COVID-19 Update

The impact of COVID-19 on travel is unprecedented. Like you, we’re monitoring the situation. Rest assured, we’re here to help with questions about your plans. Learn more here: About the coronavirus outbreak (COVID-19)

Vacation Rentals & Villas in Winter Garden

Updating...

age 0-16
13144 Results

Relevance

Price: low to high

Price: high to low

Number of reviews

13,144 villas

' Special' 5 Star Vacation Home Near Attractions

Winter Garden house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$147

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.

Responds fast! avg. 3 hours 21 minutes

Price per night from

$107

Sun, Fun and Amusement Parks - $99/Night

Winter Garden house

3 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$81

Buckeye Butterfly Villa

Winter Garden camper van

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$147

UK Owned vacation home 10 mins from Disney Gates

Winter Garden house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$93

Downtown Winter Garden Cottage w/ Yard!

Winter Garden cottage

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 5 minutes

Price per night from

$107

Only Minutes to Disney World - Fully Furnished

Winter Garden villa

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$106

NEW! Modern Bungalow w/ BBQ, Short Walk to Dwtn!

Winter Garden house

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 4 minutes

Price per night from

$82

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

Winter Garden house

3 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 5 minutes

Price per night from

$113

Liki Tiki Village

Winter Garden condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$229

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

Winter Garden house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 48 minutes

Price per night from

$82

Great rentals within 20 miles that match your search

Amazing views from the pool! Windsor Hills Resort!

Four Corners house

6 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$206

Luxury Six Bedroom Home - Close to Disneyworld

Four Corners villa

6 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$200

VISTA CAY. New!POOLSIDE ESCAPE NEAR ALL PARKS, ATTRACTIONS & INTERNATIONAL DRIVE

Orlando apartment

3 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 1 hour 31 minutes

Price per night from

$287

477-ORLANDO-15 Min FROM DISNEY & OMNI RESORT

Four Corners house

8 bedrooms / 6 bathrooms / sleeps 26

Price per night from

$317

730-ORLANDO-CHAMPIONS GATE-15 Min FROM DISNEY & OMNI RESORT

Four Corners house

4 bedrooms / 1 bathroom / sleeps 11

Price per night from

$117

Oakwater Resort -2755GOWIS

Kissimmee house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$95

3 Bedroom Condo, Windsor Palms Resort *10 MINUTES from DISNEY* (105)

Four Corners villa

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$118

Luxurious

Orlando apartment

3 bedrooms / 4 bathrooms / sleeps 8

“Absolutly Wonderful!” Best value, best decor, most room for the $ Would have had to pay 3x more for a resort suite of the same size!

Price per night from

$162

3026PP

Four Corners townhouse

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$128

Brand New 5BD/4BA & private pool home next to Disney & Universal

Kissimmee house

5 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 2 hours 41 minutes

Price per night from

$185

3 MILES FROM DISNEY / SUN LAKE / 2 BED / 2 BATH/

Kissimmee condo

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 59 minutes

Price per night from

$117

The WHITE HOUSE 25 min from Disney

Zellwood house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$227

139 - Luxury 2 Masterbed/bath Unit with Garden View - International Drive

Orlando apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 43 minutes

Price per night from

$220

Sheraton Vistana Fountains II - Timeshare

Kissimmee hotel apartment

2 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$157

Spacious 5 bedroom home at Windsor Hills Resort

Four Corners house

5 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$177

Unit 25- 3 bedroom Emerald Island 8417

Kissimmee townhouse

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 10 minutes

Price per night from

$104

Marriott Cypress Harbor 2 bedroom sleeps 6

Orlando house

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$333

3 Bedroom 3 Bathroom Premium Napoli Town Home

Four Corners townhouse

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$153

1662ST

Kissimmee house

6 bedrooms / 5 bathrooms / sleeps 13

Price per night from

$287

3 Bed 2 Bath Premium Lakeview l 1006

Orlando apartment

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$223

Gorgeous, newly refurbished throughout 3 bed 2 bath private pool home

Four Corners villa

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 21 minutes

Price per night from

$163

1561OHT

Kissimmee house

4 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$241

H9063 Brand New 9B6.5B Poolvilla Minutes to Disney

Four Corners villa

9 bedrooms / 6 bathrooms / sleeps 18

Price per night from

$447

Excellent apartment in Orlando for up to 10 people

Four Corners apartment

3 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$315

New listing, Modern home, 10 min to disney with private pool

Four Corners villa

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$175

3BR 1st Floor Condo Near Disney, Lots of Amenities

Kissimmee condo

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$99

Orlando Vacation Rental Home

Davenport townhouse

4 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$115

Viewing 38 of 13,144
rentals in Winter Garden

×

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
Sun, Fun and Amusement Parks - $99/Night
Our 2012 Family & Disney Vacation

Our stay at 'Vista Del Lago' was delightful since it provides the type of comfort and tranquility you seek after having spend all day at the several amusement parks. The homely atmosphere in the morning makes you feel refreshed and well rested while having breakfast and preparing for another exciting day. The enormous space and the continuously regulated temperature provides the comfort you seek when traveling with a large family. In our case we were traveling with 7 family members including two children and my 90 years old Grandma who was able to easily take charge of the spacious kitchen and have us pampered with what she does best, which is preparing a rich breakfast every day so we could start the morning with a big smile. The home is so well situated that most of the parks and mayor shopping malls are easily accessible and far away at all. Our stay was really relaxing and fun while the charges were considerably low permitting us more space to explore unplanned additional sites. I believe we will be making use of this particular home as long as we plan to visit the Disney area with the children in the future.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

Also consider