Vacation Rentals & House Rentals in Port Charlotte

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1,141 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

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Price per night from

$266

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4 of 5 match: Housekeeping Included, Walking trips, Air conditioning, Satellite TV, Secure parking

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Price per night from

$345

Responds fast! avg. 54 minutes

4 of 5 match: Housekeeping Included, Walking trips, Air conditioning, Satellite TV, 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, Satellite TV, Secure parking

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Price per night from

$300

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, Satellite TV, Secure parking

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Price per night from

$509

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 5 match: Housekeeping Included, Walking trips, Air conditioning, Satellite TV, Secure parking

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Price per night from

$430

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 5 match: Housekeeping Included, Walking trips, Air conditioning, Satellite TV, Secure parking

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Price per night from

$193

4 of 5 match: Housekeeping Included, Walking trips, Air conditioning, Satellite TV, Secure parking

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$284

4 of 5 match: Housekeeping Included, Walking trips, Air conditioning, Satellite TV, Secure parking

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Price per night from

$512

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, Satellite TV, Secure parking

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Price per night from

$218

Amazing views, 11th flr, On the beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Walking trips, Air conditioning, Housekeeping Included, Satellite TV, Secure parking

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Price per night from

$409

GUEST HOUSE

Fruitville guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 29 minutes

4 of 5 match: Walking trips, Air conditioning, Housekeeping Included, Satellite TV, Secure parking

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Price per night from

$107

Ten35 Seaside - Island View: Residence 604

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Housekeeping Included, Satellite TV, Secure parking

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Price per night from

$562

★ 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, Housekeeping Included, Satellite TV, Secure parking

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Price per night from

$319

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Secure parking, Walking trips, Air conditioning, Housekeeping Included, Satellite TV

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Price per night from

$271

SURF AND TURF ACTIVITY FILLED GOLF RESORT COMMUNITY

Venice villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 31 minutes

4 of 5 match: Secure parking, Walking trips, Air conditioning, Housekeeping Included, Satellite TV

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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, Housekeeping Included, Satellite TV, Secure parking

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Price per night from

$449

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

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Housekeeping Included, Satellite TV, Walking trips, Air conditioning, Secure parking

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Price per night from

$161

Pet friendly newly renovated 3 bedroom home

Lehigh Acres house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Housekeeping Included, Air conditioning, Satellite TV, Secure parking

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Price per night from

$82

3 of 5 match: Housekeeping Included, Satellite TV, Walking trips, Air conditioning, Secure parking

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Price per night from

$138

2 bedroom Condo Bay Oaks Siesta Key

Sarasota condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

3 of 5 match: Walking trips, Housekeeping Included, Air conditioning, Satellite TV, Secure parking

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Price per night from

$573

Siesta Key vaca rental

Siesta Key condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 31 minutes

3 of 5 match: Walking trips, Housekeeping Included, Air conditioning, Satellite TV, Secure parking

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Price per night from

$231

3 of 5 match: Walking trips, Housekeeping Included, Air conditioning, Satellite TV, Secure parking

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Price per night from

$231

Lovely 2 Bedroom Home near the Beach

Cape Coral house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 2 hours 36 minutes

3 of 5 match: Walking trips, Housekeeping Included, Air conditioning, Satellite TV, Secure parking

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Price per night from

$168

Beachplace Building 7 Great View

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Walking trips, Housekeeping Included, Air conditioning, Satellite TV, Secure parking

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Price per night from

$182

Modern Mansion with Private Arcade: Pool, Views & Space for 15 Guests!

Port Charlotte house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 16

3 of 5 match: Walking trips, Housekeeping Included, Air conditioning, Satellite TV, Secure parking

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Price per night from

$657

SIestaKeyBNB

Gulf Gate Estates house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

3 of 5 match: Walking trips, Housekeeping Included, Air conditioning, Satellite TV, Secure parking

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Price per night from

$242

“Great stay in Sarasota” My husband and our two daughters spent a wonderful four days in Sarasota. The townhome we stayed in was beautiful and had all the amenities we needed. We spent every day at the beach and relaxed at the townhome in the evenings. We would definitely stay here again and have recommended this place to our family and friends. Thanks Louie!

Responds fast! avg. 2 hours 32 minutes

3 of 5 match: Walking trips, Housekeeping Included, Air conditioning, Satellite TV, Secure parking

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Price per night from

$434

Siesta Key/Derby Bay

Siesta Key villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Perfect!” Our family really enjoyed staying here! The villa was very well maintained and cleaned. It was stocked with everything you would need. The owner was very responsive to any concerns. We had a super nice neighbor and my boys loved fishing off the dock. I would recommend renting a golf cart to go to the beach if you have children (with toys etc) or elderly people with walking concerns. It is quite a walk to get to the beach (because you also have to walk down to the cross walk then across the street). The beach in front of the Aloha Kai property is very wide (great because it was never crowded like in front of other resorts) but it was an even farther walk to the water. We have always stayed beach front but needed more rooms than were available in my booking time frame this year. This property has changed the way I will book on siesta in the future. My boys LOVED fishing everyday off the dock. They caught lots of cool fish right off the back. The street that this villa is on was very quiet for our stay. Everyone was very kind & the property is very beautiful! We hope to come back very soon! It was a wonderful experience.

3 of 5 match: Walking trips, Housekeeping Included, Air conditioning, Satellite TV, Secure parking

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Price per night from

$287

Sarasota Vacation • 15 Minutes to Beach • Sleeps 6

Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Satellite TV, Air conditioning, Housekeeping Included, Secure parking

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Price per night from

$195

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, Satellite TV

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Price per night from

$458

“gracious and spacious” Lovely home and great location to walk throughout Siesta Key Village and the beautiful sands of the beach!! We were able to have everyone together for a great vacation.

3 of 5 match: Walking trips, Housekeeping Included, Air conditioning, Satellite TV, Secure parking

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Price per night from

$148

Townhouse in Resort Community of Gran Paradiso

Venice apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Housekeeping Included, Air conditioning, Satellite TV, Secure parking

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Price per night from

$239

Tropical House in Bokeelia w/pool, dock access to the Gulf of Mexico

Bokeelia house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

3 of 5 match: Walking trips, Housekeeping Included, Air conditioning, Satellite TV, Secure parking

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Price per night from

$497

Just another day in paradise! Sunrise condominiums!

Bee Ridge condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Walking trips, Housekeeping Included, Air conditioning, Satellite TV, Secure parking

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Price per night from

$116

Beautiful Waterfront with Heated Pool & Gulf Access

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Housekeeping Included, Air conditioning, Satellite TV, Secure parking

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Price per night from

$316

3 of 5 match: Walking trips, Housekeeping Included, Air conditioning, Satellite TV, Secure parking

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Price per night from

$403

Luxury Villa Emerald Coast

Cape Coral villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 5 match: Walking trips, Housekeeping Included, Air conditioning, Satellite TV, Secure parking

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Price per night from

$492

Viewing 38 of 1,141
rentals in Port Charlotte

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