Vacation Rentals & House Rentals in Port Charlotte

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Stunning 5 Bed/3bath with Pool/Spa + Games Room

Kissimmee villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

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

All filters match

Price per night from

$218

Pooh's Palace in Windsor Hills

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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

All filters match

Price per night from

$516

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

All filters match

Price per night from

$402

Windsor Hills Disney Townhouse, Newly Redecorated

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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

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Price per night from

$160

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Pool Home - Steps from the Beach

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

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

4 of 5 filters match

Price per night from

$1,147

River Strand Golf and Country Club Resort

Bradenton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

4 of 5 filters match

Price per night from

$230

Private Island Oasis on Gulf with Stunning Views

Hudson condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

4 of 5 filters match

Price per night from

$172

Luxury Disney Condo - 3bd / 2ba in Windsor Palms Resort

Orlando apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Wonderful stay” Place is beautiful and really close to Disney. Kids loved everything about it. Will definitely be choosing this one again when we return.

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

4 of 5 filters match

Price per night from

$57

January~April 2024

Estero apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

4 of 5 filters match

Price per night from

$192

Weston Florida 2 Bedroom Condo Rental All 2023

Weston apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

4 of 5 filters match

Price per night from

$246

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

4 of 5 filters match

Price per night from

$172

Marriott's Cypress Harbor Resort

Orlando house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

4 of 5 filters match

Price per night from

$344

Last week of April. The best place near Disney.

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

4 of 5 filters match

Price per night from

$229

2 Room DisneyResortVillas by AmericanVacationLiving

Celebration condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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

4 of 5 filters match

Price per night from

$226

7 Room PgaVillageResort by AmericanVacationLiving

Port Saint Lucie condo

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

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

4 of 5 filters match

Price per night from

$883

Disney Vacation Rental, Private Townhouse in gated community

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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

4 of 5 filters match

Price per night from

$163

River Hall Fully Furnished

Fort Myers condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

4 of 5 filters match

Price per night from

$104

Lovely Waterfront Home

Iona house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 26 minutes

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

4 of 5 filters match

Price per night from

$224

Fantastic Designer 4 BD TH , 12 mins to Disney

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 11

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

4 of 5 filters match

Price per night from

$144

2-104 Legacy Dunes Resort in Kissimmee Florida

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

4 of 5 filters match

Price per night from

$114

3-103 Legacy Dunes Resort in Kissimmee Florida

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

4 of 5 filters match

Price per night from

$114

7-102 Legacy Dunes Resort in Kissimmee Florida

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

4 of 5 filters match

Price per night from

$114

*8mi to Disney* Luxury 2BD/2BA w/RESORT amenities!

Celebration apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

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

4 of 5 filters match

Price per night from

$213

1-105 Legacy Dunes Resort in Kissimmee Florida

Kissimmee condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

4 of 5 filters match

Price per night from

$102

4-101 Legacy Dunes Resort in Kissimmee Florida

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

4 of 5 filters match

Price per night from

$114

8-108 Legacy Dunes Resort in Kissimmee Florida

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

4 of 5 filters match

Price per night from

$114

11-104 Legacy Dunes Resort in Kissimmee Florida

Kissimmee apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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

4 of 5 filters match

Price per night from

$114

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

4 of 5 filters match

Price per night from

$402

Penthouse Sunsets and Tropical Breeze in Key Largo

Key Largo condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great place for a family of 5” Loved the condo, it was family friendly and very spacious. We had a great view from our deck. The owner was very friendly and very helpful. The facility had a great tennis court and we loved the lagoon. This unit was a great value and the owner makes it affordable for the average family to be able to spend time there.

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

4 of 5 filters match

Price per night from

$316

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

4 of 5 filters match

Price per night from

$458

2-306 Legacy Dunes Resort in Kissimmee Florida

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

4 of 5 filters match

Price per night from

$114

8 Minutes to Disney! Spacious Family Home in Margaritaville Resort in Kissimmee!

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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

4 of 5 filters match

Price per night from

$287

6-303 Legacy Dunes Resort in Kissimmee Florida

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

4 of 5 filters match

Price per night from

$125

9-104 Legacy Dunes Resort in Kissimmee Florida

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

4 of 5 filters match

Price per night from

$114

2-205 Legacy Dunes Resort in Kissimmee Florida

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

4 of 5 filters match

Price per night from

$114

⭐Fabulous Villa w/ Private Pool - Few Miles to Disney⭐

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

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

4 of 5 filters match

Price per night from

$368

Mickeys Hideaway, perfect family 5 bed/4.5bath pool villa with private game room

ChampionsGate villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 13

Responds fast! avg. 3 hours 19 minutes

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

4 of 5 filters match

Price per night from

$214

Mickeys Paradise, perfect 4 bedroom townhouse, with pool close to all the parks!

Four Corners townhouse

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 3 hours 19 minutes

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

4 of 5 filters match

Price per night from

$169

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rentals in Port Charlotte

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