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Featured Villas in Winter Garden and around

The Grove Resort & Water Park Orlando
3 outdoor pools, a heated pool, pool cabanas (surcharge), pool umbrellas

The Grove Resort & Water Park Orlando

4.0 star property
8.2 out of 10, Very good, (6661)
"Very family friendly "
The price is €196
includes taxes & fees
22 Dec - 23 Dec
The Grove Resort & Water Park Orlando
Hilton Vacation Club Aqua Sol Orlando West
2 outdoor pools, pool umbrellas, pool loungers

Hilton Vacation Club Aqua Sol Orlando West

4.0 star property
8.8 out of 10, Excellent, (3722)
"Muy cerca de todo."
The price is €131
includes taxes & fees
20 Dec - 21 Dec
Hilton Vacation Club Aqua Sol Orlando West
Home2 Suites by Hilton Orlando at Flamingo Crossings
Outdoor pool, open 9:00 AM to 10:00 PM, pool loungers

Home2 Suites by Hilton Orlando at Flamingo Crossings

3.0 star property
9.4 out of 10, Exceptional, (3724)
"Excellent location near and walkable local shopping and restaurants. Hotel staff were friendly during check in/out and also at breakfasts. A nice assortment of food for breakfast was provided. Rooms were spacious and very clean. "
The price is €159
includes taxes & fees
7 Jan - 8 Jan 2025
Home2 Suites by Hilton Orlando at Flamingo Crossings
Homewood Suites by Hilton Orlando at Flamingo Crossings
Outdoor pool, open 9:00 AM to 10:00 PM, pool loungers

Homewood Suites by Hilton Orlando at Flamingo Crossings

3.0 star property
9.4 out of 10, Exceptional, (1527)
"Very quiet and clean"
The price is €159
includes taxes & fees
9 Jan - 10 Jan 2025
Homewood Suites by Hilton Orlando at Flamingo Crossings
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
Lobby

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

2.5 star property
9.4 out of 10, Exceptional, (2480)
"The property was pleasant. The room was very comfortable and very clean. The staff was pleasant and ready to help"
The price is €134
includes taxes & fees
7 Jan - 8 Jan 2025
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Outdoor pool, a heated pool

SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

3.5 star property
9.0 out of 10, Wonderful, (1917)
"This is our third time staying at this very lovely hotel. The hotel is very clean stocked very quiet. The pool area is clean, quiet and perfectly taken care of. You have our business many many more nights friends "
The price is €117
includes taxes & fees
9 Jan - 10 Jan 2025
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Outdoor pool, a heated pool

TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

3.5 star property
9.0 out of 10, Wonderful, (1377)
"Loud rattling AC units make it difficult to sleep. Unfortunately very common in hotels. Nice pool. Parking should be free, there is a daily charge. "
The price is €120
includes taxes & fees
6 Jan - 7 Jan 2025
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
Outdoor pool, open 8:00 AM to 11:00 PM, pool umbrellas, pool loungers

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

3.0 star property
9.6 out of 10, Exceptional, (1314)
"The property was amazing for my family & the suite was super nice. From kitchen stove to microwave. And the breakfast amazing! "
The price is €158
includes taxes & fees
12 Jan - 13 Jan 2025
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
Edgewater Hotel
City view from property

Edgewater Hotel

2.5 star property
9.6 out of 10, Exceptional, (288)
"Wonderful staff and the hotel is charming "
The price is €155
includes taxes & fees
5 Jan - 6 Jan 2025
Edgewater Hotel
Orange County National Lodge
BBQ/picnic Area

Orange County National Lodge

3.0 star property
7.4 out of 10, Good, (252)
"What an unbelievable place this is it’s on a beautiful golf course and the staff was amazing and the accommodations are simple, but elegant, and it has BaggoL"
Orange County National Lodge
Home2 Suites By Hilton Winter Garden
Exterior

Home2 Suites By Hilton Winter Garden

3.0 star property
9.4 out of 10, Exceptional, (151)
"The staff was wonderful. The rooms were spacious and clean. "
The price is €140
includes taxes & fees
12 Jan - 13 Jan 2025
Home2 Suites By Hilton Winter Garden
Family Resort 5 minutes from Disney and other major attractions
Pool

