A child riding a bicycle on a wooden boardwalk with a body of water and trees in the background.

Winter Garden Condominium Resorts to Rent

Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14
No exact matches found, but these alternatives could be just right

Recommended hotels in Winter Garden

A breakfast bar with various food dispensers, a seating area with a table and chairs, and large windows with a view of greenery.

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

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
3.0 star property
Bay Lake
9.4 out of 10, Exceptional, (5,671 reviews)
"Great breakfast and wonderful staff! Highly coming back here again!"
United States
Juana
$76 nightly
The price is $85
Nov 17 - Nov 18
Total with taxes and fees
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
A large hotel with multiple floors, a central courtyard, and a reflective water feature.

2. Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
3.0 star property
Bay Lake
9.6 out of 10, Exceptional, (2,295 reviews)
"A great place to stay!"
United States
Camille
$97 nightly
The price is $109
Nov 11 - Nov 12
Total with taxes and fees
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
A swimming pool with lounge chairs and a view of a building in the background.

3. Home2 Suites By Hilton Winter Garden

Home2 Suites By Hilton Winter Garden
3.0 star property
Winter Garden
9.4 out of 10, Exceptional, (521 reviews)
"Spacious rooms, very closed to Winter Garden strip."
United States
kenia
$110 nightly
The price is $123
Nov 15 - Nov 16
Total with taxes and fees
Home2 Suites By Hilton Winter Garden
A pool area with lounge chairs, a fire pit, and palm trees.

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

SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
3.5 star property
Bay Lake
9.0 out of 10, Wonderful, (2,333 reviews)
"clean room, great staff and great breakfast spread."
United States
Maria
$87 nightly
The price is $98
Oct 28 - Oct 29
Total with taxes and fees
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
An outdoor patio area with a fire pit, yellow and blue seating, and a covered section with a pergola.

5. Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings
3.0 star property
Bay Lake
9.4 out of 10, Exceptional, (6,188 reviews)
"Great stay"
United States
Ellen
$88 nightly
The price is $99
Nov 5 - Nov 6
Total with taxes and fees
Home2 Suites by Hilton Orlando at Flamingo Crossings
A pool area with lounge chairs, a fire pit, and palm trees.

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

TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
3.5 star property
Bay Lake
9.0 out of 10, Wonderful, (1,907 reviews)
"I LOVE this stay and will recommend to everyone ! The breakfast was so good and check in process was easy and the room was huge and spacious. I love that there was a microwave to heat up whatever left overs i had and a huge fridge. We also were ten minutes from Disney which was amazing since my trip was mainly for Disney."
United States
Jennifer
$87 nightly
The price is $98
Oct 26 - Oct 27
Total with taxes and fees
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
An outdoor patio with a barbecue grill, dining area, and umbrella.

7. Homewood Suites by Hilton Orlando at Flamingo Crossings

Homewood Suites by Hilton Orlando at Flamingo Crossings
3.0 star property
Bay Lake
9.4 out of 10, Exceptional, (2,756 reviews)
"Would absolutely stay here again. Super close to the Disney parks and within walking distance of shopping."
United States
Suzanne M.
$118 nightly
The price is $132
Oct 26 - Oct 27
Total with taxes and fees
Homewood Suites by Hilton Orlando at Flamingo Crossings
A resort with multiple buildings, a central swimming pool, and a waterway.

8. Hilton Vacation Club Aqua Sol Orlando West

Hilton Vacation Club Aqua Sol Orlando West
4.0 star property
Winter Garden
8.8 out of 10, Excellent, (3,948 reviews)
"We loved this hotel/resort!"
United States
Kevin
$119 nightly
The price is $134
Oct 29 - Oct 30
Total with taxes and fees
Hilton Vacation Club Aqua Sol Orlando West
A resort with multiple swimming pools, palm trees, and a large building in the background.

9. The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando
4.0 star property
Winter Garden
8.0 out of 10, Very good, (10,947 reviews)
"Great place to stay!"
United States
Jessica
$228 nightly
The price is $257
Oct 24 - Oct 25
Total with taxes and fees
The Grove Resort & Water Park Orlando
A modern kitchen with white cabinets, a central island with bar stools, a microwave, and a refrigerator.

10. Modern LuXuRy Unit in beautiful Down Town Winter Garden with WIFI, Cable & POOL

Modern LuXuRy Unit in beautiful Down Town Winter Garden with WIFI, Cable & POOL
Winter Garden
9.8 out of 10, Exceptional, (24 reviews)
"The property was perfect for our week with family"
United States
Steve S.
$310 nightly
The price is $344
Nov 10 - Nov 11
Total with taxes and fees
Modern LuXuRy Unit in beautiful Down Town Winter Garden with WIFI, Cable & POOL
Interior

11. Upstay: Stylish 3BR Condo w Pationear Disney

Upstay: Stylish 3BR Condo w Pationear Disney
4.0 star property
Winter Garden
$207 nightly
The price is $233
Oct 25 - Oct 26
Total with taxes and fees
Upstay: Stylish 3BR Condo w Pationear Disney
A modern interior with a curved sectional sofa, a round coffee table with a plant, and a brick wall.

