Vacation Rentals & House Rentals in Port Charlotte

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1,141 house rentals

Pool Home - Steps from the Beach

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

Match: Cot available Stove Swimming pool Car not required

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Price per night from

$1,145

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

North Captiva Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Match: Cot available Stove Swimming pool Car not required

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Price per night from

$1,145

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Cot available Stove Swimming pool Car not required

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Price per night from

$178

Stella Maris-Beachfront, Ultimate Privacy, Spectacular Shelling, Sunset Views!

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Match: Cot available Stove Swimming pool Car not required

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Price per night from

$974

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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: Cot available, Stove, Swimming pool, Car not required

3 of 4 filters match

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: Cot available, Stove, Swimming pool, Car not required

3 of 4 filters match

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: Cot available, Stove, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$240

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: Cot available, Stove, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$572

Casa Mar - Unit 56: By Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Cot available, Stove, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$263

Crescent Arms; by Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Cot available, Stove, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$411

Sea Shell; by Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

3 of 4 match: Cot available, Stove, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$320

Siesta Beach House; by Beachside Management

Siesta Key villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Cot available, Stove, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$320

Crescent Condos; by Beachside Management

Siesta Key condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Cot available, Stove, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$515

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: Cot available, Stove, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$258

Charming Siesta Key Village Unbeatable Location

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Cot available, Stove, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$189

“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!!

3 of 4 match: Cot available, Stove, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$144

3 of 4 match: Cot available, Stove, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$332

Bianco Sands - 1 Bedroom 1 Bath: By Beachside Management

Siesta Key villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Cot available, Stove, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$251

Crescent Beach Villas - La Perlita: By Beachside Management

Siesta Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Cot available, Stove, Swimming pool, Car not required

3 of 4 filters match

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: Cot available, Stove, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$308

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: Cot available, Stove, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$314

Beach Walk: By Beachside Management

Siesta Key townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Cot available, Stove, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$515

Just Beachy: By Beachside Management

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Cot available, Stove, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$377

Ocean Vue - Unit A: By Beachside Management

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Cot available, Stove, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$515

Our House at the Beach - 502: By Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

3 of 4 match: Cot available, Stove, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$320

Casa Mar - Unit 20: By Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Cot available, Stove, Swimming pool, 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: Cot available, Stove, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$263

Beachside of the Village; By Beachside Management

Siesta Key townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

3 of 4 match: Cot available, Stove, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$377

Casa Mar - Unit 3; by Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Cot available, Stove, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$263

Ten35 Seaside - Island View: Residence 404

Siesta Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

3 of 4 match: Cot available, Stove, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$549

Blue Lagoon; By Beachside Management

Siesta Key house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Cot available, Stove, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$411

Beach House Residence - 301; by Beachside Management

Siesta Key apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

3 of 4 match: Cot available, Stove, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$629

Ten35 Seaside - Direct Gulf View: Residence 501

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Cot available, Stove, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$950

Casa Mar - Unit 8: By Beachside Management

Siesta Key condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Cot available, Stove, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$274

Sea Club II - 11E: By Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Cot available, Stove, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$228

Bianco Sands - 2 Bedroom - Poolside: By Beachside Management

Siesta Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

3 of 4 match: Cot available, Stove, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$331

Bianco Sands - 3 Bedroom 2 Bath: By Beachside Management

Siesta Key villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Cot available, Stove, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$308

Palm Bay Club - 303: By Beachside Management

Siesta Key condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Cot available, Stove, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$343

Viewing 38 of 1,141
rentals in Port Charlotte

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