Vacation Rentals & House Rentals in Port Charlotte

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2,456 house rentals

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Anna Maria Island/ IMG Academy/ Beach/ HotTub/ Bikes/ Kayaks/ Golf/ Fishing

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Air conditioning Bicycles available Shared outdoor pool (unheated) Swing set or jungle gym Walking trips

All filters match

Price per night from

$287

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Responds fast! avg. 54 minutes

4 of 5 match: Shared outdoor pool (unheated), Walking trips, Air conditioning, Bicycles available, Swing set or jungle gym

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: Shared outdoor pool (unheated), Walking trips, Air conditioning, Bicycles available, Swing set or jungle gym

4 of 5 filters match

Price per night from

$267

River Hall Fully Furnished

Fort Myers condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Bicycles available, Shared outdoor pool (unheated), Swing set or jungle gym

4 of 5 filters match

Price per night from

$104

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: Walking trips, Air conditioning, Bicycles available, Shared outdoor pool (unheated), Swing set or jungle gym

4 of 5 filters match

Price per night from

$115

March 23-March 30, 2024 Springbreak 3bdr on the beach Longboat key

Longboat Key cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 5 match: Walking trips, Air conditioning, Bicycles available, Shared outdoor pool (unheated), Swing set or jungle gym

4 of 5 filters match

Price per night from

$746

Stunning & Serene +++ Minutes from Anna Maria Island, IMG Academy and more!

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 9 minutes

3 of 5 match: Air conditioning, Shared outdoor pool (unheated), Walking trips, Bicycles available, Swing set or jungle gym

3 of 5 filters match

Price per night from

$114

North Captiva Private Pool Home Shell Cottage

North Captiva Island house

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Bicycles available

3 of 5 filters match

Price per night from

$459

Amazing Lagoon | Rock Grotto Swimming Pool

Rotonda West house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Bicycles available

3 of 5 filters match

Price per night from

$258

Bright Dreams - Billard Table / Canal view

Rotonda West house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Bicycles available

3 of 5 filters match

Price per night from

$235

Blue Lagoon - built in 2020 - Pool/Spa/Sunshelf

Rotonda West house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Bicycles available

3 of 5 filters match

Price per night from

$215

Anna Maria Island Sunshine Kiss Villa

Holmes Beach studio

  • Studio
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Bicycles available

3 of 5 filters match

Price per night from

$152

Longboat Key Cedars Beach House-Pet Friendly-2 Minute To The Beach

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Bicycles available

3 of 5 filters match

Price per night from

$189

January~April 2024

Estero apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Shared outdoor pool (unheated), Air conditioning, Bicycles available, Swing set or jungle gym

3 of 5 filters match

Price per night from

$192

Lovely Waterfront Home

Iona house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 26 minutes

3 of 5 match: Walking trips, Shared outdoor pool (unheated), Air conditioning, Bicycles available, Swing set or jungle gym

3 of 5 filters match

Price per night from

$224

"Everglades Breath"3bed 2 b ,BBQ, Kayaks, 30 jets Hot tub

Port Charlotte villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Shared outdoor pool (unheated), Air conditioning, Bicycles available, Swing set or jungle gym

3 of 5 filters match

Price per night from

$271

Coral Creek Landings Town Home-3 Bedroom-3 Bath

Placida townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Bicycles available

3 of 5 filters match

Price per night from

$144

Luxury waterfront retreat with Sailing

Saint James City b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Bicycles available

3 of 5 filters match

Price per night from

$860

Meadows Townhouse With Golf View in Sarasota

Fruitville house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Bicycles available

3 of 5 filters match

Price per night from

$150

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Bicycles available

3 of 5 filters match

Price per night from

$138

White Sands | Modern Lakefront | Golf Course View | Pool | Spa

Rotonda West house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Bicycles available

3 of 5 filters match

Price per night from

$236

Peaceful escape at Pelican Sound Club

Estero apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Bicycles available, Shared outdoor pool (unheated), Walking trips, Air conditioning, Swing set or jungle gym

3 of 5 filters match

Price per night from

$230

Responds fast! avg. 11 minutes

3 of 5 match: Bicycles available, Shared outdoor pool (unheated), Walking trips, Air conditioning, Swing set or jungle gym

3 of 5 filters match

Price per night from

$132

Mango Bungalow - Tropical Paradise, private pool, beach, shopping, dining awaits

Bonita Springs house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Bicycles available

3 of 5 filters match

Price per night from

$181

Brand new villa with heated pool for swimmers

Venice house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Bicycles available

3 of 5 filters match

Price per night from

$190

Siesta Key private beach access

Siesta Key villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Siesta Key Townhouse” This was a wonderful place to stay! The house was very clean and spacious and had everything we needed for a week at the beach.

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Bicycles available

3 of 5 filters match

Price per night from

$509

Lattitude Adjustment- Private Beachfront Home with Fishing Dock, Sunrises

North Captiva Island house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Bicycles available

3 of 5 filters match

Price per night from

$916

Modern, child-friendly villa with heated pool, right on the water with jetty

Cape Coral house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Bicycles available

3 of 5 filters match

Price per night from

$252

Three bedroom house directly on beach with gulf vi

Siesta Key house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Bicycles available

3 of 5 filters match

Price per night from

$402

BAY VIEW. SUNSETS. CLOSE TO ANNA MARIA ISLAND AND IMG ACADEMY

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Bicycles available

3 of 5 filters match

Price per night from

$368

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Bicycles available

3 of 5 filters match

Price per night from

$107

3BR/3BA, Waterfront Heated Pool home near Beach

Bonita Springs house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Bicycles available

3 of 5 filters match

Price per night from

$172

Lovely 3 BR Home with Office & Heated Pool at Tara

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Bicycles available

3 of 5 filters match

Price per night from

$167

beautiful beach front condo

Sanibel Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Bicycles available

3 of 5 filters match

Price per night from

$364

Songbird Cottage

Anna Maria Island cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Bicycles available

3 of 5 filters match

Price per night from

$111

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Bicycles available

3 of 5 filters match

Price per night from

$343

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Bicycles available, Shared outdoor pool (unheated)

3 of 5 filters match

Price per night from

$682

Perfect for a Beach Getaway, Great View and Near the Pool, B2613A

Cape Haze villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Bicycles available, Shared outdoor pool (unheated)

3 of 5 filters match

Price per night from

$828

Viewing 38 of 2,456
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