Vacation Rentals & House Rentals in Port Charlotte

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1,203 house rentals

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.

Match: Air conditioning Ceiling Fans Walking trips Car not required

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Price per night from

$165

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 Ceiling Fans Walking trips 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 Ceiling Fans Walking trips Car not required

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Price per night from

$218

“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!!

Match: Air conditioning Ceiling Fans Walking trips 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

Match: Air conditioning Ceiling Fans Walking trips 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

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Price per night from

$189

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SunWay Suites Unit 2 Plover

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Walking trips, Air conditioning, Ceiling Fans, Car not required

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Price per night from

$23

3 of 4 match: Walking trips, Air conditioning, Ceiling Fans, Car not required

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Price per night from

$295

Spacious Apt. #1 Historic Walkable Downtown, between Siesta & Lido Beach

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Walking trips, Air conditioning, Ceiling Fans, Car not required

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Price per night from

$482

SunWay Suites Unit 3 Seagull

Sarasota apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 4 match: Walking trips, Air conditioning, Ceiling Fans, Car not required

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Price per night from

$149

Beautiful Barrier Island Beach House with Pool, Spa and Dock - Walk 2 Beach!

Don Pedro Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

3 of 4 match: Walking trips, Air conditioning, Ceiling Fans, Car not required

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Price per night from

$596

Crystal Sands Unit 308 Siesta Key, Florida

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great Vacation Rental” We have been coming to Siesta Key for our Vacations for years... We have stayed at a number of Units at Crystal Sands, Crescent arms and El Presidente... Crystal Sands Unit 308 is one of the best Units we have stayed at... It has a great view of the Beach and Pool... You can watch the Sunsets and Moonsets right from the Lanai... The Unit is Roomy, Clean and had all the appliances, Dishes and Linens we needed... The Washer\Dryer in the Unit is very convenient... It has a New 60" Hdtv in the Living Room with an incredible picture... Jim left printed instructions for the Hdtv, Washer and Dryer which made it very easy to use the appliances in the Unit... We are looking forward to staying in Crystal Sands Unit 308 again for our next trip to Siesta Key...

3 of 4 match: Walking trips, Air conditioning, Ceiling Fans, Car not required

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Price per night from

$430

Jamaica Royal Villas - Villa 42; by Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Walking trips, Air conditioning, Ceiling Fans, Car not required

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Price per night from

$240

Beach House Residence - Penthouse; by Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Walking trips, Air conditioning, Ceiling Fans, Car not required

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Price per night from

$434

Sea Shell; by Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

3 of 4 match: Walking trips, Air conditioning, Ceiling Fans, Car not required

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Price per night from

$320

Palm Bay Club - 343: By Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Walking trips, Air conditioning, Ceiling Fans, Car not required

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Price per night from

$286

Direct Beachfront Delight: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Walking trips, Air conditioning, Ceiling Fans, Car not required

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Price per night from

$240

Crescent Arms; by Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Walking trips, Air conditioning, Ceiling Fans, Car not required

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Price per night from

$411

Crescent Condos; by Beachside Management

Siesta Key condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Walking trips, Air conditioning, Ceiling Fans, Car not required

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Price per night from

$515

Siesta Beach House; by Beachside Management

Siesta Key villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Walking trips, Air conditioning, Ceiling Fans, Car not required

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Price per night from

$320

Private Pool Home, SPECTACULAR Sunsets And Only Steps from the Beaches

North Captiva Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

3 of 4 match: Walking trips, Air conditioning, Ceiling Fans, Car not required

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Price per night from

$1,145

Endless Summer - North Captiva Island 3 Bedroom 2.5 Bath, Sleeps 10 - Boat slip

North Captiva Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

3 of 4 match: Walking trips, Air conditioning, Ceiling Fans, Car not required

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Price per night from

$572

120 Steps to the Beach with beach gear included!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Walking trips, Air conditioning, Ceiling Fans, Car not required

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Price per night from

$424

3 of 4 match: Walking trips, Air conditioning, Ceiling Fans, Car not required

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Price per night from

$332

St.Armands Circle condo ( Kingston Arms )

Sarasota apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 25 minutes

3 of 4 match: Walking trips, Air conditioning, Ceiling Fans, Car not required

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Price per night from

$258

Cathy's Crescent Condos-Siesta Key, FL GULF FRONT

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great View” We stayed at Kathy’s condo during the 4th of July week. The Condo was great and the view was amazing. We enjoyed the fireworks display and easy access to the beach. We look forward to renting her condo again in the future.

3 of 4 match: Walking trips, Air conditioning, Ceiling Fans, Car not required

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Price per night from

$314

Fanta-Sea 47; By Beachside Management

Siesta Key townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Walking trips, Air conditioning, Ceiling Fans, Car not required

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Price per night from

$457

Sea Club II - 11E: By Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Walking trips, Air conditioning, Ceiling Fans, Car not required

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Price per night from

$228

Sea Club II - 1B: By Beachside Management

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Walking trips, Air conditioning, Ceiling Fans, Car not required

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Price per night from

$240

Bianco Sands - 3 Bedroom 2 Bath: By Beachside Management

Siesta Key villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Walking trips, Air conditioning, Ceiling Fans, Car not required

3 of 4 filters match

Price per night from

$308

Bianco Sands - 1 Bedroom 1 Bath: By Beachside Management

Siesta Key villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Walking trips, Air conditioning, Ceiling Fans, Car not required

3 of 4 filters match

Price per night from

$251

AUGUST SPECIAL! 2 min. drive to Siesta Key! Very Clean!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Wonderful Place to stay” Confortable, and quick easy drive to good restaurants and most important The Beach! Although it rained the whole weekend, we were close to our family for the birthday and bridal shower celebration.

3 of 4 match: Walking trips, Air conditioning, Ceiling Fans, Car not required

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Price per night from

$212

Bianco Sands - 2 Bedroom - Poolside: By Beachside Management

Siesta Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

3 of 4 match: Walking trips, Air conditioning, Ceiling Fans, Car not required

3 of 4 filters match

Price per night from

$331

Beachside of the Village; By Beachside Management

Siesta Key townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

3 of 4 match: Walking trips, Air conditioning, Ceiling Fans, Car not required

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Price per night from

$377

Casa Mar - Unit 8: By Beachside Management

Siesta Key condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Walking trips, Air conditioning, Ceiling Fans, Car not required

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Price per night from

$274

Casa Mar - Unit 58: By Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 2

3 of 4 match: Walking trips, Air conditioning, Ceiling Fans, Car not required

3 of 4 filters match

Price per night from

$308

Casa Mar - Unit 22: By Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

3 of 4 match: Walking trips, Air conditioning, Ceiling Fans, Car not required

3 of 4 filters match

Price per night from

$263

Ocean Vue - Unit B: By Beachside Management

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Walking trips, Air conditioning, Ceiling Fans, Car not required

3 of 4 filters match

Price per night from

$526

Viewing 38 of 1,203
rentals in Port Charlotte

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