Vacation Rentals & House Rentals in Port Charlotte

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1,189 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 Iron Sea view Staffed property Walking trips Secure parking

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Price per night from

$266

Match: Air conditioning Iron Sea view Staffed property Walking trips Secure parking

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Price per night from

$284

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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: Staffed property, Walking trips, Air conditioning, Iron, Sea view, Secure parking

5 of 6 filters match

Price per night from

$300

5 of 6 match: Secure parking, Walking trips, Air conditioning, Iron, Sea view, Staffed property

5 of 6 filters match

Price per night from

$144

“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, Staffed property

5 of 6 filters match

Price per night from

$144

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: Staffed property, Walking trips, Air conditioning, Iron, Sea view, Secure parking

5 of 6 filters match

Price per night from

$430

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, Staffed property, Secure parking

5 of 6 filters match

Price per night from

$776

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, Staffed property, Secure parking

5 of 6 filters match

Price per night from

$856

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, Staffed property, Secure parking

5 of 6 filters match

Price per night from

$776

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, Staffed property, Secure parking

5 of 6 filters match

Price per night from

$605

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, Staffed property, Secure parking

5 of 6 filters match

Price per night from

$628

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, Staffed property, Secure parking

5 of 6 filters match

Price per night from

$856

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, Staffed property, Secure parking

5 of 6 filters match

Price per night from

$628

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, Staffed property, Secure parking

5 of 6 filters match

Price per night from

$856

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, Staffed property, Secure parking

5 of 6 filters match

Price per night from

$685

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, Staffed property, Secure parking

5 of 6 filters match

Price per night from

$753

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, Staffed property, Secure parking

5 of 6 filters match

Price per night from

$856

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, Staffed property, Secure parking

5 of 6 filters match

Price per night from

$856

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, Staffed property

5 of 6 filters match

Price per night from

$271

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, Staffed property, Secure parking

5 of 6 filters match

Price per night from

$514

4 of 6 match: Sea view, Staffed property, Walking trips, Air conditioning, Iron, Secure parking

4 of 6 filters match

Price per night from

$342

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

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 6 match: Sea view, Staffed property, Walking trips, Air conditioning, Iron, Secure parking

4 of 6 filters match

Price per night from

$161

Responds fast! avg. 54 minutes

4 of 6 match: Sea view, Staffed property, Walking trips, Air conditioning, Iron, Secure parking

4 of 6 filters match

Price per night from

$267

The Suite Retreat Room at The Breathing Space Wellness House

Sarasota house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

4 of 6 match: Walking trips, Sea view, Air conditioning, Iron, Staffed property, Secure parking

4 of 6 filters match

Price per night from

$344

4 of 6 match: Sea view, Staffed property, Walking trips, Air conditioning, Iron, 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: Sea view, Staffed property, Walking trips, Air conditioning, Iron, Secure parking

4 of 6 filters match

Price per night from

$509

Amazing views, 11th flr, On the beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 6 match: Walking trips, Sea view, Air conditioning, Iron, Staffed property, Secure parking

4 of 6 filters match

Price per night from

$409

Banana Cabana: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 6 match: Walking trips, Sea view, Air conditioning, Iron, Staffed property, Secure parking

4 of 6 filters match

Price per night from

$240

Glamorous 3-Bedroom Villa w Pool Sarasota Area

Port Charlotte house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 11

Responds fast! avg. 3 hours 59 minutes

4 of 6 match: Walking trips, Sea view, Air conditioning, Iron, Staffed property, Secure parking

4 of 6 filters match

Price per night from

$572

Jamaica Royale #104! Completely renovated, Gulf side, beautiful 2b/2b Condo!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 6 match: Walking trips, Sea view, Air conditioning, Iron, Staffed property, Secure parking

4 of 6 filters match

Price per night from

$337

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: Sea view, Staffed property, Walking trips, Air conditioning, Iron, Secure parking

4 of 6 filters match

Price per night from

$192

4 of 6 match: Sea view, Staffed property, Walking trips, Air conditioning, Iron, Secure parking

4 of 6 filters match

Price per night from

$507

Ten35 Seaside - Island View: Residence 406

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 6 match: Walking trips, Sea view, Air conditioning, Iron, Staffed property, Secure parking

4 of 6 filters match

Price per night from

$559

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, Iron, Staffed property, Secure parking

4 of 6 filters match

Price per night from

$548

Ten35 Seaside - Island View: Residence 308

Siesta Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 6 match: Walking trips, Sea view, Air conditioning, Iron, Staffed property, Secure parking

4 of 6 filters match

Price per night from

$548

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, Iron, Staffed property, Secure parking

4 of 6 filters match

Price per night from

$559

Crescent Beach Villas - La Estrella: By Beachside Management

Siesta Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 6 match: Walking trips, Sea view, Air conditioning, Iron, Staffed property, Secure parking

4 of 6 filters match

Price per night from

$274

Gulf Holiday: By Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 6 match: Walking trips, Sea view, Air conditioning, Iron, Staffed property, Secure parking

4 of 6 filters match

Price per night from

$171

Viewing 38 of 1,189
rentals in Port Charlotte

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