Vacation Rentals & House Rentals in Port Charlotte

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LUX VILLAs close to sparkling Siesta Key Beach.

Osprey villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (heated) Iron Swing set or jungle gym Swimming pool Pets allowed

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Price per night from

$161

River Hall Fully Furnished

Fort Myers condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (heated) Iron Swing set or jungle gym Swimming pool Pets allowed

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Price per night from

$104

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4 minute flip flop walk to the beach! Starfish 2/2

Siesta Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Swing set or jungle gym, Iron, Shared outdoor pool (heated), Swimming pool, Pets allowed

3 of 5 filters match

Price per night from

$339

Country club life with lakewiew

Fort Myers apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Swing set or jungle gym, Iron, Shared outdoor pool (heated), Swimming pool, Pets allowed

3 of 5 filters match

Price per night from

$210

Burnt Store Marina Main Floor 2 Bedroom 2 Bath Condo

Punta Gorda condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Swing set or jungle gym, Iron, Shared outdoor pool (heated), Swimming pool, Pets allowed

3 of 5 filters match

Price per night from

$144

Responds fast! avg. 54 minutes

4 of 5 match: Pets allowed, Shared outdoor pool (heated), Iron, Swing set or jungle gym, Swimming pool

4 of 5 filters match

Price per night from

$268

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

4 of 5 match: Pets allowed, Shared outdoor pool (heated), Iron, Swing set or jungle gym, Swimming pool

4 of 5 filters match

Price per night from

$267

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Pets allowed, Shared outdoor pool (heated), Iron, Swing set or jungle gym, Swimming pool

4 of 5 filters match

Price per night from

$178

Duplex Sunny Splash / Westside

Cape Coral house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

4 of 5 match: Swing set or jungle gym, Shared outdoor pool (heated), Iron, Swimming pool, Pets allowed

4 of 5 filters match

Price per night from

$183

Apartment Eastside in Cape Coral * apartment in a duplex * with shared pool *

Cape Coral apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

4 of 5 match: Swing set or jungle gym, Shared outdoor pool (heated), Iron, Swimming pool, Pets allowed

4 of 5 filters match

Price per night from

$179

Apartment Westside in Cape Coral * apartment in a duplex * with shared pool *

Cape Coral apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

4 of 5 match: Swing set or jungle gym, Shared outdoor pool (heated), Iron, Swimming pool, Pets allowed

4 of 5 filters match

Price per night from

$183

Avocado Inn - Family-Home, pool, dock and Gulf Access

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Swing set or jungle gym, Shared outdoor pool (heated), Iron, Swimming pool, Pets allowed

4 of 5 filters match

Price per night from

$217

Living the Dream - Pink Flamingo: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

4 of 5 match: Swing set or jungle gym, Shared outdoor pool (heated), Iron, Swimming pool, Pets allowed

4 of 5 filters match

Price per night from

$320

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.

4 of 5 match: Swing set or jungle gym, Shared outdoor pool (heated), Iron, Swimming pool, Pets allowed

4 of 5 filters match

Price per night from

$166

Vacation Rental Boutique Suite Bicycles

Englewood private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

4 of 5 match: Swing set or jungle gym, Shared outdoor pool (heated), Iron, Swimming pool, Pets allowed

4 of 5 filters match

Price per night from

$247

Vacation Rental Boutique Suite The Bridge

Englewood private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

4 of 5 match: Swing set or jungle gym, Shared outdoor pool (heated), Iron, Swimming pool, Pets allowed

4 of 5 filters match

Price per night from

$247

Vacation Rental Boutique Suite Tulip Fields

Englewood private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

4 of 5 match: Swing set or jungle gym, Shared outdoor pool (heated), Iron, Swimming pool, Pets allowed

4 of 5 filters match

Price per night from

$247

Vacation Rental Boutique Suite Amsterdam Canals

Englewood private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

4 of 5 match: Swing set or jungle gym, Shared outdoor pool (heated), Iron, Swimming pool, Pets allowed

4 of 5 filters match

Price per night from

$224

Coastal Cottage

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Swing set or jungle gym, Shared outdoor pool (heated), Iron, Swimming pool, Pets allowed

4 of 5 filters match

Price per night from

$172

Flamingo Cottage

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Swing set or jungle gym, Shared outdoor pool (heated), Iron, Swimming pool, Pets allowed

4 of 5 filters match

Price per night from

$172

Living the Dream - Mermaid: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

4 of 5 match: Swing set or jungle gym, Shared outdoor pool (heated), Iron, Swimming pool, Pets allowed

