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. 1 hour 1 minutes

Match: Air conditioning Housekeeping Included Microwave Sea view Walking trips Secure parking

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Price per night from

$267

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Beautiful Crescent Beach on Siesta Key One of the

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

5 of 6 match: Housekeeping Included, Walking trips, Air conditioning, Microwave, Sea view, Secure parking

5 of 6 filters match

Price per night from

$301

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

5 of 6 match: Housekeeping Included, Walking trips, Air conditioning, Microwave, Sea view, Secure parking

5 of 6 filters match

Price per night from

$431

5 of 6 match: Housekeeping Included, Walking trips, Air conditioning, Microwave, Sea view, Secure parking

5 of 6 filters match

Price per night from

$285

Ten35 Seaside - South Water View: Residence 302

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

5 of 6 match: Walking trips, Air conditioning, Housekeeping Included, Microwave, Sea view, Secure parking

5 of 6 filters match

Price per night from

$607

Ten35 Seaside - North Water View: Residence 310

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

5 of 6 match: Walking trips, Air conditioning, Housekeeping Included, Microwave, Sea view, Secure parking

5 of 6 filters match

Price per night from

$630

Ten35 Seaside - North Water View: Residence 506

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

5 of 6 match: Walking trips, Air conditioning, Housekeeping Included, Microwave, Sea view, Secure parking

5 of 6 filters match

Price per night from

$780

Ten35 Seaside - North Water View: Residence 606

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

5 of 6 match: Walking trips, Air conditioning, Housekeeping Included, Microwave, Sea view, Secure parking

5 of 6 filters match

Price per night from

$780

Ten35 Seaside - South Water View: Residence 502

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

5 of 6 match: Walking trips, Air conditioning, Housekeeping Included, Microwave, Sea view, Secure parking

5 of 6 filters match

Price per night from

$757

Ten35 Seaside - Direct Gulf View: Residence 307

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

5 of 6 match: Walking trips, Air conditioning, Housekeeping Included, Microwave, Sea view, Secure parking

5 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

5 of 6 match: Walking trips, Air conditioning, Housekeeping Included, Microwave, Sea view, Secure parking

5 of 6 filters match

Price per night from

$858

Ten35 Seaside - Direct Gulf View: Residence 403

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

5 of 6 match: Walking trips, Air conditioning, Housekeeping Included, Microwave, Sea view, Secure parking

5 of 6 filters match

Price per night from

$858

Ten35 Seaside - Direct Gulf View: Residence 405

Siesta Key condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

5 of 6 match: Walking trips, Air conditioning, Housekeeping Included, Microwave, Sea view, Secure parking

5 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

5 of 6 match: Walking trips, Air conditioning, Housekeeping Included, Microwave, Sea view, Secure parking

5 of 6 filters match

Price per night from

$686

Ten35 Seaside - Direct Gulf View: Residence 303

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

5 of 6 match: Walking trips, Air conditioning, Housekeeping Included, Microwave, Sea view, Secure parking

5 of 6 filters match

Price per night from

$858

Ten35 Seaside - North Water View: Residence 410

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

5 of 6 match: Walking trips, Air conditioning, Housekeeping Included, Microwave, Sea view, Secure parking

5 of 6 filters match

Price per night from

$629

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

5 of 6 match: Secure parking, Walking trips, Air conditioning, Housekeeping Included, Microwave, Sea view

5 of 6 filters match

Price per night from

$272

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

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 6 match: Housekeeping Included, Sea view, Walking trips, Air conditioning, Microwave, Secure parking

4 of 6 filters match

Price per night from

$161

Responds fast! avg. 54 minutes

4 of 6 match: Housekeeping Included, Sea view, Walking trips, Air conditioning, Microwave, Secure parking

4 of 6 filters match

Price per night from

$268

4 of 6 match: Housekeeping Included, Sea view, Walking trips, Air conditioning, Microwave, Secure parking

4 of 6 filters match

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 6 match: Housekeeping Included, Sea view, Walking trips, Air conditioning, Microwave, Secure parking

