A lakeside community with houses and boats.

Find Romantic Hotels in Windermere, FL

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Check availability on Windermere Romantic Hotels

Tonight
Sep 19 - Sep 20
Tomorrow
Sep 20 - Sep 21
Next weekend
Sep 25 - Sep 27
In two weeks
Oct 2 - Oct 4

Top Windermere Hotel Reviews

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent
"Spacious and clean. Great pool. We didn’t need much but a place to sleep for two nights and it was incredibly clean with top notch facilities. Also in a super convenient location for quick needs and traveling to other parts of Orlando. I will only stay here I. Future visits to Orlando."
Jamie 2-night trip
Posted 3 hours ago
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

10/10 Excellent
"Love everything highly recommend"
Patricio 1-night trip
Posted 7 hours ago
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

10/10 Excellent
"The room was nice and clean. The staff was friendly and they had good Wi-Fi."
Alicia 2-night trip
Posted 7 hours ago
DoubleTree by Hilton at the Entrance to Universal Orlando
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

10/10 Excellent
"Great stay"
Sophia 2-night trip
Posted 8 hours ago
Westgate Lakes Resort & Spa Universal Studios Area
Marriott's Grande Vista

Marriott's Grande Vista

10/10 Excellent
"Staff very professional and courteous . Booking process was smooth and check in process was amazing despite the long lines staff ensured quick accurate service ."
duante 2-night trip
Posted 11 hours ago
Marriott's Grande Vista

Frequently asked questions

Searching for romantic hotels in Windermere?
If you and your partner need some romantic time away, we've got just the ticket. You might consider checking out some of the nearby sights and attractions such as Isleworth Golf and Country Club, Lake Butler, or Tibet Butler Preserve. If you're interested in staying close to a particular destination, you can sort by neighborhood and proximity to top sights, so you and your partner will get to see everything on your list.
When is the best time of year for a romantic getaway to Windermere?
If you're looking forward to lots of outings with your partner, check out these details about year-round temperatures in Windermere: The hottest months are usually August and July with an average temp of 81°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Windermere are August, July, September, and June, with each month seeing an average of 8 inches of rainfall.
What is there to do in Windermere?
There's nothing better than wandering around a new place with your sweetheart, so consider checking out all that Windermere has to offer. You might think about visiting Isleworth Golf and Country Club, Lake Butler, or Tibet Butler Preserve.
What's the best way to get to Windermere and around town during my romantic getaway?
These transportation options in Windermere might help your romantic getaway go off without a hitch: To get to Windermere, you can fly into Orlando Intl. Airport (MCO), which is the closest major airport, located 14.5 mi (23.3 km) from the city center. If you'd like to explore around the area, you may want to rent a car for your trip.

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