of 6 filters match

Price per night from

$628

Ten35 Seaside - Direct Gulf View: Residence 307

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

4 of 6 filters match

Price per night from

$857

Ten35 Seaside - Direct Gulf View: Residence 405

Siesta Key condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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

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

4 of 6 filters match

Price per night from

$686

Ten35 Seaside - North Water View: Residence 410

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

4 of 6 filters match

Price per night from

$629

Excellent Location - Gulf/Beach View - Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 1 hour 38 minutes

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

4 of 6 filters match

Price per night from

$344

Villa Weiss in Cape Coral

Cape Coral house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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

4 of 6 filters match

Price per night from

$286

Villa Miami, southern exposure, with boat (optiona

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 37 minutes

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

4 of 6 filters match

Price per night from

$247

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, Air conditioning, Boat available, TV, Secure parking

4 of 6 filters match

Price per night from

$272

“A great tropical escape from our long, dark, dreary, freezing cold Ohio winter!” The house was absolutely perfect for our family of 7! The house was very nice, well-decorated & clean. The spacious layout of the house allowed us to spread out, but also easily be together as a group. The kitchen was especially well equipped. It had every possible cooking item you needed to effortlessly prepare meals or entertain. We were pleasantly surprised to have access to a stocked spice cabinet, unused pantry items and condiments. The beds and linens were of good quality too. The pool area was well-maintained and very nice & was stocked with nice lounge furniture, a dining table & gas grill. The views from the pool area & dock were beautiful. The neighborhood and canal-way were calm & quiet. Because the rental was so nice & relaxing, we didn't mind hanging out at the house & pool all day on the days we opted to skip the beach. Todd and Patricia were very easy to work with and ask questions of as well. We had a wonderful stay! We highly recommend the rental & definitely plan to revisit!

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

4 of 6 filters match

Price per night from

$241

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, Air conditioning, Sea view, TV

4 of 6 filters match

Price per night from

$271

Viewing 38 of 1,204
rentals in Port Charlotte

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