4 of 6 filters match

Price per night from

$510

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: Housekeeping Included, Sea view, Walking trips, Air conditioning, Microwave, Secure parking

4 of 6 filters match

Price per night from

$193

4 of 6 match: Housekeeping Included, Sea view, Walking trips, Air conditioning, Microwave, 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: Housekeeping Included, Sea view, Walking trips, Air conditioning, Microwave, Secure parking

4 of 6 filters match

Price per night from

$218

4 of 6 match: Walking trips, Housekeeping Included, Air conditioning, Microwave, Sea view, Secure parking

4 of 6 filters match

Price per night from

$350

GUEST HOUSE

Fruitville guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 29 minutes

4 of 6 match: Walking trips, Sea view, Air conditioning, Housekeeping Included, Microwave, Secure parking

4 of 6 filters match

Price per night from

$107

“Clean comfortable Siesta Key Condo with all the comforts of home...Perfect!” The condo is walking distance to shops, restaurants and quaint local tiki bar! The beach is a short walk across the street and through the beach-front section of the complex with lounge chairs and umbrellas available, very nice! I didn't mention the 2 pools (one beachside) and nice gym facilities also just downstairs of the unit. The covered parking space was an added plus! The condo was clean and very comfortable with all of the amenities of home which is greatly appreciated! You can even enjoy the view of the bayside inlet and beautiful landscaping from the kitchen through the entire wall of glass doors in the living/dining room! We had a wonderful week! The property owner Vic supplied more than enough information on the condo, local businesses and area maps! He was such a pleasure to work with! Thanks again Vic! We are already planning our next trip to Siesta Key in May!!

4 of 6 match: Housekeeping Included, Secure parking, Walking trips, Air conditioning, Microwave, Sea view

4 of 6 filters match

Price per night from

$144

4 of 6 match: Housekeeping Included, Secure parking, Walking trips, Air conditioning, Microwave, Sea view

4 of 6 filters match

Price per night from

$144

4 of 6 match: Walking trips, Sea view, Air conditioning, Housekeeping Included, Microwave, Secure parking

4 of 6 filters match

Price per night from

$105

★ Secluded Holiday Retreat/ Island Paradise & Waterfront Condo ★

Little Gasparilla Island condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

4 of 6 match: Walking trips, Sea view, Air conditioning, Housekeeping Included, Microwave, Secure parking

4 of 6 filters match

Price per night from

$319

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, Housekeeping Included, Air conditioning, Microwave, Sea view, Secure parking

4 of 6 filters match

Price per night from

$603

Fanta-Sea 49: By Beachside Management

Siesta Key house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

4 of 6 match: Walking trips, Housekeeping Included, Air conditioning, Microwave, Sea view, Secure parking

4 of 6 filters match

Price per night from

$860

Lookout: By Beachside Management

Siesta Key house

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 10

4 of 6 match: Walking trips, Housekeeping Included, Air conditioning, Microwave, Sea view, Secure parking

4 of 6 filters match

Price per night from

$745

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, Housekeeping Included, Air conditioning, Microwave, Sea view, Secure parking

4 of 6 filters match

Price per night from

$344

3 of 6 match: Housekeeping Included, Microwave, Sea view, Walking trips, Air conditioning, Secure parking

3 of 6 filters match

Price per night from

$344

Lattitude Adjustment- Private Beachfront Home with Fishing Dock, Sunrises

North Captiva Island house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

4 of 6 match: Housekeeping Included, Secure parking, Walking trips, Air conditioning, Microwave, Sea view

4 of 6 filters match

Price per night from

$916

Ten35 Seaside - Island View: Residence 408

Siesta Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

4 of 6 match: Walking trips, Sea view, Air conditioning, Housekeeping Included, Microwave, Secure parking

4 of 6 filters match

Price per night from

$550

Ten35 Seaside - Island View: Residence 604

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 6 match: Walking trips, Sea view, Air conditioning, Housekeeping Included, Microwave, Secure parking

4 of 6 filters match

Price per night from

$562

Viewing 38 of 1,204
rentals in Port Charlotte

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