Vacation Rentals & House Rentals in Port Charlotte

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2,416 house rentals

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

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Air conditioning Games room Safe Swing set or jungle gym Walking trips

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Price per night from

$287

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Manasota Beachy Cottage

Manasota Key house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

“Our 2017 vacation” This was our first time ever renting a house. Peter was the best. This house had everything we need or wanted. It was super clean and beautiful. The screened porch was perfect to drink coffee in the morning. Didn't have to worry about the bugs or anything. Beach was a short walk around the corner over a bridge. The town was great and hardly no traffic. Safe for younger kids to play in the yard. Can't wait to rent again next year. Thank you!!

4 of 5 match: Swing set or jungle gym, Walking trips, Air conditioning, Games room, Safe

4 of 5 filters match

Price per night from

$154

Responds fast! avg. 54 minutes

4 of 5 match: Safe, Walking trips, Air conditioning, Games room, Swing set or jungle gym

4 of 5 filters match

Price per night from

$266

River Hall Fully Furnished

Fort Myers condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Games room, Safe, Swing set or jungle gym

4 of 5 filters match

Price per night from

$103

Make Memories at Paradise in Bella Terra - Amazing Vacation Condo!

Estero condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Games room, Safe, Swing set or jungle gym

4 of 5 filters match

Price per night from

$149

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: Games room, Walking trips, Air conditioning, Safe, Swing set or jungle gym

4 of 5 filters match

Price per night from

$265

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, Safe, Walking trips, Games room, Swing set or jungle gym

3 of 5 filters match

Price per night from

$114

Florida Ocean Front Condo

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Games room, Safe, Swing set or jungle gym

4 of 5 filters match

Price per night from

$620

Snowbird's delight!

Naples villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Games room, Safe, Swing set or jungle gym

4 of 5 filters match

Price per night from

$343

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, Games room, Safe, Swing set or jungle gym

4 of 5 filters match

Price per night from

$742

Cozy & Bright+++Minutes to Anna Maria Island, IMG Academy and more

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 9 minutes

4 of 5 match: Walking trips, Air conditioning, Games room, Safe, Swing set or jungle gym

4 of 5 filters match

Price per night from

$117

+++ Clean & Bright +++ Minutes to Anna Maria Island

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 9 minutes

3 of 5 match: Walking trips, Air conditioning, Games room, Safe, Swing set or jungle gym

3 of 5 filters match

Price per night from

$177

Seven Lakes 55 and over Golf and Tennis Resort

Fort Myers condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 5 match: Air conditioning, Swing set or jungle gym, Walking trips, Games room, Safe

3 of 5 filters match

Price per night from

$79

Steps to beach and bay on beautiful Anna Maria Island

Bradenton Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

3 of 5 match: Safe, Swing set or jungle gym, Walking trips, Air conditioning, Games room

3 of 5 filters match

Price per night from

$101

SURF AND TURF ACTIVITY FILLED GOLF RESORT COMMUNITY

Venice villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 31 minutes

3 of 5 match: Safe, Swing set or jungle gym, Walking trips, Air conditioning, Games room

3 of 5 filters match

Price per night from

$86

2 bdrm Condo Villa in Birds Bay venice, florida

Venice villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Safe, Swing set or jungle gym, Walking trips, Air conditioning, Games room

3 of 5 filters match

Price per night from

$160

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: Safe, Swing set or jungle gym, Walking trips, Air conditioning, Games room

3 of 5 filters match

Price per night from

$251

Lattitude Adjustment- Private Beachfront Home with Fishing Dock, Sunrises

North Captiva Island house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 5 match: Safe, Swing set or jungle gym, Walking trips, Air conditioning, Games room

3 of 5 filters match

Price per night from

$916

Peaceful escape at Pelican Sound Club

Estero apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Games room, Safe, Walking trips, Air conditioning, Swing set or jungle gym

3 of 5 filters match

Price per night from

$229

Responds fast! avg. 11 minutes

3 of 5 match: Games room, Safe, Walking trips, Air conditioning, Swing set or jungle gym

3 of 5 filters match

Price per night from

$132

River Strand Golf and Country Club Resort

Bradenton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Walking trips, Safe, Air conditioning, Games room, Swing set or jungle gym

3 of 5 filters match

Price per night from

$229

Seaplace Condo - 1975 GMD 104

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Walking trips, Safe, Air conditioning, Games room, Swing set or jungle gym

3 of 5 filters match

Price per night from

$191

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: Walking trips, Safe, Air conditioning, Games room, Swing set or jungle gym

3 of 5 filters match

Price per night from

$178

Family Reunion Villa on Anna Maria Island, Florida

Bradenton Beach villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

3 of 5 match: Safe, Swing set or jungle gym, Walking trips, Air conditioning, Games room

3 of 5 filters match

Price per night from

$571

5 min to the Beach, Sleeps 6

Nokomis house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 5 match: Games room, Swing set or jungle gym, Walking trips, Air conditioning, Safe

3 of 5 filters match

Price per night from

$136

January~April 2024

Estero apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Games room, Air conditioning, Safe, Swing set or jungle gym

3 of 5 filters match

Price per night from

$191

GUEST HOUSE

Fruitville guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 29 minutes

3 of 5 match: Walking trips, Games room, Air conditioning, Safe, Swing set or jungle gym

3 of 5 filters match

Price per night from

$106

Luxury waterfront retreat with Sailing

Saint James City b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

3 of 5 match: Games room, Swing set or jungle gym, Walking trips, Air conditioning, Safe

3 of 5 filters match

Price per night from

$855

3 of 5 match: Games room, Swing set or jungle gym, Walking trips, Air conditioning, Safe

3 of 5 filters match

Price per night from

$137

Beach front condo in Longboat Key

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 5 match: Games room, Swing set or jungle gym, Walking trips, Air conditioning, Safe

3 of 5 filters match

Price per night from

$430

Dolphin Way 403 B - Bonita Beach -INCREDIBLE views Avail Fall 2023

Bonita Springs apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 5 match: Games room, Swing set or jungle gym, Walking trips, Air conditioning, Safe

3 of 5 filters match

Price per night from

$156

River Strand Luxury Condo-Tennis & Golf Community

Bradenton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Games room, Safe

3 of 5 filters match

Price per night from

$86

Arnold Palmer Design 36 Holes - Lakewood National Resort

Lakewood Ranch villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Games room, Safe

3 of 5 filters match

Price per night from

$240

Resort in Fort Myers Beach Quiet smaller resort in the off season (September)

Fort Myers Beach condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Games room, Safe

3 of 5 filters match

Price per night from

$160

The Corner Retreat

Bradenton house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Games room, Safe

3 of 5 filters match

Price per night from

$182

Tropical "Key West" style waterfront paradise with views/pool/spa & boat dock!

North Naples house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Games room, Swing set or jungle gym, Walking trips, Air conditioning, Safe

3 of 5 filters match

Price per night from

$314

Great Townhouse Very Close to the Beach, Shops, and Restaurants

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 5 match: Games room, Swing set or jungle gym, Walking trips, Air conditioning, Safe

3 of 5 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

3 of 5 match: Games room, Swing set or jungle gym, Walking trips, Air conditioning, Safe

3 of 5 filters match

Price per night from

$270

Viewing 38 of 2,416
rentals in Port Charlotte

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