Vacation Rentals & House Rentals in Port Charlotte

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1,205 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 Stove Sea view Walking trips Secure parking

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Price per night from

$266

Match: Air conditioning Stove Sea view Walking trips 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

Match: Air conditioning Stove Sea view Walking trips Secure parking

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Price per night from

$302

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 Stove 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, Stove, 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, Stove, Secure parking

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Price per night from

$268

4 of 5 match: Sea view, Walking trips, Air conditioning, Stove, 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: Sea view, Walking trips, Air conditioning, Stove, Secure parking

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Price per night from

$511

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: Sea view, Walking trips, Air conditioning, Stove, Secure parking

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Price per night from

$193

4 of 5 match: Sea view, Walking trips, Air conditioning, Stove, Secure parking

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Price per night from

$510

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, Stove, Secure parking

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Price per night from

$219

4 of 5 match: Walking trips, Air conditioning, Stove, Sea view, Secure parking

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Price per night from

$350

“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, Stove, Sea view

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Price per night from

$144

4 of 5 match: Secure parking, Walking trips, Air conditioning, Stove, Sea view

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Price per night from

$144

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, Stove, 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, Stove, 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, Stove, 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, Stove, 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, Stove, Sea view, Secure parking

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Price per night from

$609

Ten35 Seaside - North Water View: Residence 506

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

4 of 5 match: Walking trips, Air conditioning, Stove, Sea view, Secure parking

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Price per night from

$781

Lookout: By Beachside Management

Siesta Key house

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 10

4 of 5 match: Walking trips, Air conditioning, Stove, Sea view, Secure parking

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Price per night from

$747

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 5 match: Walking trips, Air conditioning, Stove, Sea view, Secure parking

4 of 5 filters match

Price per night from

$345

Ten35 Seaside - South Water View: Residence 502

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

4 of 5 match: Walking trips, Air conditioning, Stove, Sea view, Secure parking

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Price per night from

$755

Ten35 Seaside - Direct Gulf View: Residence 405

Siesta Key condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Stove, Sea view, 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, Stove, Sea view, 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, Stove, Sea view, Secure parking

4 of 5 filters match

Price per night from

$686

Ten35 Seaside - Direct Gulf View: Residence 301

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Stove, Sea view, Secure parking

4 of 5 filters match

Price per night from

$858

Ten35 Seaside - Direct Gulf View: Residence 307

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Stove, Sea view, Secure parking

4 of 5 filters match

Price per night from

$858

Fanta-Sea 49: By Beachside Management

Siesta Key house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

4 of 5 match: Walking trips, Air conditioning, Stove, Sea view, Secure parking

4 of 5 filters match

Price per night from

$858

Ten35 Seaside - North Water View: Residence 310

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Stove, Sea view, Secure parking

4 of 5 filters match

Price per night from

$629

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, Stove, Sea view

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Price per night from

$920

3 of 5 match: Stove, Sea view, Walking trips, Air conditioning, Secure parking

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Price per night from

$344

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, Stove, Sea view

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Price per night from

$161

Three bedroom house directly on beach with gulf vi

Siesta Key house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

4 of 5 match: Secure parking, Walking trips, Air conditioning, Stove, Sea view

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Price per night from

$403

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, Stove, Sea view

4 of 5 filters match

Price per night from

$273

4 Bedroom with Gulf View Siesta Key FL Beach Fun

Siesta Key apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

“Fantastic Location and Beautiful Accomodations” Our daughters and their families stayed here in February. The condo was everything we expected and more. It has a breathtaking view of the Gulf from the screened in lani which runs the width of the unit. The four bedrooms were perfect for our group of nine and the kitchen / dining area was well stocked with appliances , pots & pans , dishes , glassware , etc. Condo has easy access to heated pool and ample parking. Owner made the rental process smooth as silk , and we all felt right at home as soon as we had checked in. Right across street from world famous Siesta Beach. Would highly recommend.

4 of 5 match: Walking trips, Air conditioning, Stove, Sea view, Secure parking

4 of 5 filters match

Price per night from

$516

4 of 5 match: Walking trips, Air conditioning, Stove, Sea view, Secure parking

4 of 5 filters match

Price per night from

$467

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, Stove, Sea view, Secure parking

4 of 5 filters match

Price per night from

$409

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