Vacation Rentals & House Rentals in Port Charlotte

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1,201 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 Fridge Staffed property Walking trips Secure parking

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Price per night from

$267

Match: Air conditioning Fridge Staffed property Walking trips Secure parking

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Price per night from

$285

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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: Staffed property, Walking trips, Air conditioning, Fridge, Secure parking

4 of 5 filters match

Price per night from

$161

4 of 5 match: Staffed property, Walking trips, Air conditioning, Fridge, Secure parking

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Price per night from

$344

Responds fast! avg. 54 minutes

4 of 5 match: Staffed property, Walking trips, Air conditioning, Fridge, Secure parking

4 of 5 filters match

Price per night from

$268

The Suite Retreat Room at The Breathing Space Wellness House

Sarasota house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

4 of 5 match: Walking trips, Air conditioning, Fridge, Staffed property, Secure parking

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Price per night from

$345

Beautiful Crescent Beach on Siesta Key One of the

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Staffed property, Walking trips, Air conditioning, Fridge, Secure parking

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Price per night from

$301

4 of 5 match: Staffed property, Walking trips, Air conditioning, Fridge, 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: Staffed property, Walking trips, Air conditioning, Fridge, Secure parking

4 of 5 filters match

Price per night from

$510

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: Staffed property, Walking trips, Air conditioning, Fridge, Secure parking

4 of 5 filters match

Price per night from

$431

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Fridge, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$338

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 5 match: Walking trips, Air conditioning, Fridge, Staffed property, Secure parking

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Price per night from

$574

Banana Cabana: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Fridge, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$240

“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, Fridge, Staffed property

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Price per night from

$144

4 of 5 match: Secure parking, Walking trips, Air conditioning, Fridge, Staffed property

4 of 5 filters match

Price per night from

$144

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: Staffed property, Walking trips, Air conditioning, Fridge, Secure parking

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Price per night from

$193

4 of 5 match: Staffed property, Walking trips, Air conditioning, Fridge, Secure parking

4 of 5 filters match

Price per night from

$509

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

Bokeelia condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Staffed property, Walking trips, Air conditioning, Fridge, Secure parking

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Price per night from

$218

Siesta Key Townhouse across from Pristine Sands of Siesta Key 2B/2B sleeps 6

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Fantastic week in Siesta Key” The townhouse was fantastic and fully equipped with everything we needed for a very comfortable week. The location was outstanding - right across from the beach and the free trolley to the Village stopped right outside. The garage had everything the family needed to take to the beach and we met some lovely people around the pool. Thank you Michelle for your hospitality - we hope to be back soon.

4 of 5 match: Walking trips, Air conditioning, Fridge, Staffed property, Secure parking

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Price per night from

$190

Florida-Cottage - Charmantes Haus mit solarbeheiztem Pool und viel Platz

Lehigh Acres house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 5

4 of 5 match: Walking trips, Air conditioning, Fridge, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$148

★ 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, Fridge, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$319

Gulf Holiday: By Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 5 match: Walking trips, Air conditioning, Fridge, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$171

Ten35 Seaside - South Water View: Residence 302

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Fridge, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$607

Ten35 Seaside - Island View: Residence 408

Siesta Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

4 of 5 match: Walking trips, Air conditioning, Fridge, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$550

Ten35 Seaside - Island View: Residence 604

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Fridge, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$562

Ten35 Seaside - North Water View: Residence 310

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Fridge, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$630

Ten35 Seaside - North Water View: Residence 506

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

4 of 5 match: Walking trips, Air conditioning, Fridge, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$780

Ten35 Seaside - North Water View: Residence 606

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Fridge, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$780

Ten35 Seaside - Island View: Residence 308

Siesta Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Fridge, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$550

Ten35 Seaside - South Water View: Residence 502

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

4 of 5 match: Walking trips, Air conditioning, Fridge, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$757

Ten35 Seaside - Island View: Residence 406

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Fridge, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$562

Ten35 Seaside - Direct Gulf View: Residence 405

Siesta Key condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Fridge, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$858

Ten35 Seaside - Direct Gulf View: Residence 301

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Fridge, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$858

Ten35 Seaside - Direct Gulf View: Residence 403

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Fridge, Staffed property, 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, Fridge, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$858

Ten35 Seaside - North Water View: Residence 410

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Fridge, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$629

Ten35 Seaside - South Water View: Residence 602

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Fridge, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$686

Ten35 Seaside - Direct Gulf View: Residence 303

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Fridge, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$858

Viewing 38 of 1,201
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