Winter Garden Hotel Guide - Romantic Hotels in Winter Garden, Florida

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Check availability on Winter Garden Romantic Hotels

Tonight
28 Nov - 29 Nov
Tomorrow
29 Nov - 30 Nov
This weekend
28 Nov - 30 Nov
Next weekend
5 Dec - 7 Dec

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, (8801)
"Great stay"
United States
Breanna
The price is €154
includes taxes & fees
2 Dec - 3 Dec
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 €237
includes taxes & fees
9 Dec - 10 Dec
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 €255
includes taxes & fees
30 Nov - 1 Dec
The Oak View Place..
Pool
Upstay - Pet-Friendly Family Condo near Disney

Upstay - Pet-Friendly Family Condo near Disney

Winter Garden
Upstay - Pet-Friendly Family Condo near Disney
Pool
Family-Friendly Condo with Pool & Sauna

Family-Friendly Condo with Pool & Sauna

Winter Garden
The price is €213
includes taxes & fees
1 Dec - 2 Dec
Family-Friendly Condo with Pool & Sauna
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
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)
"Great place! Convenient, cozy and clean!"
United States
SHARLA B.
The price is €237
includes taxes & fees
9 Dec - 10 Dec
Upstay - Condo w Pool and More - Near Disney
Pool
Beautiful Condo w Outdoor Pool and Sauna

Beautiful Condo w Outdoor Pool and Sauna

Winter Garden
8.8 out of 10, Excellent, (5)
"I loved it!!"
United States
Telicia D.
Beautiful Condo w Outdoor Pool and 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)
"Property is very clean, with easy access and parking. Property management team is responsive and helpful."
United States
Catherine T.
Condo w Pool, Games Room - Pet Friendly
4 outdoor pools, open 5:30 AM to midnight, pool cabanas (surcharge)
Rosen Shingle Creek

Rosen Shingle Creek

4.5 star property
Orlando
9.4 out of 10, Exceptional, (4304)
"Great resort "
United States
Camille
The price is €108
includes taxes & fees
19 Dec - 20 Dec
Rosen Shingle Creek
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

CoCo Key Hotel and Water Resort 

CoCo Key Hotel and Water Resort 

10/10 Excellent
"Room need air freshener "
yokasta 3-night trip
Posted 12 hours ago
CoCo Key Hotel and Water Resort 

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Frequently asked questions

Searching for romantic hotels in Winter Garden?
Are you looking for a romantic getaway? 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 Orange County National Golf Club, Lake Louisa State Park or Disney's Magnolia Golf Course. If you're interested in staying close to a particular destination, you can sort properties by neighbourhood or distance to top landmarks, 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, take a look at these details about year-round temperatures in Winter Garden: The hottest months are usually August and July, with an average temperature of 28°C, while the coldest months are January and February, with an average of 18°C. The rainiest months in Winter Garden are August, July, September and June, with each month seeing an average of 217 mm 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 Orange County National Golf Club, Lake Louisa State Park or Disney's Magnolia Golf Course.
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 trip get off to a smooth start: To get to Winter Garden, book a flight to Orlando International Airport (MCO), which is the closest major airport, located 19.3 mi (31 km) from the city centre. If you'd like to venture out around the area, you may want to rent a car for your trip.