Family Resort 5 minutes from Disney and other major attractions

9.4 out of 10, Exceptional, (3)
"We enjoy Orange Lake Resort in Kissimmee FL very much. We wanted the West Village hoping to get a duplex villa. We were given a 2 bedroom villa that was located on a very busy side road that had a lot of employee traffic. We will not be staying in that location again. The grounds a nicely kept. The buildings could use some maintenance and upkeep. Loose screws in door jams, roofing tiles cracked. The owner we rented with was very cooperative in the rental process. We went at the beginning of May,...
Family Resort 5 minutes from Disney and other major attractions
2 bedroom villa, sleeps 8. 5 minutes to the theme parks.
Pool

2 bedroom villa, sleeps 8. 5 minutes to the theme parks.

2 bedroom villa, sleeps 8. 5 minutes to the theme parks.
Holiday Inn Club Vacations At Orange Lake Resort - North Village - 1BR
Pool

Holiday Inn Club Vacations At Orange Lake Resort - North Village - 1BR

Holiday Inn Club Vacations At Orange Lake Resort - North Village - 1BR
The Palisades Resort Orlando
Outdoor pool

The Palisades Resort Orlando

2.0 star property
7.6 out of 10, Good, (999)
"Check your notes I've called and I'm very upset thinking about taking legal action against you and them"
The Palisades Resort Orlando
Just minutes from Walt Disney World
Lobby

Just minutes from Walt Disney World

Just minutes from Walt Disney World
Stay near magic! 3-bedroom resort room, just a 12-min drive away from from parks
Pool

Stay near magic! 3-bedroom resort room, just a 12-min drive away from from parks

Stay near magic! 3-bedroom resort room, just a 12-min drive away from from parks
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Winter Garden

Lake Buena Vista Resort Village & Spa
2 outdoor pools, a heated pool, open 8:00 AM to 10:00 PM, pool umbrellas

Lake Buena Vista Resort Village & Spa

4.0 star property
8.4 out of 10, Very good, (8202)
"Our room flood due to pipe breaking next door had to wait 6 hrs for them to move us and they didn’t even say sorry wasted the whole day waiting to have move 4 people to a whole different building not even a sorry "
The price is €194
includes taxes & fees
19 Dec - 20 Dec
Lake Buena Vista Resort Village & Spa
The View Studio Suites and Event Venue
Property entrance

The View Studio Suites and Event Venue

3.5 star property
8.4 out of 10, Very good, (635)
"Awesome property,friendly staff and very clean.."
The price is €82
includes taxes & fees
5 Jan - 6 Jan 2025
The View Studio Suites and Event Venue
Floridays Resort Orlando
2 outdoor pools, a heated pool, open 7:00 AM to 11:00 PM, pool umbrellas

Floridays Resort Orlando

3.5 star property
8.6 out of 10, Excellent, (11112)
"The property was very spacious and, clean a the staff was so friendly. They was helpful and an eager to answer any questions or assist you in anyway. "
The price is €205
includes taxes & fees
19 Dec - 20 Dec
Floridays Resort Orlando
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much do villas in Winter Garden cost?
Prepare to pay between and per night for a villa in Winter Garden. No matter your budget, the perfect stay is only a click or two away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why book your villa in Winter Garden with Expedia?
We think that holidays should be stress-free, so if you’re in search of villas at a competitive price, Expedia delivers. Save cash and choose an all-inclusive stay, or splurge on a luxury villa to treat your sweetheart. Our handy filters make it easy to find an escape in Winter Garden that checks your boxes.
How can I find cheap villas in Winter Garden?
Expedia is here to help you locate cheap villas in Winter Garden. Simply use the filter tool to choose star rating, budget and amenities to refine your search and find a fantastic place to stay in a few quick clicks.
What is there to do near my villa in Winter Garden?
Whatever you love doing, Winter Garden has a whole lot to capture your imagination. Winter Garden Heritage Museum, Garden Theatre and Carter Family Bowl are on many visitors’ schedules. Don’t miss Orange County National Golf Club, Resurrection Catholic Church and West Orange Trail either. With Expedia’s Winter Garden hotel deals, you’ll be able to see more fabulous attractions like these with the money you save.