Vacation Rentals & House Rentals in Port Charlotte

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1,129 house rentals

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.

Match: Air conditioning Satellite TV Walking trips Secure parking Car not required

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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

Match: Air conditioning Satellite TV Walking trips Secure parking Car not required

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Price per night from

$218

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Downtown Hideaway Close to all

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Walking trips, Air conditioning, Satellite TV, Secure parking, Car not required

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Price per night from

$161

“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, Satellite TV, Car not required

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Price per night from

$144

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, Satellite TV, Car not required

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Price per night from

$916

Charming Siesta Key Village Unbeatable Location

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 5 match: Secure parking, Walking trips, Air conditioning, Satellite TV, Car not required

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Price per night from

$189

120 Steps to the Beach with beach gear included!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Satellite TV, Secure parking, Car not required

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Price per night from

$424

Luxurious 2 BR Condo-Short Walk to Siesta Beach/1 Small Dog (25 lbs Max) Allowed

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“a fine 2 weeks in Siesta” charming property, that was comfortable for four. The unit was very clean and fresh upon arrival. The neighbours were friendly and the overall property well kept. Siesta Key is a quiet community with usual shopping amenities over the causeway. This property was a brief 10 minute walk to the beach. Would we stay again, yes.

4 of 5 match: Secure parking, Walking trips, Air conditioning, Satellite TV, Car not required

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Price per night from

$165

Amazing views, 11th flr, On the beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Walking trips, Air conditioning, Satellite TV, Secure parking, Car not required

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Price per night from

$409

Banana Cabana: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Satellite TV, Secure parking, Car not required

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Price per night from

$240

Cumberland Road Paradise

Venice apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 1

4 of 5 match: Walking trips, Air conditioning, Satellite TV, Secure parking, Car not required

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Price per night from

$103

Fanta-Sea 49: By Beachside Management

Siesta Key house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

4 of 5 match: Walking trips, Air conditioning, Satellite TV, Secure parking, Car not required

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Price per night from

$858

Siesta Key Beach : 2 Bedroom, 3 Beds, 3 Bathroom Duplex & Heated Pool

Siesta Key apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Satellite TV, Secure parking, Car not required

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Price per night from

$182

Lookout: By Beachside Management

Siesta Key house

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 10

4 of 5 match: Walking trips, Air conditioning, Satellite TV, Secure parking, Car not required

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Price per night from

$744

Ten35 Seaside - Island View: Residence 604

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Satellite TV, Secure parking, Car not required

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Price per night from

$560

Gulf Holiday: By Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 5 match: Walking trips, Air conditioning, Satellite TV, Secure parking, Car not required

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Price per night from

$171

Flamingo Cottage

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Satellite TV, Secure parking, Car not required

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Price per night from

$172

4 of 5 match: Car not required, Walking trips, Air conditioning, Satellite TV, Secure parking

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Price per night from

$343

Sunset Point Siesta Key FL AWESOME RENTAL !!

Siesta Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Beautiful inside and out. Perfect location” My family and I stayed in this beautiful rental during February 2015. We could not have asked for a more perfect spot. The rental is just steps away from the beach and has a wonderful view of the beautiful sunsets. Siesta Key Village is an easy walk away and has great restaurants and shops. We are hoping to go back as soon as we can!

Responds fast! avg. 3 hours 50 minutes

4 of 5 match: Walking trips, Air conditioning, Satellite TV, Secure parking, Car not required

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Price per night from

$802

Sandy Toes Town Home

Siesta Key townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Time in Paradise” We recently had the luck to spend two months in paradise. This condo was comfortably appointed, well stock to meet all our needs, and most importantly in the perfect location. The beach was a short walk to the left and stores and restaurants were just a short walk to the right. We had a great time and enjoyed everything Sarasota, Siesta Key, and this Sandy Toes Condo had to offer. Thanks Mark!

4 of 5 match: Walking trips, Air conditioning, Satellite TV, Secure parking, Car not required

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Price per night from

$272

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, Satellite TV, Secure parking, Car not required

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Price per night from

$407

Tropical Breeze Triple Cottages, Sleeps 16

Sarasota house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 16

4 of 5 match: Walking trips, Air conditioning, Satellite TV, Secure parking, Car not required

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Price per night from

$682

Sea Glass Dual Cottages, Sleeps 12, Heated Pool

Sarasota house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

4 of 5 match: Walking trips, Air conditioning, Satellite TV, Secure parking, Car not required

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Price per night from

$401

Responds fast! avg. 54 minutes

4 of 5 match: Car not required, Walking trips, Air conditioning, Satellite TV, Secure parking

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Price per night from

$267

Beautiful Crescent Beach on Siesta Key One of the

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Car not required, Walking trips, Air conditioning, Satellite TV, 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

4 of 5 match: Car not required, Walking trips, Air conditioning, Satellite TV, Secure parking

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Price per night from

$430

4 of 5 match: Car not required, Walking trips, Air conditioning, Satellite TV, Secure parking

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Price per night from

$284

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: Car not required, Walking trips, Air conditioning, Satellite TV, Secure parking

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Price per night from

$193

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, Satellite TV, Secure parking, Car not required

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Price per night from

$277

Private Beach Access - Home away from Home - 2 BR 2 BA - Furnished Condo

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Satellite TV, Secure parking, Car not required

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Price per night from

$178

Sea Shell Cottage

Sarasota house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

4 of 5 match: Walking trips, Air conditioning, Satellite TV, Secure parking, Car not required

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Price per night from

$172

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

4 of 5 match: Car not required, Walking trips, Air conditioning, Satellite TV, Secure parking

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Price per night from

$266

4 of 5 match: Car not required, Walking trips, Air conditioning, Satellite TV, Secure parking

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Price per night from

$508

Downtown Apartment in Historic Burns Square downtown Sarasota

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

3 of 5 match: Walking trips, Secure parking, Air conditioning, Satellite TV, Car not required

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Price per night from

$281

Ten35 Seaside - Direct Gulf View: Residence 601

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Satellite TV, Air conditioning, Secure parking, Car not required

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Price per night from

$927

Buena Vida: By Beachside Management

Siesta Key house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 5 match: Walking trips, Satellite TV, Air conditioning, Secure parking, Car not required

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Price per night from

$515

Ten35 Seaside - Island View: Residence 308

Siesta Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Satellite TV, Air conditioning, Secure parking, Car not required

3 of 5 filters match

Price per night from

$549

Ten35 Seaside - Island View: Residence 408

Siesta Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

3 of 5 match: Walking trips, Satellite TV, Air conditioning, Secure parking, Car not required

3 of 5 filters match

Price per night from

$549

Viewing 38 of 1,129
rentals in Port Charlotte

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