Compare Winter Springs Villas

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Villas in Winter Springs

6B/5B Estate on 2+ Acres W/Pool, Guesthouse, Theater & More

6B/5B Estate on 2+ Acres W/Pool, Guesthouse, Theater & More

Guests staying at this villa have access to laundry facilities, barbecue grills, and a garden. Transportation is made easy with limo/town car service. Helpful staff is there to provide concierge services, as well as offer insight about the area.
Pool
Kitchen
At Lakes Upscale Villa/Next to Downtown Orlando

At Lakes Upscale Villa/Next to Downtown Orlando

Guests staying at this villa have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Renovated Condo by Convention Center & I-drive

Renovated Condo by Convention Center & I-drive

4 out of 5
4114 Breakview Drive #109, Orlando, FL
At this villa, guests enjoy an outdoor pool, a gym, and free WiFi in public areas. A stay here includes free parking. Friendly staff can provide concierge services, and also offer advice about sightseeing. Other amenities at this family-friendly villa include an arcade/game room and barbecue grills.
Pool
Kitchen
Vista Cay Modern

Vista Cay Modern

4 out of 5
4846 Tidecrest Ave #192, Orlando, FL
Guests of this villa enjoy features like an outdoor pool, a gym, and an ATM. If you decide to drive, there's free offsite parking.
Pool
Kitchen
Majestic Dreams

Majestic Dreams

4 out of 5
4845 Tidecrest Avenue #145, Orlando, FL
Guests of this villa enjoy features like an outdoor pool, a gym, and an arcade/game room. If you decide to drive, there's free parking. Other amenities at this family-friendly villa include an ATM and barbecue grills.
Pool
Kitchen
Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix

Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix

$187 nightly
The price is $207 total per night
$207 total
Jun 2 - Jun 3
Total includes taxes and fees
This villa features a gym and laundry facilities.
Washer
Dryer
Gator Palace: Stylish 5-bedroom, 4-bath home, with upstairs loft. Sleeps 12.

Gator Palace: Stylish 5-bedroom, 4-bath home, with upstairs loft. Sleeps 12.

At this villa, guests have access to features like laundry facilities.
Kitchen
Washer
Gator Manor: Elegant 6-bedroom, 6-bath home, sleeps 12. Ideal for large groups

Gator Manor: Elegant 6-bedroom, 6-bath home, sleeps 12. Ideal for large groups

At this villa, guests have access to features like laundry facilities. This smoke-free villa also has a garden.
Kitchen
Washer
Rustic Hideaway - Modern Estate - Great Location + Pet Friendly!

Rustic Hideaway - Modern Estate - Great Location + Pet Friendly!

This villa offers a water park, an arcade/game room, and laundry facilities. Other amenities at this family-friendly villa include barbecue grills and a garden.
Kitchen
Washer
Don't see what you're looking for?
See all available properties in Winter Springs
View all properties
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.

Hotel Options in Winter Springs

    DoubleTree by Hilton at the Entrance to Universal Orlando

    DoubleTree by Hilton at the Entrance to Universal Orlando

    5780 Major Blvd, Orlando, FL
    $93 nightly
    The price is $104 total per night from Jun 22 to Jun 23
    $104 total
    Jun 22 - Jun 23
    Total includes taxes and fees
    8.2/10 Very Good! (6,285 reviews)
    Hyatt Regency Orlando International Airport

    Hyatt Regency Orlando International Airport

    9300 Jeff Fuqua Boulevard, Orlando, FL
    $199 nightly
    The price is $224 total per night from Jun 1 to Jun 2
    $224 total
    Jun 1 - Jun 2
    Total includes taxes and fees
    9.4/10 Exceptional! (3,263 reviews)
    Universal's Cabana Bay Beach Resort

    Universal's Cabana Bay Beach Resort

    6550 Adventure Way, Orlando, FL
    $243 nightly
    The price is $273 total per night from Jun 16 to Jun 17
    $273 total
    Jun 16 - Jun 17
    Total includes taxes and fees
    8.8/10 Excellent! (5,171 reviews)

Luxury Villas

Book luxury villas in Winter Springs
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Winter Springs. Villas, with their thoughtful layout and elegant décor, let you travel in style. They come in a variety of sizes and offer a great experience, whether you’re traveling on your own or with a group of friends. Orbitz has fantastic deals on villas in Winter Springs, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in Winter Springs
You won’t have a problem finding your own space in Winter Springs. If you’re traveling in a group, go for a three-bedroom or larger villa; separate bedrooms can make it that much easier to keep the peace, especially when you’re all staying in one house. You can also explore Winter Springs on your own and use a one-bedroom villa as your home base.

A top-end villa experience in Winter Springs rivals that of a luxury resort. Float in a swimming pool with an elaborate mosaic bottom, work out in your own gym, and let the daily housekeeping staff clean up after you while a private chef whips up one delicious meal after another. This is the life!

Winter Springs Villas essential information

Accommodation
78 Villas
Lowest Price
$104
Highest Price
$273
Popular accommodation
6B/5B Estate on 2+ Acres W/Pool, Guesthouse, Theater & More, At Lakes Upscale Villa/Next to Downtown Orlando, Renovated Condo by Convention Center & I-drive, Vista Cay Modern, Majestic Dreams, Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix, Gator Palace: Stylish 5-bedroom, 4-bath home, with upstairs loft. Sleeps 12., Gator Manor: Elegant 6-bedroom, 6-bath home, sleeps 12. Ideal for large groups, Rustic Hideaway - Modern Estate - Great Location + Pet Friendly!

Villas in Winter Springs

Most Popular

More Places To Stay in Winter Springs