Vacation Rentals & House Rentals in Port Charlotte

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1,197 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 Clothes dryer Housekeeping Included Walking trips Secure parking

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Price per night from

$266

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

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Housekeeping Included, Walking trips, Air conditioning, Clothes dryer, Secure parking

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Price per night from

$160

4 of 5 match: Housekeeping Included, Walking trips, Air conditioning, Clothes dryer, Secure parking

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Price per night from

$342

Responds fast! avg. 1 hour 3 minutes

4 of 5 match: Housekeeping Included, Walking trips, Air conditioning, Clothes dryer, Secure parking

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Price per night from

$267

Beautiful Crescent Beach on Siesta Key One of the

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Housekeeping Included, Walking trips, Air conditioning, Clothes dryer, Secure parking

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Price per night from

$300

4 of 5 match: Housekeeping Included, Walking trips, Air conditioning, Clothes dryer, 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: Housekeeping Included, Walking trips, Air conditioning, Clothes dryer, Secure parking

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Price per night from

$508

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

4 of 5 match: Housekeeping Included, Walking trips, Air conditioning, Clothes dryer, Secure parking

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Price per night from

$429

4 of 5 match: Housekeeping Included, Walking trips, Air conditioning, Clothes dryer, Secure parking

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Price per night from

$284

4 of 5 match: Housekeeping Included, Walking trips, Air conditioning, Clothes dryer, 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: Housekeeping Included, Walking trips, Air conditioning, Clothes dryer, Secure parking

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Price per night from

$218

4 of 5 match: Walking trips, Air conditioning, Clothes dryer, Housekeeping Included, Secure parking

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Price per night from

$104

★ 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, Clothes dryer, Housekeeping Included, Secure parking

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Price per night from

$318

Ten35 Seaside - Direct Gulf View: Residence 301

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Clothes dryer, Housekeeping Included, Secure parking

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Price per night from

$857

Ten35 Seaside - Island View: Residence 406

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Clothes dryer, Housekeeping Included, Secure parking

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Price per night from

$560

Ten35 Seaside - Island View: Residence 408

Siesta Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

4 of 5 match: Walking trips, Air conditioning, Clothes dryer, Housekeeping Included, Secure parking

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Price per night from

$548

Ten35 Seaside - Island View: Residence 308

Siesta Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Clothes dryer, Housekeeping Included, Secure parking

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Price per night from

$548

Ten35 Seaside - North Water View: Residence 606

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Clothes dryer, Housekeeping Included, Secure parking

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Price per night from

$777

Ten35 Seaside - South Water View: Residence 502

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

4 of 5 match: Walking trips, Air conditioning, Clothes dryer, Housekeeping Included, Secure parking

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Price per night from

$754

Ten35 Seaside - North Water View: Residence 506

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

4 of 5 match: Walking trips, Air conditioning, Clothes dryer, Housekeeping Included, Secure parking

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Price per night from

$777

Ten35 Seaside - Direct Gulf View: Residence 403

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Clothes dryer, Housekeeping Included, Secure parking

4 of 5 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 5 match: Walking trips, Air conditioning, Clothes dryer, Housekeeping Included, Secure parking

4 of 5 filters match

Price per night from

$605

Ten35 Seaside - Island View: Residence 604

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Clothes dryer, Housekeeping Included, Secure parking

4 of 5 filters match

Price per night from

$560

Ten35 Seaside - North Water View: Residence 310

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Clothes dryer, Housekeeping Included, Secure parking

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Price per night from

$628

Ten35 Seaside - Direct Gulf View: Residence 307

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Clothes dryer, Housekeeping Included, Secure parking

4 of 5 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 5 match: Walking trips, Air conditioning, Clothes dryer, Housekeeping Included, Secure parking

4 of 5 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 5 match: Walking trips, Air conditioning, Clothes dryer, Housekeeping Included, 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, Clothes dryer, Housekeeping Included, Secure parking

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Price per night from

$686

Ten35 Seaside - North Water View: Residence 410

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Clothes dryer, Housekeeping Included, Secure parking

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Price per night from

$629

SURF AND TURF ACTIVITY FILLED GOLF RESORT COMMUNITY

Venice villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 13 minutes

4 of 5 match: Secure parking, Walking trips, Air conditioning, Clothes dryer, Housekeeping Included

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Price per night from

$86

Kokomo Del Sol. Welcome to Paradise.

Tice house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

4 of 5 match: Walking trips, Air conditioning, Clothes dryer, Housekeeping Included, Secure parking

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Price per night from

$446

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

Gulf Gate Estates guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 5 match: Clothes dryer, Housekeeping Included, Walking trips, Air conditioning, Secure parking

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Price per night from

$193

Sarasota Vacation • 15 Minutes to Beach • Sleeps 6

Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Clothes dryer, Air conditioning, Housekeeping Included, Secure parking

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Price per night from

$194

GUEST HOUSE

Fruitville guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 29 minutes

3 of 5 match: Walking trips, Clothes dryer, Air conditioning, Housekeeping Included, Secure parking

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Price per night from

$107

Amazing views, 11th flr, On the beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Walking trips, Clothes dryer, Air conditioning, Housekeeping Included, Secure parking

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Price per night from

$409

North Captiva Private Pool Home Shell Cottage

North Captiva Island house

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

3 of 5 match: Housekeeping Included, Secure parking, Walking trips, Air conditioning, Clothes dryer

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Price per night from

$458

Beautiful 3 bedroom home in Southwest Florida

Port Charlotte house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Relaxing Stay” Well kept property in a great neighborhood within 15 min from the beach and great shopping. The pictures and description accurately reflect what you see when you get there. Owners, Lorrie and Frank, were a pleasure to deal with from beginning to end. Had a wonderful time and looking forward to returning soon. Would highly recommend this property!

3 of 5 match: Housekeeping Included, Secure parking, Walking trips, Air conditioning, Clothes dryer

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Price per night from

$172

Manasota Beachy Cottage

Manasota Key house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

“Our 2017 vacation” This was our first time ever renting a house. Peter was the best. This house had everything we need or wanted. It was super clean and beautiful. The screened porch was perfect to drink coffee in the morning. Didn't have to worry about the bugs or anything. Beach was a short walk around the corner over a bridge. The town was great and hardly no traffic. Safe for younger kids to play in the yard. Can't wait to rent again next year. Thank you!!

3 of 5 match: Housekeeping Included, Secure parking, Walking trips, Air conditioning, Clothes dryer

3 of 5 filters match

Price per night from

$155

Viewing 38 of 1,197
rentals in Port Charlotte

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