Vacation Rentals & House Rentals in Port Charlotte

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1,110 house rentals

Pool Home - Steps from the Beach

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

Match: Cot available Clothes dryer Swimming pool Car not required

All filters match

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 Clothes dryer Swimming pool Car not required

All filters match

Price per night from

$1,145

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

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Match: Cot available Clothes dryer Swimming pool Car not required

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Price per night from

$974

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$178

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, Clothes dryer, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$430

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, Clothes dryer, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$572

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, Clothes dryer, Swimming pool, Car not required

3 of 4 filters match

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: Cot available, Clothes dryer, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$314

Charming Siesta Key Village Unbeatable Location

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

3 of 4 filters match

Price per night from

$144

Bianco Sands - 1 Bedroom 1 Bath: By Beachside Management

Siesta Key villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

3 of 4 filters match

Price per night from

$274

Beach Walk: By Beachside Management

Siesta Key townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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

3 of 4 filters match

Price per night from

$515

Ocean Vue - Unit A: By Beachside Management

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$515

Ocean Vue - Unit B: By Beachside Management

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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

3 of 4 filters match

Price per night from

$526

Beachside of the Village; By Beachside Management

Siesta Key townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

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

3 of 4 filters match

Price per night from

$377

Ten35 Seaside - Island View: Residence 404

Siesta Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

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

3 of 4 filters match

Price per night from

$549

Ten35 Seaside - Direct Gulf View: Residence 501

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$950

Our House at the Beach - 502: By Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

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

3 of 4 filters match

Price per night from

$320

Blue Lagoon; By Beachside Management

Siesta Key house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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

3 of 4 filters match

Price per night from

$411

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: Cot available, Clothes dryer, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$212

Just Beachy: By Beachside Management

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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

3 of 4 filters match

Price per night from

$377

Bianco Sands 2 Bedroom - 2 Bath; by Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$297

Sol y Mar - Casita Mar: By Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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

3 of 4 filters match

Price per night from

$240

Bianco Sands - 2 Bedroom - Poolside: By Beachside Management

Siesta Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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

3 of 4 filters match

Price per night from

$331

Sea Club II - 1B: By Beachside Management

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

3 of 4 filters match

Price per night from

$240

Living the Dream - Pink Flamingo: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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

3 of 4 filters match

Price per night from

$320

Palm Bay Club - 303: By Beachside Management

Siesta Key condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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

3 of 4 filters match

Price per night from

$343

Sun and Sea: By Beachside Management

Siesta Key villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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

3 of 4 filters match

Price per night from

$286

Sol y Mar - Casita Sol: By Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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

3 of 4 filters match

Price per night from

$286

Beach House Residence - 301; by Beachside Management

Siesta Key apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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

3 of 4 filters match

Price per night from

$629

Off the Hook: By Beachside Management

Siesta Key house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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

3 of 4 filters match

Price per night from

$515

Sea Club II - 11E: By Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

3 of 4 filters match

Price per night from

$228

Bianco Sands - 3 Bedroom 2 Bath: By Beachside Management

Siesta Key villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$308

Lattitude Adjustment- Private Beachfront Home with Fishing Dock, Sunrises

North Captiva Island house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

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

3 of 4 filters match

Price per night from

$916

Reserve now! Beautiful Siesta key Beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$344

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.

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

3 of 4 filters match

Price per night from

$165

Lookout: By Beachside Management

Siesta Key house

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 10

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

3 of 4 filters match

Price per night from

$744

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