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Vacation Rentals & Villas in Winter Garden

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Price: high to low

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9,116 villas

' Special' 5 Star Vacation Home Near Attractions

Winter Garden house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$224

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, give us details of the home and helpful tips, and very nicely mail us back the stuff we forget. I would like to come back again for vacation in the future.

Price per night from

$118

UK Owned vacation home 10 mins from Disney Gates

Winter Garden house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$102

Only Minutes to Disney World - Fully Furnished

Winter Garden villa

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$161

Spacious Winter Garden Home w/ BBQ, Walk to Dwtn!

Winter Garden house

3 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 4 minutes

Price per night from

$112

Downtown Winter Garden Cottage w/ Yard!

Winter Garden cottage

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 4 minutes

Price per night from

$111

Liki Tiki Village

Winter Garden condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$252

Modern Bungalow w/ Gas BBQ, Short Walk to Downtown

Winter Garden house

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 12 minutes

Price per night from

$82

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

Winter Garden house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$96

Beautiful Vacation Home 4 Miles from Disney

Winter Garden house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$143

Great rentals within 20 miles that match your search

Sheraton Vistana Fountains II - Timeshare

Kissimmee hotel apartment

2 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$174

Marriott Cypress Harbor 2 bedroom sleeps 6

Orlando house

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$367

Excellent apartment in Orlando for up to 10 people

Four Corners apartment

3 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$348

Excellent spacious apartment in wonderful Resort

Orlando hotel apartment

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$294

Executive Vacation Villa by Disney

Davenport house

4 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$160

Price per night from

$214

Westgate Lakes Resort & Spa Near Universal Studios Area

Orlando studio

Studio / 1 bathroom / sleeps 4

Price per night from

$192

Contemporary Villa (Alarmed) with Private Pool

Clermont villa

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$157

CONDO FOR RENT AT WESTGATE TOWN CENTER ORLANDO FLO

Kissimmee condo

2 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$211

Minions Retreat, Disney are our neighbors. Free 5g WIFI

Kissimmee condo

2 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$116

BEAUTIFUL 2BR/2BA CONDO AT VISTA CAY RESORT

Orlando house

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$167

LUXURY VILLA: 9 BR/8 BA 3 Kms to Disney

Four Corners villa

9 bedrooms / 8 bathrooms / sleeps 18

Responds fast! avg. 3 hours 5 minutes

Price per night from

$707

Cozy Park Model near Disney, Universal, Orlando and so much more!

Clermont cottage

1 bedroom / 1 bathroom / sleeps 5

Price per night from

$100

Christmas get away in Orlando, FL

Orlando condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$322

Premium Kissimmee Timeshare rental

Kissimmee villa

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$369

2 Bedroom Condo WestGate Palace

Kissimmee condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$361

Beautiful 1 Bedroom Condo To Rent

Orlando condo

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$258

LUXURY Town Center Villa Disney Studio APT

Orlando villa

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$223

A great little apartment in College Park, Orlando.

Orlando apartment

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 3 hours 49 minutes

Price per night from

$145

Two Bedroom condo in Windsor Hills close to Disney

Kissimmee apartment

1 bedroom / 2 bathrooms / sleeps 6

Price per night from

$136

A week of dream in a resort

Orlando house

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$224

Beautiful Vacation Home w/Lake View, Pool near Disney, SeaWorld, UniversalStudio

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$128

Marriott's Grande Vista # 1

Orlando villa

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$360

***NEW LISTING*** Wyndham Star Island

Old Town villa

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 54 minutes

Price per night from

$424

4BR Family Home w/ 6 Beds + Pool - Near Disney!!

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 9

Responds fast! avg. 2 hours 4 minutes

Price per night from

$186

Golf Resort and Magic of world Disney

Orlando house

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$128

Paul's Place at Ventura

Ventura apartment

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$115

Viewing 37 of 9,116
rentals in Winter Garden

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Top Destination reviews

Orlando holiday home, 10 minutes from Disney, gated community with pools
Vacation home in Winter Garden, FL

This was our first time booking through flipkey. Our transaction went very smoothly. We were very satisfied with our home and our visit to Florida. Thank you to our home owner for keeping in touch and answering all of our questions. … see more
Florida Private Villa 4 miles to Disney inc Wi Fi
Fantastic

A great facility, very comfortable and in an ideal location. The villa was clean and welcoming and I had no problems during my stay there. Communication with the owner was great, always a quick helpful and polite response. I would definitely stay again. … see more
UK Owned vacation home 10 mins from Disney Gates
Nice place to stay

This was a nice clean safe place to stay! We had wonderful weather during our stay and spent many hours in the screened in back porch playing cards enjoy the big gray birds walking thru! New fresh linens on all of the beds made for a good night's sleep while we were there. A washer and dryer was so convenient to keep up with the laundry as if I was at home! Quiet neighbors,just an overall good experience!see more

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