4 of 5 filters match

Price per night from

$343

A Somewhere is Here - Changes in Latitude: By Beachside Management

Siesta Key apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

4 of 5 match: Swing set or jungle gym, Shared outdoor pool (heated), Iron, Swimming pool, Pets allowed

4 of 5 filters match

Price per night from

$458

Living the Dream - Starfish: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

4 of 5 match: Swing set or jungle gym, Shared outdoor pool (heated), Iron, Swimming pool, Pets allowed

4 of 5 filters match

Price per night from

$343

Once Upon a Tide: By Beachside Management

Siesta Key apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 5 match: Swing set or jungle gym, Shared outdoor pool (heated), Iron, Swimming pool, Pets allowed

4 of 5 filters match

Price per night from

$401

A Somewhere Is Here - Changes in Attitude: By Beachside Management

Siesta Key apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

4 of 5 match: Swing set or jungle gym, Shared outdoor pool (heated), Iron, Swimming pool, Pets allowed

4 of 5 filters match

Price per night from

$412

St Armand's Private Home on Jackson Drive

Lido Key house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 5 match: Swing set or jungle gym, Iron, Shared outdoor pool (heated), Swimming pool, Pets allowed

3 of 5 filters match

Price per night from

$382

Large Pool home in Active Community with plenty of Amenities!

North Port house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 5 match: Swing set or jungle gym, Iron, Shared outdoor pool (heated), Swimming pool, Pets allowed

3 of 5 filters match

Price per night from

$402

Tropical Haven in Ft. Myers

Fort Myers house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Swing set or jungle gym, Iron, Shared outdoor pool (heated), Swimming pool, Pets allowed

3 of 5 filters match

Price per night from

$345

Adorable Villa of Cape Coral

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Swing set or jungle gym, Iron, Shared outdoor pool (heated), Swimming pool, Pets allowed

3 of 5 filters match

Price per night from

$167

"Lido Lookout" Beach Paradise Private Home on Lido Key

Lido Key house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 5 match: Swing set or jungle gym, Iron, Shared outdoor pool (heated), Swimming pool, Pets allowed

3 of 5 filters match

Price per night from

$2,983

Sea Shell Cottage

Sarasota house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

4 of 5 match: Swing set or jungle gym, Shared outdoor pool (heated), Iron, Swimming pool, Pets allowed

4 of 5 filters match

Price per night from

$172

Peaceful, Private, Paradise in Englewood. House with heated pool

Englewood house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Swing set or jungle gym, Shared outdoor pool (heated), Iron, Swimming pool, Pets allowed

4 of 5 filters match

Price per night from

$259

Safe, Quiet & Peaceful home in great neighborhood

North Port house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Swing set or jungle gym, Shared outdoor pool (heated), Iron, Swimming pool, Pets allowed

4 of 5 filters match

Price per night from

$217

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.

4 of 5 match: Shared outdoor pool (heated), Iron, Swing set or jungle gym, Swimming pool, Pets allowed

4 of 5 filters match

Price per night from

$115

Sandy Toes Town Home

Siesta Key townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Time in Paradise” We recently had the luck to spend two months in paradise. This condo was comfortably appointed, well stock to meet all our needs, and most importantly in the perfect location. The beach was a short walk to the left and stores and restaurants were just a short walk to the right. We had a great time and enjoyed everything Sarasota, Siesta Key, and this Sandy Toes Condo had to offer. Thanks Mark!

4 of 5 match: Swing set or jungle gym, Shared outdoor pool (heated), Iron, Swimming pool, Pets allowed

4 of 5 filters match

Price per night from

$273

Tropical Breeze Triple Cottages, Sleeps 16

Sarasota house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 16

4 of 5 match: Swing set or jungle gym, Shared outdoor pool (heated), Iron, Swimming pool, Pets allowed

4 of 5 filters match

Price per night from

$683

Sea Glass Dual Cottages, Sleeps 12, Heated Pool

Sarasota house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

4 of 5 match: Swing set or jungle gym, Shared outdoor pool (heated), Iron, Swimming pool, Pets allowed

4 of 5 filters match

Price per night from

$402

2BR/2BA CONDO North Fort Myers Quiet near Marina

North Fort Myers apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Swing set or jungle gym, Pets allowed, Shared outdoor pool (heated), Iron, Swimming pool

3 of 5 filters match

Price per night from

$77

Viewing 38 of 1,146
rentals in Port Charlotte

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