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) Private outdoor pool (heated) Safe Swing set or jungle gym Swimming pool

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Price per night from

$218

Pooh's Palace in Windsor Hills

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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

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Price per night from

$516

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

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Price per night from

$402

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

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

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Price per night from

$246

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

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Price per night from

$345

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

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Price per night from

$229

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

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Price per night from

$104

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

4 of 5 filters match

Price per night from

$287

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

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Price per night from

$368

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

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Price per night from

$401

BEST PARADAISE ORLANDO

Clermont house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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

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Price per night from

$264

Windsor Hills Disney Townhouse, Newly Redecorated

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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

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Price per night from

$160

Pool Home - Steps from the Beach

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

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

4 of 5 filters match

Price per night from

$1,148

River Strand Golf and Country Club Resort

Bradenton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Safe, 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

2BR family friendly resort condo near parks!

ChampionsGate condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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

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Price per night from

$92

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

4 of 5 filters match

Price per night from

$171

Cozy One Bedroom Villa in Gorgeous Resort & Spa

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

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Price per night from

$181

⭐ Spacious and Comfortable Villa - Near Theme Parks ⭐

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

“Fantastic Stay” The home was in a beautiful community and there was a huge resort pool with all the things one would look for in a resort setting. The home itself was immaculate and very clean upon arrival. The beds were all comfortable and the rooms were spacious. We enjoyed the home and the resort so much that we actually spent a few days less at the parks. The reservation process was simple and straightforward. All in all a great vacation!

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

4 of 5 filters match

Price per night from

$265

⭐Great Value Villa w/ Private Pool - Nearby Disney Resort⭐

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

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

4 of 5 filters match

Price per night from

$265

Orange Lake Resort Kissimee FL

Kissimmee townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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

4 of 5 filters match

Price per night from

$378

Responds fast! avg. 2 hours 12 minutes

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

4 of 5 filters match

Price per night from

$102

2 BD Bonnet Creek in Gates of DisneyWorld

Orlando hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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

4 of 5 filters match

Price per night from

$304

Snowbird's delight!

Naples villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

4 of 5 filters match

Price per night from

$345

Beachside Fun on Florida Space Coast Cape Canaveral Beach Resort - holiday inn

Cape Canaveral villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 10

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

4 of 5 filters match

Price per night from

$366

Florida Ocean Front Condo

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

4 of 5 filters match

Price per night from

$623

LUX VILLAs close to sparkling Siesta Key Beach.

Osprey villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

4 of 5 filters match

Price per night from

$161

Vacation Rentals Homes Orlando, Beautiful Townhouse 4Br/3.5Ba, Venetian bay

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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

4 of 5 filters match

Price per night from

$207

⭐ 6 Bedrooms 5 Bathrooms Villa - Great Deal! - Near Disney World ⭐

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

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

4 of 5 filters match

Price per night from

$265

⭐Good Location for Theme Parks - Spacious 7 Bedrooms Villa⭐

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

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

4 of 5 filters match

Price per night from

$265

Westgate vacation villa

Kissimmee villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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

4 of 5 filters match

Price per night from

$409

Beautiful and Peaceful 3 BR Terra Verde Resort Townhome. 15 minutes to parks!

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

4 of 5 filters match

Price per night from

$138

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: Private outdoor pool (heated), Shared outdoor pool (heated), Safe, Swing set or jungle gym, Swimming pool

4 of 5 filters match

Price per night from

$267

Upgraded 5-star Penthouse, Bahama Bay near Disney

Davenport apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Very comfortable stay - enjoyed every moment of it!” Very spacious accommodations. We stayed 2 families with little girls who were very anxious to see Disney World parks. The condo was perfect for our stay, we were just about 20 minutes from Magic Kingdom so we were there in a snap. The resort is beautiful and we can't wait to come back again. There are multiple swimming pools, one close to condo's building, another one - bigger and open until 10 pm - near the club house / reception. Another similar size pool at the restaurant area with little white sand beach, volleyball net and table tennis. Also we enjoyed playing tennis on the real hard court surface near reception, very good quality and with lighting. When you need a day off from visiting parks and all these crowds staying on the resort is the great option. Shopping is very close to the resort - 7 minutes drive to Walmart, so you could get anything you need, open 24 hours. We also recommend buying tickets to all attractions at the Walmart since there is a small discount vs buying at the gates. Overall - great experience, highly recommend to anyone. Will definitely come back again!

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

4 of 5 filters match

Price per night from

$228

Unit 26- 4 Bedroom Emerald Island 2711

Kissimmee townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

Responds fast! avg. 3 hours 7 minutes

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

4 of 5 filters match

Price per night from

$125

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

4 of 5 filters match

Price per night from

$117

✦Comfortable 4 Bedrooms Town Home - Nearby Disney World✦

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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

4 of 5 filters match

Price per night from

$117

Viewing 38 of 10,003
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