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) Safe 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) Safe Swing set or jungle gym Swimming pool Pets allowed

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Price per night from

$104

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Family Tides - High Tides: By Beachside Management

Siesta Key apartment

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

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

4 of 5 filters match

Price per night from

$551

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), Safe, Swing set or jungle gym, Swimming pool

4 of 5 filters match

Price per night from

$267

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, Safe, Shared outdoor pool (heated), Swimming pool, Pets allowed

3 of 5 filters match

Price per night from

$340

Country club life with lakewiew

Fort Myers apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 5 filters match

Price per night from

$211

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, Safe, Shared outdoor pool (heated), Swimming pool, Pets allowed

3 of 5 filters match

Price per night from

$144

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), Safe, Swimming pool, Pets allowed

4 of 5 filters match

Price per night from

$225

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), Safe, Swimming pool, Pets allowed

4 of 5 filters match

Price per night from

$248

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), Safe, Swimming pool, Pets allowed

4 of 5 filters match

Price per night from

$248

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), Safe, Swimming pool, Pets allowed

4 of 5 filters match

Price per night from

$248

Coastal Cottage

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

4 of 5 filters match

Price per night from

$173

Flamingo Cottage

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

4 of 5 filters match

Price per night from

$173

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), Safe, Swimming pool, Pets allowed

4 of 5 filters match

Price per night from

$459

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), Safe, Swimming pool, Pets allowed

4 of 5 filters match

Price per night from

$413

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), Safe, Swimming pool, Pets allowed

4 of 5 filters match

Price per night from

$402

Sea Shell Cottage

Sarasota house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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

4 of 5 filters match

Price per night from

$173

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, Safe, Shared outdoor pool (heated), Swimming pool, Pets allowed

3 of 5 filters match

Price per night from

$383

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, Safe, Shared outdoor pool (heated), Swimming pool, Pets allowed

3 of 5 filters match

Price per night from

$403

Tropical Haven in Ft. Myers

Fort Myers house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 5 filters match

Price per night from

$2,990

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), Safe, Swing set or jungle gym, Swimming pool, Pets allowed

4 of 5 filters match

Price per night from

$115

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), Safe, Swimming pool, Pets allowed

4 of 5 filters match

Price per night from

$684

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), Safe, Swimming pool, Pets allowed

4 of 5 filters match

Price per night from

$403

Siesta Key beach & sunsets - 2018 Spring & Summer openings!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

3 of 5 filters match

Price per night from

$131

apartment condo

Punta Gorda condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

3 of 5 filters match

Price per night from

$179

Amazing views, 11th flr, On the beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

3 of 5 filters match

Price per night from

$411

Casa Mar - Unit 56: By Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

3 of 5 filters match

Price per night from

$264

Live like a Millionaire

Fruitville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

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

3 of 5 filters match

Price per night from

$230

Pool Home - Steps from the Beach

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

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

3 of 5 filters match

Price per night from

$1,150

Responds fast! avg. 54 minutes

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

3 of 5 filters match

Price per night from

$268

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 5 filters match

Price per night from

$178

GUEST HOUSE

Fruitville guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 29 minutes

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

3 of 5 filters match

Price per night from

$107

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 5 filters match

Price per night from

$338

Heritage Oaks

Heritage Oaks Golf and Country Club condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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

3 of 5 filters match

Price per night from

$97

Venice Island on BEACH 8th flr near Siesta Key

Venice apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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

3 of 5 filters match

Price per night from

$242

St.Armands Circle condo ( Kingston Arms )

Sarasota apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 25 minutes

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

3 of 5 filters match

Price per night from

$259

Viewing 38 of 1,001
rentals in Port Charlotte

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