Find Romantic Hotels in Winter Garden, FL

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Check availability on Winter Garden Romantic Hotels

Top Winter Garden Romantic Hotels

Aerial view
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, (8722)
"Great stay"
United States
Breanna
The price is ￥23,040
￥32,878 total
includes taxes & fees
Nov 17 - Nov 18
The Grove Resort & Water Park Orlando
Pool
Upstay: 3BR Condo w Pool, Sauna—Near Disney

Upstay: 3BR Condo w Pool, Sauna—Near Disney

Winter Garden
The price is ￥9,901
￥42,044 total
includes taxes & fees
Nov 19 - Nov 20
Upstay: 3BR Condo w Pool, Sauna—Near Disney
Outdoor pool
The Oak View Place..

The Oak View Place..

Oakland
9.2 out of 10, Wonderful, (10)
"The VRBO looked brand new and I only knew it was not because of the reviews from previous years. The live oak trees on the property added to the beauty of the surroundings."
United States
Libba F.
The price is ￥27,833
￥44,649 total
includes taxes & fees
Nov 16 - Nov 17
The Oak View Place..
Pool
Upstay - Pet-Friendly Family Condo near Disney

Upstay - Pet-Friendly Family Condo near Disney

Winter Garden
The price is ￥9,901
￥42,044 total
includes taxes & fees
Nov 19 - Nov 20
Upstay - Pet-Friendly Family Condo near Disney
Pool
Upstay - Condo w Pool and More - Near Disney

Upstay - Condo w Pool and More - Near Disney

Winter Garden
9.0 out of 10, Wonderful, (22)
"My 2 girls are teenagers now so we decided to get a place with their own rooms. This 3 bedroom apartment was perfect. Great location and friendly development. It was missing basic condiments like salt and pepper but overall we had a great stay."
United States
Edward L.
The price is ￥9,901
￥42,044 total
includes taxes & fees
Nov 19 - Nov 20
Upstay - Condo w Pool and More - Near Disney
Pool
Upstay Condo with Outdoor Pool & Sauna

Upstay Condo with Outdoor Pool & Sauna

Winter Garden
10.0 out of 10, Exceptional, (1)
"The check in process was easy and quick. We had self check in and 2 balconies the view was amazing! We loved everything about this property"
United States
Trennecia B.
Upstay Condo with Outdoor Pool & Sauna
Pool
Family-Friendly Condo with Pool & Sauna

Family-Friendly Condo with Pool & Sauna

Winter Garden
The price is ￥24,599
￥55,369 total
includes taxes & fees
Nov 27 - Nov 28
Family-Friendly Condo with Pool & Sauna
Dining
Condo w Pool, Games Room - Pet Friendly

Condo w Pool, Games Room - Pet Friendly

Winter Garden
8.0 out of 10, Very Good, (3)
"The pictures you have are not the same that the actual property. The apartment was nice but it doesn't look nothing like the picture. The initial rental we got was change three times due to repairs. The customer service made the effort to find us an apartment. They were helpful and kind."
United States
Patricia W.
The price is ￥18,875
￥48,253 total
includes taxes & fees
Nov 25 - Nov 26
Condo w Pool, Games Room - Pet Friendly
Interior
Beautiful Condo w Outdoor Pool and Sauna

Beautiful Condo w Outdoor Pool and Sauna

Winter Garden
8.8 out of 10, Excellent, (5)
"My husband and I came to stay at the property for something work related. The space is tastefully decorated with open layout and ample space. It was also centrally located and close to many good restaurants and stores. Thank you for a great stay!"
United States
Veronica G.
Beautiful Condo w Outdoor Pool and Sauna
Property amenity
Holiday Inn Express & Suites Clermont Se West Orlando by IHG

Holiday Inn Express & Suites Clermont Se West Orlando by IHG

2.5 star property
Clermont
8.4 out of 10, Very Good, (1016)
"Staff was great room was clean and breakfast was great "
United States
Brittney
The price is ￥15,618
￥17,336 total
includes taxes & fees
Dec 14 - Dec 15
Holiday Inn Express & Suites Clermont Se West Orlando by IHG
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

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent
"👍"
CHAD 1-night trip
Posted 18 hours ago
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

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Frequently asked questions

Searching for romantic hotels in Winter Garden?
Are you in need of a romantic vacation? Our guests also love Winter Garden for its fun-filled attractions, major shopping area, and array of dining options. You might consider checking out some of the nearby sights and attractions such as Lake Butler, Orange County National Golf Club, or Lake Louisa State Park. If you're interested in staying close to a certain attraction, you can sort properties by neighborhood and proximity to top sights, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Winter Garden?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Winter Garden: The hottest months are usually August and July with an average temp of 82°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Winter Garden are August, July, September, and June, with each month seeing an average of 9 inches of rainfall.
What is there to do in Winter Garden?
There's nothing better than experiencing a new place with your sweetheart, so consider taking time to discover all there is to see and do in Winter Garden. If you're hoping to see some of the area's cultural attractions, you and your partner will love Winter Garden for its fun-filled attractions and major shopping area. You might think about visiting Lake Butler, Orange County National Golf Club, or Lake Louisa State Park.
What's the best way to get to Winter Garden and around town during my romantic getaway?
This information about transportation options in Winter Garden might help your romantic getaway go off without a hitch: To get to Winter Garden, book a flight to Orlando Intl. Airport (MCO), which is the closest major airport, located 19.3 mi (31 km) from the city center. If you'd like to venture out around the area, you may want a rental car for your journey.