12. Cozy 1-bedroom with AC in awesome Winter Garden

Cozy 1-bedroom with AC in awesome Winter Garden
Winter Garden
10.0 out of 10, Exceptional, (1 review)
"We enjoyed our stay and had a great experience. Gina communicated with us right away, so we knew how to check in or had any questions answered. The property is very cute and looks new and was spotless. The location of the property is great as well. Downtown Winter Garden is adorable with great restaurants and is an easy drive down Plant St. It also was very convenient to where we were visiting in Ocoee and Orlando.We had everything we needed, highly recommend this property, and would stay there...
United States
Anonymous traveler
$314 nightly
The price is $349
Oct 23 - Oct 24
Total with taxes and fees
Cozy 1-bedroom with AC in awesome Winter Garden
A spacious lobby with a high ceiling, exposed brick walls, and modern lighting fixtures.

13. Cozy 2 Bedroom Apartment in Winter Garden with fast wifi, pool & fitness room

Cozy 2 Bedroom Apartment in Winter Garden with fast wifi, pool & fitness room
Winter Garden
10.0 out of 10, Exceptional, (8 reviews)
"Place was clean and excellent location and club amenities "
United States
Anonymous traveler
$371 nightly
The price is $412
Oct 25 - Oct 26
Total with taxes and fees
Cozy 2 Bedroom Apartment in Winter Garden with fast wifi, pool & fitness room
A bedroom with a bed, a bedside table with a lamp, and a wall decorated with woven baskets.

14. Fire Pit & Yard: Updated Winter Garden Home!

Fire Pit & Yard: Updated Winter Garden Home!
3.0 star property
Winter Garden
$444 nightly
The price is $499
Oct 25 - Oct 26
Total with taxes and fees
Fire Pit & Yard: Updated Winter Garden Home!
Interior

15. FunTropicalTinyHomeGolfCartLake

FunTropicalTinyHomeGolfCartLake
Winter Garden
9.2 out of 10, Wonderful, (10 reviews)
"We had a great time! The host was spectacular. Our accommodations were very clean and comfortable! "
United States
Emily R.
$211 nightly
The price is $227
Oct 26 - Oct 27
Total with taxes and fees
FunTropicalTinyHomeGolfCartLake
Living area

16. StylishAptWtrGrdnOppLake&Prk&Yrd

StylishAptWtrGrdnOppLake&Prk&Yrd
Winter Garden
9.8 out of 10, Exceptional, (24 reviews)
"Great place to stay! "
United States
Lindsey W.
$193 nightly
The price is $207
Oct 29 - Oct 30
Total with taxes and fees
StylishAptWtrGrdnOppLake&Prk&Yrd
Room

17. Upstay Stylish 3BR Condo w Patio Near Disney

Upstay Stylish 3BR Condo w Patio Near Disney
2.0 star property
Winter Garden
$240 nightly
The price is $269
Oct 25 - Oct 26
Total with taxes and fees
Upstay Stylish 3BR Condo w Patio Near Disney
A bedroom with a bed, a bedside table with a lamp, and a wall decorated with woven baskets.

18. Fire Pit & Yard: Updated Winter Garden Home!

Fire Pit & Yard: Updated Winter Garden Home!
Winter Garden
9.6 out of 10, Exceptional, (12 reviews)
"Amazing House! Would stay again anytime!"
United States
Patrick O.
$449 nightly
The price is $499
Oct 25 - Oct 26
Total with taxes and fees
Fire Pit & Yard: Updated Winter Garden Home!
A spacious living area with a dining table, chairs, a sofa, and a kitchen in the background.

19. House with large deck, walking distance to Historic Downtown Winter Garden

House with large deck, walking distance to Historic Downtown Winter Garden
Winter Garden
9.8 out of 10, Exceptional, (29 reviews)
"If you need a nice place to stay in downtown Winter Garden, please consider this place. It is the perfect size for a party of 4 and it is conveniently located to downtown restaurant’s. We stayed 8 nights and could not have been happier."
United States
Sam M.
$371 nightly
The price is $412
Nov 8 - Nov 9
Total with taxes and fees
House with large deck, walking distance to Historic Downtown Winter Garden
A swimming pool with a brick deck, surrounded by tall trees and lounge chairs.

20. Upstay Large Family Condo w Pool, Sauna

Upstay Large Family Condo w Pool, Sauna
3.5 star property
Winter Garden
$216 nightly
The price is $243
Nov 18 - Nov 19
Total with taxes and fees
Upstay Large Family Condo w Pool, Sauna
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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Top Winter Garden Hotel Reviews

Marriott's Grande Vista

Marriott's Grande Vista

10/10 Excellent
"Very nice location. Very curious staff."
George 1-night trip
Posted 2 hours ago
Marriott's Grande Vista

Find out more about Winter Garden

Winter Garden Condo Resorts information

Number of reviews
13,684
Accommodation
1 Condo Resorts
Lowest Price
$85
Highest Price
$499

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