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) Swing set or jungle gym Towels provided 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) Swing set or jungle gym Towels provided Swimming pool Pets allowed

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Price per night from

$104

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Country club life with lakewiew

Fort Myers apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 5 filters match

Price per night from

$210

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

Siesta Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 5 filters match

Price per night from

$338

Burnt Store Marina Main Floor 2 Bedroom 2 Bath Condo

Punta Gorda condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

3 of 5 filters match

Price per night from

$144

Family Tides - High Tides: By Beachside Management

Siesta Key apartment

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

Responds fast! avg. 1 hour 40 minutes

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

4 of 5 filters match

Price per night from

$549

Pool Home - Steps from the Beach

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

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

4 of 5 filters match

Price per night from

$1,147

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), Swing set or jungle gym, Towels provided, Swimming pool

4 of 5 filters match

Price per night from

$266

Responds fast! avg. 54 minutes

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

4 of 5 filters match

Price per night from

$178

Large Pool home in Active Community with plenty of Amenities!

North Port house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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

3 of 5 filters match

Price per night from

$402

St Armand's Private Home on Jackson Drive

Lido Key house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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

3 of 5 filters match

Price per night from

$382

Tropical Haven in Ft. Myers

Fort Myers house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 5 filters match

Price per night from

$344

Adorable Villa of Cape Coral

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 5 filters match

Price per night from

$166

"Lido Lookout" Beach Paradise Private Home on Lido Key

Lido Key house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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

3 of 5 filters match

Price per night from

$2,980

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), Towels provided, Swimming pool, Pets allowed

4 of 5 filters match

Price per night from

$183

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), Towels provided, 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), Towels provided, Swimming pool, Pets allowed

4 of 5 filters match

Price per night from

$179

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), Towels provided, 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

Responds fast! avg. 1 hour 40 minutes

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

4 of 5 filters match

Price per night from

$320

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), Towels provided, Swimming pool, Pets allowed

4 of 5 filters match

Price per night from

$224

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), Towels provided, 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), Towels provided, 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), Towels provided, Swimming pool, Pets allowed

4 of 5 filters match

Price per night from

$247

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), Towels provided, Swimming pool, Pets allowed

4 of 5 filters match

Price per night from

$165

Flamingo Cottage

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

4 of 5 filters match

Price per night from

$172

Coastal Cottage

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Swing set or jungle gym, Shared outdoor pool (heated), Towels provided, 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

Responds fast! avg. 1 hour 40 minutes

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

4 of 5 filters match

Price per night from

$343

Living the Dream - Starfish: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 1 hour 40 minutes

4 of 5 match: Swing set or jungle gym, Shared outdoor pool (heated), Towels provided, 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

Responds fast! avg. 1 hour 40 minutes

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

4 of 5 filters match

Price per night from

$457

Once Upon a Tide: By Beachside Management

Siesta Key apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 40 minutes

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

4 of 5 filters match

Price per night from

$400

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

Siesta Key apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

Responds fast! avg. 1 hour 40 minutes

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

4 of 5 filters match

Price per night from

$411

Sea Shell Cottage

Sarasota house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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

4 of 5 filters match

Price per night from

$172

Live like a Millionaire

Fruitville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

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

3 of 5 filters match

Price per night from

$230

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), Towels provided, Swimming pool, Pets allowed

4 of 5 filters match

Price per night from

$258

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), Towels provided, 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), Swing set or jungle gym, Towels provided, 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), Towels provided, Swimming pool, Pets allowed

4 of 5 filters match

Price per night from

$273

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