Vacation Rentals & House Rentals in Port Charlotte

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1,131 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 Shared outdoor pool (heated) Sea view Walking trips Secure parking

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Price per night from

$267

Match: Air conditioning Shared outdoor pool (heated) Sea view Walking trips Secure parking

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Price per night from

$286

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

Match: Air conditioning Shared outdoor pool (heated) Sea view Walking trips Secure parking

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Price per night from

$432

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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: Sea view, Walking trips, Air conditioning, Shared outdoor pool (heated), Secure parking

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Price per night from

$161

Responds fast! avg. 54 minutes

4 of 5 match: Sea view, Walking trips, Air conditioning, Shared outdoor pool (heated), Secure parking

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Price per night from

$268

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: Sea view, Walking trips, Air conditioning, Shared outdoor pool (heated), Secure parking

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Price per night from

$511

Beautiful Crescent Beach on Siesta Key One of the

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Shared outdoor pool (heated), Walking trips, Air conditioning, Sea view, Secure parking

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Price per night from

$302

“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 5 match: Secure parking, Walking trips, Air conditioning, Shared outdoor pool (heated), Sea view

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Price per night from

$144

4 of 5 match: Secure parking, Walking trips, Air conditioning, Shared outdoor pool (heated), Sea view

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Price per night from

$144

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

Bokeelia condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Sea view, Walking trips, Air conditioning, Shared outdoor pool (heated), Secure parking

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Price per night from

$219

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 5 match: Walking trips, Air conditioning, Shared outdoor pool (heated), Sea view, Secure parking

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Price per night from

$604

Ten35 Seaside - Direct Gulf View: Residence 403

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Shared outdoor pool (heated), Sea view, Secure parking

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Price per night from

$862

Ten35 Seaside - North Water View: Residence 606

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Shared outdoor pool (heated), Sea view, Secure parking

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Price per night from

$781

Ten35 Seaside - North Water View: Residence 410

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Shared outdoor pool (heated), Sea view, Secure parking

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Price per night from

$632

Ten35 Seaside - North Water View: Residence 310

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Shared outdoor pool (heated), Sea view, Secure parking

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Price per night from

$632

Ten35 Seaside - South Water View: Residence 302

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Shared outdoor pool (heated), Sea view, Secure parking

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Price per night from

$609

Ten35 Seaside - Direct Gulf View: Residence 301

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Shared outdoor pool (heated), Sea view, Secure parking

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Price per night from

$862

Ten35 Seaside - North Water View: Residence 506

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

4 of 5 match: Walking trips, Air conditioning, Shared outdoor pool (heated), Sea view, Secure parking

4 of 5 filters match

Price per night from

$781

Ten35 Seaside - South Water View: Residence 502

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

4 of 5 match: Walking trips, Air conditioning, Shared outdoor pool (heated), Sea view, Secure parking

4 of 5 filters match

Price per night from

$758

Ten35 Seaside - Direct Gulf View: Residence 307

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Shared outdoor pool (heated), Sea view, Secure parking

4 of 5 filters match

Price per night from

$862

Ten35 Seaside - South Water View: Residence 602

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Shared outdoor pool (heated), Sea view, Secure parking

4 of 5 filters match

Price per night from

$689

Ten35 Seaside - Direct Gulf View: Residence 405

Siesta Key condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Shared outdoor pool (heated), Sea view, Secure parking

4 of 5 filters match

Price per night from

$862

Ten35 Seaside - Direct Gulf View: Residence 303

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Shared outdoor pool (heated), Sea view, Secure parking

4 of 5 filters match

Price per night from

$862

2 bedroom Condo Bay Oaks Siesta Key

Sarasota condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

3 of 5 match: Walking trips, Sea view, Air conditioning, Shared outdoor pool (heated), Secure parking

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Price per night from

$575

2 bdrm Condo Villa in Birds Bay venice, florida

Venice villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Secure parking, Walking trips, Air conditioning, Shared outdoor pool (heated), Sea view

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Price per night from

$161

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, Shared outdoor pool (heated), Sea view

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Price per night from

$273

Renovated Beach Front 2BR/2BA Condo, Steps to beach, Gulf of Mexico Views

Siesta Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Shared outdoor pool (heated), Sea view, Secure parking

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Price per night from

$279

“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, Sea view, Air conditioning, Shared outdoor pool (heated), Secure parking

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Price per night from

$436

Island Attitude 2/2 beach condo

Manasota Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

3 of 5 match: Walking trips, Sea view, Air conditioning, Shared outdoor pool (heated), Secure parking

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Price per night from

$317

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, Sea view, Air conditioning, Shared outdoor pool (heated), Secure parking

3 of 5 filters match

Price per night from

$230

**Upscale LGI Experience** Private Bayfront Condo

Little Gasparilla Island condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 5 match: Walking trips, Sea view, Air conditioning, Shared outdoor pool (heated), Secure parking

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Price per night from

$345

3 of 5 match: Walking trips, Sea view, Air conditioning, Shared outdoor pool (heated), Secure parking

3 of 5 filters match

Price per night from

$230

Beachplace Building 7 Great View

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Walking trips, Sea view, Air conditioning, Shared outdoor pool (heated), Secure parking

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Price per night from

$181

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, Sea view, Air conditioning, Shared outdoor pool (heated), Secure parking

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Price per night from

$657

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, Sea view, Air conditioning, Shared outdoor pool (heated), Secure parking

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Price per night from

$288

Lattitude Adjustment- Private Beachfront Home with Fishing Dock, Sunrises

North Captiva Island house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

4 of 5 match: Secure parking, Walking trips, Air conditioning, Shared outdoor pool (heated), Sea view

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Price per night from

$920

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

Little Gasparilla Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Shared outdoor pool (heated), Sea view, Secure parking

4 of 5 filters match

Price per night from

$409

Burnt Store Marina Main Floor 2 Bedroom 2 Bath Condo

Punta Gorda condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Walking trips, Sea view, Air conditioning, Shared outdoor pool (heated), Secure parking

3 of 5 filters match

Price per night from

$144

Viewing 38 of 1,131
rentals in Port Charlotte

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