Vacation Rentals & House Rentals in Port Charlotte

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St.Armands Circle condo ( Kingston Arms )

Sarasota apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 25 minutes

Match: Pool or snooker table Swimming pool Car not required

All filters match

Price per night from

$259

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

Siesta Key apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Pool or snooker table Swimming pool Car not required

All filters match

Price per night from

$183

Gulfview/Bayfront Condo with Million Dollar Views on Siesta Key

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

Match: Pool or snooker table Swimming pool Car not required

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Price per night from

$109

A Wonderful Pool House on a lake full of wildlife.

Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Location location” Great house convincent , clean , close to everything

Match: Pool or snooker table Swimming pool Car not required

All filters match

Price per night from

$122

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Hibiscus at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Swimming pool, Pool or snooker table, Car not required

2 of 3 filters match

Price per night from

$490

Sunsets on Beach Siesta Key top floor #402

Siesta Key condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Swimming pool, Pool or snooker table, Car not required

2 of 3 filters match

Price per night from

$230

***WINTER AND SPRING SEASON FILLING FAST!!! BOOK YOUR ESCAPE FROM THE COLD!!***

North Captiva Island house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 3 match: Swimming pool, Pool or snooker table, Car not required

2 of 3 filters match

Price per night from

$746

Beach house for rent in siesta key beach.

Siesta Key house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 14

Responds fast! avg. 2 hours 0 minutes

2 of 3 match: Pool or snooker table, Swimming pool, Car not required

2 of 3 filters match

Price per night from

$1,005

Condo wOcean view on Siesta

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 39 minutes

2 of 3 match: Pool or snooker table, Swimming pool, Car not required

2 of 3 filters match

Price per night from

$402

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

Don Pedro Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

2 of 3 match: Pool or snooker table, Swimming pool, Car not required

2 of 3 filters match

Price per night from

$597

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...

2 of 3 match: Pool or snooker table, Swimming pool, Car not required

2 of 3 filters match

Price per night from

$431

Jamaica Royal Villas - Villa 42; by Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Pool or snooker table, Swimming pool, Car not required

2 of 3 filters match

Price per night from

$240

Ten35 Seaside - Direct Gulf View: Residence 601

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Pool or snooker table, Swimming pool, Car not required

2 of 3 filters match

Price per night from

$929

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

North Captiva Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

2 of 3 match: Pool or snooker table, Swimming pool, Car not required

2 of 3 filters match

Price per night from

$1,148

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

North Captiva Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 3 match: Pool or snooker table, Swimming pool, Car not required

2 of 3 filters match

Price per night from

$573

Crescent Arms; by Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Pool or snooker table, Swimming pool, Car not required

2 of 3 filters match

Price per night from

$412

Casa Mar - Unit 56: By Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Pool or snooker table, Swimming pool, Car not required

2 of 3 filters match

Price per night from

$263

Siesta Beach House; by Beachside Management

Siesta Key villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Pool or snooker table, Swimming pool, Car not required

2 of 3 filters match

Price per night from

$320

Crescent Condos; by Beachside Management

Siesta Key condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Pool or snooker table, Swimming pool, Car not required

2 of 3 filters match

Price per night from

$515

Sea Shell; by Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Pool or snooker table, Swimming pool, Car not required

2 of 3 filters match

Price per night from

$320

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.

2 of 3 match: Pool or snooker table, Swimming pool, Car not required

2 of 3 filters match

Price per night from

$315

Charming Siesta Key Village Unbeatable Location

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Pool or snooker table, Swimming pool, Car not required

2 of 3 filters match

Price per night from

$190

“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!!

2 of 3 match: Pool or snooker table, Swimming pool, Car not required

2 of 3 filters match

Price per night from

$144

2 of 3 match: Pool or snooker table, Swimming pool, Car not required

2 of 3 filters match

Price per night from

$333

Beach Walk: By Beachside Management

Siesta Key townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Pool or snooker table, Swimming pool, Car not required

2 of 3 filters match

Price per night from

$516

Ocean Vue - Unit A: By Beachside Management

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Pool or snooker table, Swimming pool, Car not required

2 of 3 filters match

Price per night from

$516

Bianco Sands - 1 Bedroom 1 Bath: By Beachside Management

Siesta Key villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Pool or snooker table, Swimming pool, Car not required

2 of 3 filters match

Price per night from

$252

Beachside of the Village; By Beachside Management

Siesta Key townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

2 of 3 match: Pool or snooker table, Swimming pool, Car not required

2 of 3 filters match

Price per night from

$378

Our House at the Beach - 502: By Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

2 of 3 match: Pool or snooker table, Swimming pool, Car not required

2 of 3 filters match

Price per night from

$321

Blue Lagoon; By Beachside Management

Siesta Key house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Pool or snooker table, Swimming pool, Car not required

2 of 3 filters match

Price per night from

$412

Casa Mar - Unit 22: By Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 3 match: Pool or snooker table, Swimming pool, Car not required

2 of 3 filters match

Price per night from

$263

Casa Mar - Unit 20: By Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Pool or snooker table, Swimming pool, Car not required

2 of 3 filters match

Price per night from

$309

Crescent Beach Villas - La Perlita: By Beachside Management

Siesta Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Pool or snooker table, Swimming pool, Car not required

2 of 3 filters match

Price per night from

$275

Ten35 Seaside - Island View: Residence 404

Siesta Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

2 of 3 match: Pool or snooker table, Swimming pool, Car not required

2 of 3 filters match

Price per night from

$550

Ocean Vue - Unit B: By Beachside Management

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Pool or snooker table, Swimming pool, Car not required

2 of 3 filters match

Price per night from

$527

Casa Mar - Unit 58: By Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 2

2 of 3 match: Pool or snooker table, Swimming pool, Car not required

2 of 3 filters match

Price per night from

$309

Ten35 Seaside - Direct Gulf View: Residence 501

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Pool or snooker table, Swimming pool, Car not required

2 of 3 filters match

Price per night from

$952

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.

2 of 3 match: Pool or snooker table, Swimming pool, Car not required

2 of 3 filters match

Price per night from

$213

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