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Vacation Rentals & Villas in Winter Garden

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Vacation Rentals & Villas in Winter Garden

15,579 villas

'Last Min. Thanksgiving Special' 5 Star Vacation Home Near Attractions

Winter Garden house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$143

1 / 6

Sun, Fun and Amusement Parks - $99/Night

Winter Garden house

3 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 2 hours 55 minutes

Price per night from

$79

1 / 16

Florida Private Villa 4 miles to Disney inc Wi Fi

Winter Garden villa

3 bedrooms / 2 bathrooms / sleeps 8

“Great vacation home!” I enjoyed very much this Villa: gated community, comfortable, clean, and everything you can think of for a vacation stay. It's near to Disney World, supermarket, and restaurants. Jancis is great and responsive for any questions,

Price per night from

$112

1 / 31

Buckeye Butterfly Villa

Winter Garden camper van

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 14 minutes

Price per night from

$143

1 / 18

UK Owned vacation home 10 mins from Disney Gates

Winter Garden house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 33 minutes

Price per night from

$97

1 / 8

Liki Tiki Village

Winter Garden condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 42 minutes

Price per night from

$223

1 / 10

Liki Tiki Village, 2 BR Suite, Sleeps 6, SATURDAY Check-In

Winter Garden hotel apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$80

1 / 9

Orlando holiday home, 10 minutes from Disney, gated community with pools

Winter Garden house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 6 minutes

Price per night from

$83

1 / 25

Great rentals within 20 miles that match your search

Jose's special

Kissimmee villa

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$327

1 / 5

VistaPark 311- Beautiful Spacious 5 bed 7 bath Home Near Disney!

Four Corners house

5 bedrooms / 7 bathrooms / sleeps 10

Price per night from

$160

1 / 28

Enjoyable 5BR 4Bath home with private pool & game room from $188/night

Orlando house

5 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 1 hour 47 minutes

Price per night from

$215

1 / 28

Disney area villa

Davenport villa

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$150

1 / 29

Check Into a Beautiful Resort w/ Deluxe Room+Premium Living Space+Nearby Disney

Kissimmee villa

7 bedrooms / 5 bathrooms / sleeps 16

Price per night from

$219

1 / 30

Star Wars and Frozen Paradise!- Private Conservation View! No Rear Neighbors!

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$212

1 / 24

Orange Lake Resort, Orlando

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 12

Price per night from

$263

1 / 4

Bargain Vacation Home near Disney

Kissimmee house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 20 minutes

Price per night from

$97

1 / 12

Orlando Vacation Condo

Kissimmee house

2 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$131

1 / 12

Fabulous Large 4 bedrooms Regal Villa With Fantastic Pool & Internet & 3D TV

Four Corners villa

4 bedrooms / 3 bathrooms / sleeps 10

“Third stay in this home and, hopefully, not the last!” We love this home. We enjoyed it the first time we stayed and notice that every time we go back there are more and more conveniences provided for renters. Plenty of linens, dishes, washer, dryer

Price per night from

$160

1 / 26

Gleneagles Villa # 231002

Four Corners villa

5 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$261

1 / 33

Price per night from

$245

1 / 4

Hollywood Haven Condo #210

Orlando apartment

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$604

1 / 64

Regal Resort 4 Bedroom 3 Bathroom Townhouse

Old Town house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 21 minutes

Price per night from

$122

1 / 23

Luxury 5 bedroom 4 bath Resort town home from $115nt

Orlando townhouse

5 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 1 hour 31 minutes

Price per night from

$132

1 / 15

Great Furnished Resort aval in Orlando

Kissimmee condo

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$229

1 / 26

Luxury 6 Bedrooms 3.5 Bath Pool

Kissimmee villa

6 bedrooms / 4 bathrooms / sleeps 14

Responds fast! avg. 1 hour 12 minutes

Price per night from

$189

1 / 20

Luxury 9 bedroom 5 bath Champions Gate home with Private Pool, Spa and Gameroom

Orlando house

8 bedrooms / 5 bathrooms / sleeps 18

Responds fast! avg. 1 hour 31 minutes

Price per night from

$352

1 / 57

2 BR WINDSOR HILLS 202C

Kissimmee apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$91

1 / 29

4BR Kissimmee Home w/Pool& Game Room- Near Disney!

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 1 hour 2 minutes

Price per night from

$206

1 / 24

Responds fast! avg. 3 hours 29 minutes

Price per night from

$102

1 / 36

3/2 1920s Lake Estate w/Access to Pool, Gym & Boat

Yalaha house

3 bedrooms / 2 bathrooms / sleeps 9

Responds fast! avg. 1 hour 24 minutes

Price per night from

$189

1 / 50

Steps to Disney in Top Rated Gated Resort, Beautiful 3BR Luxury Condo, Free Wifi

Four Corners condo

3 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 1 hour 10 minutes

Price per night from

$114

1 / 26

Lovely 5BR 3Bth Home with Private Pool, 8 Miles to Disney

Orlando house

5 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 1 hour 7 minutes

Price per night from

$120

1 / 20

Luxury 3 bedroom condo in Orlando/ Kissimmee near Disney- Windsor Palms Resort

Four Corners apartment

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$100

1 / 48

Archfeld Blvd House 2607

Kissimmee house

5 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$264

1 / 23

Vacation Village at Parkway - Orlando, FL: 1-BR Type B, Sleeps 4, with Kitchen

Celebration condo

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$115

1 / 26

Davenport Holiday Villa 27869

Four Corners villa

6 bedrooms / 5 bathrooms / sleeps 12

Price per night from

$338

1 / 16

5 beds/3.5 baths - 5* - Close to Disney

Davenport villa

5 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 1 hour 49 minutes

Price per night from

$172

1 / 22

Disney Pool Home - Pet Friendly

Kissimmee house

5 bedrooms / 3 bathrooms / sleeps 7

“EXCELLENT Property, location and Owner!!” We can highly recommend this Vacation rental property, the location is perfect, very close to the Disney parks, restaurants with varied cuisines, major freeways, etc. The home and pool were EVERYTHING we'd ho

Price per night from

$154

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