Vacation Rentals & House Rentals in Port Charlotte

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875 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: Sea view Swing set or jungle gym Swimming pool

All filters match

Price per night from

$266

Pool Home - Steps from the Beach

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

Match: Sea view Swing set or jungle gym Swimming pool

All filters match

Price per night from

$1,145

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GUEST HOUSE

Fruitville guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 29 minutes

2 of 3 match: Sea view, Swing set or jungle gym, Swimming pool

2 of 3 filters match

Price per night from

$107

River Hall Fully Furnished

Fort Myers condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Sea view, Swing set or jungle gym, Swimming pool

2 of 3 filters match

Price per night from

$103

Sea Shell Condo-Right On Crescent Beach-Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 23 minutes

2 of 3 match: Swing set or jungle gym, Sea view, Swimming pool

2 of 3 filters match

Price per night from

$390

Responds fast! avg. 54 minutes

2 of 3 match: Sea view, Swing set or jungle gym, Swimming pool

2 of 3 filters match

Price per night from

$267

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.

2 of 3 match: Sea view, Swing set or jungle gym, Swimming pool

2 of 3 filters match

Price per night from

$115

LUX VILLAs close to sparkling Siesta Key Beach.

Osprey villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Sea view, Swing set or jungle gym, Swimming pool

2 of 3 filters match

Price per night from

$161

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Sea view, Swing set or jungle gym, Swimming pool

2 of 3 filters match

Price per night from

$178

Crescent Condos; by Beachside Management

Siesta Key condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Swing set or jungle gym, Sea view, Swimming pool

2 of 3 filters match

Price per night from

$515

Amazing Beachfront Condo, Siesta Key,

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Swing set or jungle gym, Sea view, Swimming pool

2 of 3 filters match

Price per night from

$344

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, Sea view, Swimming pool

2 of 3 filters match

Price per night from

$271

Monthly Rental, 2 bed, 2 bath, Ocean view.

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Swing set or jungle gym, Sea view, Swimming pool

2 of 3 filters match

Price per night from

$115

2 of 3 match: Swing set or jungle gym, Sea view, Swimming pool

2 of 3 filters match

Price per night from

$284

“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, Sea view, Swimming pool

2 of 3 filters match

Price per night from

$144

2 of 3 match: Swing set or jungle gym, Sea view, Swimming pool

2 of 3 filters match

Price per night from

$144

Littlelakelife

Port Charlotte house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Swing set or jungle gym, Sea view, Swimming pool

2 of 3 filters match

Price per night from

$114

2 bdrm Condo Villa in Birds Bay venice, florida

Venice villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Swing set or jungle gym, Sea view, Swimming pool

2 of 3 filters match

Price per night from

$161

Venice Island on BEACH 8th flr near Siesta Key

Venice apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Swing set or jungle gym, Sea view, Swimming pool

2 of 3 filters match

Price per night from

$241

Addy by the Lake

Port Charlotte house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Swing set or jungle gym, Sea view, Swimming pool

2 of 3 filters match

Price per night from

$178

Another Day in Paradise

Siesta Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 1 minutes

2 of 3 match: Swing set or jungle gym, Sea view, Swimming pool

2 of 3 filters match

Price per night from

$544

Lookout: By Beachside Management

Siesta Key house

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 10

2 of 3 match: Swing set or jungle gym, Sea view, Swimming pool

2 of 3 filters match

Price per night from

$744

Living the Dream - Mermaid: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Swing set or jungle gym, Sea view, Swimming pool

2 of 3 filters match

Price per night from

$343

Oceanfront home

Gulf Gate Estates house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

2 of 3 match: Swing set or jungle gym, Sea view, Swimming pool

2 of 3 filters match

Price per night from

$686

Our House at the Beach - 502: By Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

2 of 3 match: Swing set or jungle gym, Sea view, Swimming pool

2 of 3 filters match

Price per night from

$320

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, Sea view, Swimming pool

2 of 3 filters match

Price per night from

$606

Ten35 Seaside - South Water View: Residence 502

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Swing set or jungle gym, Sea view, Swimming pool

2 of 3 filters match

Price per night from

$755

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, Sea view, Swimming pool

2 of 3 filters match

Price per night from

$858

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, Sea view, Swimming pool

2 of 3 filters match

Price per night from

$778

Ten35 Seaside - South Water View: Residence 602

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Swing set or jungle gym, Sea view, Swimming pool

2 of 3 filters match

Price per night from

$686

Crystal Sands - 803 Tower; By Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Swing set or jungle gym, Sea view, Swimming pool

2 of 3 filters match

Price per night from

$297

Beach House Residence - 301; by Beachside Management

Siesta Key apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 3 match: Swing set or jungle gym, Sea view, Swimming pool

2 of 3 filters match

Price per night from

$629

Ten35 Seaside - Direct Gulf View: Residence 501

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Swing set or jungle gym, Sea view, Swimming pool

2 of 3 filters match

Price per night from

$950

Beachfront Sanctuary At Shore Lane 3 Bedroom with POOL!

Boca Grande house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Swing set or jungle gym, Sea view, Swimming pool

2 of 3 filters match

Price per night from

$1,145

Renovated Beach Front 2BR/2BA Condo, Steps to beach, Gulf of Mexico Views

Siesta Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Swing set or jungle gym, Sea view, Swimming pool

2 of 3 filters match

Price per night from

$277

2 of 3 match: Swing set or jungle gym, Sea view, Swimming pool

2 of 3 filters match

Price per night from

$350

Siesta Key - 2bdrm on the beach - amazing views!!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Escape from reality” We had an amazing vacation. Accommodations were great and very comfortable. Breakfast on the lanai and sunset fishing on the beach were 2 of our families favorite things to do. You also have the bay right behind you where you can kayak or paddle board. The community was quiet which was prefect for our getaway. We will definitely be staying here again.

2 of 3 match: Swing set or jungle gym, Sea view, Swimming pool

2 of 3 filters match

Price per night from

$602

Our House At The Beach - 604E: By Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Swing set or jungle gym, Sea view, Swimming pool

2 of 3 filters match

Price per night from

$389

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