Vacation Rentals & House Rentals in Port Charlotte

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868 house rentals

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

Match: Staffed property Swing set or jungle gym Swimming pool

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Price per night from

$265

Just Minutes from the White Sandy Siesta Beach

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“It was very cozy and comfortable apartment!” We loved to spend our vacation at this place. Really close to the beach, to different restaurants, and all kind of stores.

Match: Staffed property Swing set or jungle gym Swimming pool

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Price per night from

$114

LUX VILLAs close to sparkling Siesta Key Beach.

Osprey villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Staffed property Swing set or jungle gym Swimming pool

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Price per night from

$160

Pool Home - Steps from the Beach

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

Match: Staffed property Swing set or jungle gym Swimming pool

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Price per night from

$1,141

2 Bedroom, 2 Bathroom condo / Heated pool / 7 minute walk to beach

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Staffed property Swing set or jungle gym Swimming pool

All filters match

Price per night from

$177

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120 Steps to the Beach with beach gear included!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Swing set or jungle gym, Staffed property, Swimming pool

2 of 3 filters match

Price per night from

$422

GUEST HOUSE

Fruitville guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 29 minutes

2 of 3 match: Staffed property, Swing set or jungle gym, Swimming pool

2 of 3 filters match

Price per night from

$106

River Hall Fully Furnished

Fort Myers condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Staffed property, Swing set or jungle gym, Swimming pool

2 of 3 filters match

Price per night from

$103

Amazing views, 11th flr, On the beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Swing set or jungle gym, Staffed property, Swimming pool

2 of 3 filters match

Price per night from

$408

2 of 3 match: Swing set or jungle gym, Staffed property, Swimming pool

2 of 3 filters match

Price per night from

$454

2 of 3 match: Swing set or jungle gym, Staffed property, Swimming pool

2 of 3 filters match

Price per night from

$682

Responds fast! avg. 54 minutes

2 of 3 match: Staffed property, Swing set or jungle gym, Swimming pool

2 of 3 filters match

Price per night from

$266

Jamaica Royale #104! Completely renovated, Gulf side, beautiful 2b/2b Condo!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Swing set or jungle gym, Staffed property, Swimming pool

2 of 3 filters match

Price per night from

$336

Amazing Beachfront Condo, Siesta Key,

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Swing set or jungle gym, Staffed property, Swimming pool

2 of 3 filters match

Price per night from

$343

FANTASTIC VACATION! STEPS FROM THE POOL AND BEACH, VERY CLEAN CONDO!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Swing set or jungle gym, Staffed property, Swimming pool

2 of 3 filters match

Price per night from

$270

2 of 3 match: Swing set or jungle gym, Staffed property, Swimming pool

2 of 3 filters match

Price per night from

$143

2 of 3 match: Swing set or jungle gym, Staffed property, Swimming pool

2 of 3 filters match

Price per night from

$283

SURF AND TURF ACTIVITY FILLED GOLF RESORT COMMUNITY

Venice villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 31 minutes

2 of 3 match: Swing set or jungle gym, Staffed property, Swimming pool

2 of 3 filters match

Price per night from

$86

Vacation Rental Boutique Suite Amsterdam Canals

Englewood private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Swing set or jungle gym, Staffed property, Swimming pool

2 of 3 filters match

Price per night from

$223

Vacation Rental Boutique Suite Bicycles

Englewood private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Swing set or jungle gym, Staffed property, Swimming pool

2 of 3 filters match

Price per night from

$246

Vacation Rental Boutique Suite The Bridge

Englewood private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Swing set or jungle gym, Staffed property, Swimming pool

2 of 3 filters match

Price per night from

$246

Vacation Rental Boutique Suite Tulip Fields

Englewood private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Swing set or jungle gym, Staffed property, Swimming pool

2 of 3 filters match

Price per night from

$246

Oceanfront home

Gulf Gate Estates house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

2 of 3 match: Swing set or jungle gym, Staffed property, Swimming pool

2 of 3 filters match

Price per night from

$684

“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: Swing set or jungle gym, Staffed property, Swimming pool

2 of 3 filters match

Price per night from

$143

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Swing set or jungle gym, Staffed property, Swimming pool

2 of 3 filters match

Price per night from

$177

Glamorous 3-Bedroom Villa w Pool Sarasota Area

Port Charlotte house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 11

Responds fast! avg. 3 hours 59 minutes

2 of 3 match: Swing set or jungle gym, Staffed property, Swimming pool

2 of 3 filters match

Price per night from

$571

Ten35 Seaside - Direct Gulf View: Residence 301

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Swing set or jungle gym, Staffed property, Swimming pool

2 of 3 filters match

Price per night from

$855

Jamaica Royale - Beachfront Tower: By Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Swing set or jungle gym, Staffed property, Swimming pool

2 of 3 filters match

Price per night from

$376

Living the Dream - Pink Flamingo: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Swing set or jungle gym, Staffed property, Swimming pool

2 of 3 filters match

Price per night from

$319

Ten35 Seaside - North Water View: Residence 506

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Swing set or jungle gym, Staffed property, Swimming pool

2 of 3 filters match

Price per night from

$775

Gulf Holiday: By Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Swing set or jungle gym, Staffed property, Swimming pool

2 of 3 filters match

Price per night from

$170

Ten35 Seaside - South Water View: Residence 302

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Swing set or jungle gym, Staffed property, Swimming pool

2 of 3 filters match

Price per night from

$604

Ten35 Seaside - Direct Gulf View: Residence 307

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Swing set or jungle gym, Staffed property, Swimming pool

2 of 3 filters match

Price per night from

$855

Palm Bay Club - 303: By Beachside Management

Siesta Key condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Swing set or jungle gym, Staffed property, Swimming pool

2 of 3 filters match

Price per night from

$341

Ten35 Seaside - North Water View: Residence 410

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Swing set or jungle gym, Staffed property, Swimming pool

2 of 3 filters match

Price per night from

$627

Crescent Beach Villas - La Estrella: By Beachside Management

Siesta Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Swing set or jungle gym, Staffed property, Swimming pool

2 of 3 filters match

Price per night from

$273

Ten35 Seaside - Direct Gulf View: Residence 405

Siesta Key condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

2 of 3 match: Swing set or jungle gym, Staffed property, Swimming pool

2 of 3 filters match

Price per night from

$855

Ten35 Seaside - Island View: Residence 308

Siesta Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Swing set or jungle gym, Staffed property, Swimming pool

2 of 3 filters match

Price per night from

$547

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