Vacation Rentals & Villas in Legacy Park

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1,203 Houses

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Beautiful townhouse

Davenport townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

“Excellent location” Great rental Home owner made process quick and easy. Very safe community, short drive to parks and airport. Will rent again witn David without hesitation.

Match: Golf within 30mins drive

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Price per night from

$86

Great rentals within 20 miles that match your search

Your VIP Home in Orlando!!!

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$213

Beautiful Orlando Villa "Mags Den" Calabay Parc

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 44 minutes

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Price per night from

$172

The Fountains (Bluegreen)

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 24 minutes

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Price per night from

$259

Large Sunny Pool Home Near Disney and Golf

Orlando house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

Responds fast! avg. 2 hours 48 minutes

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Price per night from

$182

2 BD Bonnet Creek in Gates of DisneyWorld

Orlando hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$304

5 Star Luxury Resort Condo

Reunion condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$137

South-facing Pool Home near Disney World

Davenport house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$194

The Great Escape Lakeside, Sleeps Up to 45

Clermont villa

  • 13 bedrooms
  • 11 bathrooms
  • sleeps 45

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Price per night from

$1,298

Dazzling 3 BR/2 BA Ground Floor Condo Near Disney

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$155

Disney pool home in gated resort near golf

Orlando house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

Responds fast! avg. 2 hours 48 minutes

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Price per night from

$190

Luxury Condo, Steps to Disney, ESPN, Free Wi-Fi, parking, Unbeatable location

Four Corners condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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Price per night from

$91

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Price per night from

$171

“Great Family Memories” We give this home an A+!! Everything about it from the appearance, to the owner (Liz), to the location, and the management company combine to give you unprecedented good customer service that insures a great experience. Everything is geared towards you! The house is actually even nicer than the pictures depict!! We had 5 adults and one child stay and there was plenty of room for everyone. We loved the layout. Our granddaughter squealed with delight when she saw the Mickey Mouse room. She even asked to go to bed several nights!! We enjoyed going to nearby outlet malls, Disney, Disney Springs, restaurants close by, and even grilling out on the patio while family members swam in the pool. The game tables in the garage provided some lively competition. The greatest compliment you can give a place is to say you would return again. When we come back to this area again, Pilgrim's Paradise will be at the top of our list to stay at again! Liz made everything run smooth and was a delight to work with!! Thanks for sharing your beautiful villa with our family!!

Responds fast! avg. 1 hour 56 minutes

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Price per night from

$190

New cozy townhouse at Champions Gate resort

Davenport townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

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Price per night from

$138

Newly decorated at Reunion Resort with golf views

Reunion townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$161

VACATION VILLAGE AT PARKWAY OVERVIEW

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$459

Prestige 3: New Lux Home, South Fc Lake View, Pool

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

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Price per night from

$689

Smoky Mountain 5 Star resort

Orlando condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$230

A week of dream in a resort

Orlando house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$200

1 Week Rental in Orlando, FL 2 Bdm Deluxe Villa Close to Theme Parks

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$197

Wyndham Bonnet Creek Florida at Disney

Buena Ventura Lakes condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 1 minutes

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Price per night from

$101

Responds fast! avg. 30 minutes

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Price per night from

$114

1-bedroom / 1-bath Sleeps 4 in Orlando - 1 week

Williamsburg apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$99

Lovely villa on Emerald Island-4 miles from Disney

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$172

Disney Area Villa in gated Aviana Resort

Orlando villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Mrs” This rental was clean and neat. It had great amenities and my kids love the pool and spa. The play room in the garage made it perfect for my kids when they ran out of energy from the pool. The staff was friendly and helpful. I would defiantly recommend this unit to anyone.

Responds fast! avg. 3 hours 28 minutes

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Price per night from

$172

$1250+fees sleep 6, available Dec 24-Dec 31, 2022 Resort Fantasy World II

Kissimmee villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$194

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Price per night from

$287

One of Disney's premier locations

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$563

2 Bedroom Condo WestGate Palace

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$322

2 Room DisneyResortVillas by AmericanVacationLiving

Celebration condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

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Price per night from

$226

Beautiful and Spacious Orlando Pool Home

Davenport house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

“Awesome Place to Stay!” Stayed there for a week and had an absolute ball. Villa is extremely clean and exactly as pictured on the website. We had so much fun in the pool we forgot the Villa had a pool table! Definitely booking this one again next vacation!

Match: Golf within 30mins drive

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Price per night from

$138

First Florida Villa - executive villa in Kissimmee

Duette villa

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 10

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Price per night from

$201

No Rear Neighbors/SW Pool/Close to Disney/Game Rm

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Golf within 30mins drive

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Price per night from

$138

Make It Easy on Yourself |Great Location+Fabulous High-End Living Space

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$125

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Price per night from

$403

Treat Yourself and Family to a Deluxe Villa w/ Superb Rooms+Private Hot Tub

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

“A good choice for our family” This place was as expected, except that the floors needed mopping. This home is advertised as children friendly, but bare feet and small children soon became dirty by crawling on these floors! We began our stay by double mopping both ground and upper floors, as well as the stairs. Other than that, we were happy with our stay, and would choose this place again!

Match: Golf within 30mins drive

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Price per night from

$137

Family & Friends Unite For Fun✩Amazing Villa w/ Unique Upscale Amenities

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

“Amazing” We had a family of 10 and it was enough space for us. The kids loved the pool and movie room. I liked house to house was so updated and beautiful. We definitely would stay here again.

Match: Golf within 30mins drive

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Price per night from

$331

Viewing 38 of 1,203
rentals in Legacy Park

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