Vacation Rentals & House Rentals in Port Charlotte

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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 Iron Sea view Towels provided Walking trips Secure parking

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Price per night from

$266

Match: Air conditioning Iron Sea view Towels provided Walking trips Secure parking

All filters match

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 Iron Sea view Towels provided Walking trips Secure parking

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Price per night from

$300

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 Iron Sea view Towels provided Walking trips Secure parking

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Price per night from

$430

These homes match some but not all of your filters. Clear all filters

5 of 6 match: Sea view, Walking trips, Air conditioning, Iron, Towels provided, Secure parking

5 of 6 filters match

Price per night from

$343

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

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

5 of 6 match: Sea view, Walking trips, Air conditioning, Iron, Towels provided, Secure parking

5 of 6 filters match

Price per night from

$161

Responds fast! avg. 54 minutes

5 of 6 match: Sea view, Walking trips, Air conditioning, Iron, Towels provided, Secure parking

5 of 6 filters match

Price per night from

$267

5 of 6 match: Sea view, Walking trips, Air conditioning, Iron, Towels provided, Secure parking

5 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.

5 of 6 match: Sea view, Walking trips, Air conditioning, Iron, Towels provided, Secure parking

5 of 6 filters match

Price per night from

$509

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

Gulf Gate Estates guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

5 of 6 match: Sea view, Walking trips, Air conditioning, Iron, Towels provided, Secure parking

5 of 6 filters match

Price per night from

$193

5 of 6 match: Sea view, Walking trips, Air conditioning, Iron, Towels provided, Secure parking

5 of 6 filters match

Price per night from

$509

5 of 6 match: Walking trips, Air conditioning, Iron, Sea view, Towels provided, Secure parking

5 of 6 filters match

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!!

5 of 6 match: Secure parking, Walking trips, Air conditioning, Iron, Sea view, Towels provided

5 of 6 filters match

Price per night from

$144

5 of 6 match: Secure parking, Walking trips, Air conditioning, Iron, Sea view, Towels provided

5 of 6 filters match

Price per night from

$144

Ten35 Seaside - Direct Gulf View: Residence 307

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

5 of 6 match: Walking trips, Air conditioning, Iron, Sea view, Towels provided, Secure parking

5 of 6 filters match

Price per night from

$861

Ten35 Seaside - North Water View: Residence 606

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

5 of 6 match: Walking trips, Air conditioning, Iron, Sea view, Towels provided, Secure parking

5 of 6 filters match

Price per night from

$781

Ten35 Seaside - Direct Gulf View: Residence 403

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

5 of 6 match: Walking trips, Air conditioning, Iron, Sea view, Towels provided, Secure parking

5 of 6 filters match

Price per night from

$861

Ten35 Seaside - North Water View: Residence 506

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

5 of 6 match: Walking trips, Air conditioning, Iron, Sea view, Towels provided, Secure parking

5 of 6 filters match

Price per night from

$781

Ten35 Seaside - Direct Gulf View: Residence 301

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

5 of 6 match: Walking trips, Air conditioning, Iron, Sea view, Towels provided, Secure parking

5 of 6 filters match

Price per night from

$861

Ten35 Seaside - North Water View: Residence 310

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

5 of 6 match: Walking trips, Air conditioning, Iron, Sea view, Towels provided, Secure parking

5 of 6 filters match

Price per night from

$631

Ten35 Seaside - South Water View: Residence 302

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

5 of 6 match: Walking trips, Air conditioning, Iron, Sea view, Towels provided, Secure parking

5 of 6 filters match

Price per night from

$608

Ten35 Seaside - North Water View: Residence 410

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

5 of 6 match: Walking trips, Air conditioning, Iron, Sea view, Towels provided, Secure parking

5 of 6 filters match

Price per night from

$631

Ten35 Seaside - South Water View: Residence 502

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

5 of 6 match: Walking trips, Air conditioning, Iron, Sea view, Towels provided, Secure parking

5 of 6 filters match

Price per night from

$758

Ten35 Seaside - South Water View: Residence 602

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

5 of 6 match: Walking trips, Air conditioning, Iron, Sea view, Towels provided, Secure parking

5 of 6 filters match

Price per night from

$689

Ten35 Seaside - Direct Gulf View: Residence 405

Siesta Key condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

5 of 6 match: Walking trips, Air conditioning, Iron, Sea view, Towels provided, Secure parking

5 of 6 filters match

Price per night from

$861

Ten35 Seaside - Direct Gulf View: Residence 303

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

5 of 6 match: Walking trips, Air conditioning, Iron, Sea view, Towels provided, Secure parking

5 of 6 filters match

Price per night from

$861

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.

5 of 6 match: Walking trips, Air conditioning, Iron, Sea view, Towels provided, Secure parking

5 of 6 filters match

Price per night from

$602

Excellent Location - Gulf/Beach View - Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 1 hour 38 minutes

5 of 6 match: Walking trips, Air conditioning, Iron, Sea view, Towels provided, Secure parking

5 of 6 filters match

Price per night from

$344

Lookout: By Beachside Management

Siesta Key house

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 40 minutes

5 of 6 match: Walking trips, Air conditioning, Iron, Sea view, Towels provided, Secure parking

5 of 6 filters match

Price per night from

$744

Fanta-Sea 49: By Beachside Management

Siesta Key house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

Responds fast! avg. 1 hour 40 minutes

5 of 6 match: Walking trips, Air conditioning, Iron, Sea view, Towels provided, Secure parking

5 of 6 filters match

Price per night from

$858

Lattitude Adjustment- Private Beachfront Home with Fishing Dock, Sunrises

North Captiva Island house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

5 of 6 match: Secure parking, Walking trips, Air conditioning, Iron, Sea view, Towels provided

5 of 6 filters match

Price per night from

$916

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, Iron, Sea view, Towels provided

5 of 6 filters match

Price per night from

$271

2 bdrm Condo Villa in Birds Bay venice, florida

Venice villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

5 of 6 match: Secure parking, Walking trips, Air conditioning, Iron, Sea view, Towels provided

5 of 6 filters match

Price per night from

$161

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

Siesta Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

5 of 6 match: Walking trips, Air conditioning, Iron, Sea view, Towels provided, Secure parking

5 of 6 filters match

Price per night from

$277

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.

5 of 6 match: Walking trips, Air conditioning, Iron, Sea view, Towels provided, Secure parking

5 of 6 filters match

Price per night from

$514

5 of 6 match: Walking trips, Air conditioning, Iron, Sea view, Towels provided, Secure parking

5 of 6 filters match

Price per night from

$465

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

Little Gasparilla Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

5 of 6 match: Walking trips, Air conditioning, Iron, Sea view, Towels provided, Secure parking

5 of 6 filters match

Price per night from

$407

Venice Immaculate RemodeledHome-2 Bdr/2 Bath-Pool-WIFl&CABLE-2 Miles to Beach

South Venice house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

5 of 6 match: Walking trips, Air conditioning, Iron, Sea view, Towels provided, Secure parking

5 of 6 filters match

Price per night from

$172

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rentals in Port Charlotte

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