Photo by Stephanie Moraca

Winter Springs Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Sep 28 - Sep 29
Tomorrow
Sep 29 - Sep 30
Next weekend
Oct 3 - Oct 5
In two weeks
Oct 10 - Oct 12

Vacation Rentals in Winter Springs

The View Studio Suites and Event Venue
Lobby sitting area

The View Studio Suites and Event Venue

3.0 star property
8.4 out of 10, Very Good, (1295)
"We had a great stay! "
The price is P4,972
P5,593 total
includes taxes & fees
Sep 30 - Oct 1
The View Studio Suites and Event Venue
Florida Hotel & Conference Center in the Florida Mall
Reception

Florida Hotel & Conference Center in the Florida Mall

3.5 star property
9.2 out of 10, Wonderful, (2146)
"Great location"
Florida Hotel & Conference Center in the Florida Mall
The Point Hotel & Suites
Outdoor pool

The Point Hotel & Suites

3.5 star property
8.0 out of 10, Very Good, (3275)
"Room looked just like the photos online. Very comfortable and clean. "
The price is P5,105
P6,412 total
includes taxes & fees
Sep 30 - Oct 1
The Point Hotel & Suites
The Point by Edge
Terrace/patio

The Point by Edge

4.0 star property
8.4 out of 10, Very Good, (785)
"Gorgeous room and friendly staff."
The price is P4,658
P5,959 total
includes taxes & fees
Sep 30 - Oct 1
The Point by Edge
Vista Cay Resort by Millenium at Universal Blvd
2 outdoor pools, pool umbrellas, sun loungers

Vista Cay Resort by Millenium at Universal Blvd

3.5 star property
8.6 out of 10, Excellent, (1553)
"Enjoy my stay always "
Vista Cay Resort by Millenium at Universal Blvd
Sonder by Marriott Bonvoy Vista Cay Apartments
Outdoor pool

Sonder by Marriott Bonvoy Vista Cay Apartments

3.5 star property
9.0 out of 10, Wonderful, (247)
"I love this property it was clean and the pool was fabulous. The concierge was helpful and friendly i definitely will be staying there again"
The price is P5,140
P5,783 total
includes taxes & fees
Oct 12 - Oct 13
Sonder by Marriott Bonvoy Vista Cay Apartments
Wellborn Hotel Downtown, Sonder by Marriott Bonvoy
Property amenity

Wellborn Hotel Downtown, Sonder by Marriott Bonvoy

4.0 star property
8.2 out of 10, Very Good, (310)
"The staff was great, the room was really nice and comfortable, the ambiance was great "
The price is P6,228
P7,006 total
includes taxes & fees
Oct 19 - Oct 20
Wellborn Hotel Downtown, Sonder by Marriott Bonvoy
Century Millenia
Private kitchen

Century Millenia

3.0 star property
9.0 out of 10, Wonderful, (88)
"Perfect stay for family or any vacation"
Century Millenia
staySky Suites - I Drive Orlando
Outdoor pool, sun loungers

staySky Suites - I Drive Orlando

3.0 star property
7.8 out of 10, Good, (1230)
"Excellent option for those visiting the park "
The price is P4,431
P5,374 total
includes taxes & fees
Oct 5 - Oct 6
staySky Suites - I Drive Orlando
Orlando's Sunshine Resort
BBQ/picnic area

Orlando's Sunshine Resort

3.5 star property
9.2 out of 10, Wonderful, (232)
"great location "
Orlando's Sunshine Resort
Premium Condos near Universal Studios
Indoor pool, 2 outdoor pools, open 8:00 AM to 8:00 PM, pool umbrellas

Premium Condos near Universal Studios

3.5 star property
9.0 out of 10, Wonderful, (20)
"Room was very clean and modern and at a perfect spot for us, it was quiet throughout the duration until the last day before checkout where a lot of maintenance was happening and guest above us started slamming and stomping around. It was a little agitating to watch TV when everyone in the hotel keeps connecting to the TV and interrupting our show. The hotel has the perfect location for the parks, universal and Disney with only 20 minute drive and 40 minute walk to universal. Hotel is close to...
The price is P5,181
P9,688 total
includes taxes & fees
Oct 26 - Oct 27
Premium Condos near Universal Studios
Vista Cay Resort by Your Vista Cay
Exterior

Vista Cay Resort by Your Vista Cay

3.5 star property
9.2 out of 10, Wonderful, (15)
"Great location and amenities. Host very responsive. We enjoyed our stay. "
Vista Cay Resort by Your Vista Cay
Vista Cay Resort by Casiola Vacation Homes
3 outdoor pools, a heated pool, pool umbrellas, sun loungers

Vista Cay Resort by Casiola Vacation Homes

3.5 star property
8.8 out of 10, Excellent, (182)
"Nice place, comfortable. "
The price is P8,004
P22,849 total
includes taxes & fees
Sep 30 - Oct 1
Vista Cay Resort by Casiola Vacation Homes
4816 Cayview Avenue #303
Interior

4816 Cayview Avenue #303

4.0 star property
2.0 out of 10, (1)
The price is P16,644
P32,467 total
includes taxes & fees
Sep 30 - Oct 1
4816 Cayview Avenue #303
Vacational Apartment at Orlando 3608
Free WiFi

Vacational Apartment at Orlando 3608

2.0 star property
Vacational Apartment at Orlando 3608
3697 Orlando Vacational Apartment 1st floor near Universal Studios
Exterior

3697 Orlando Vacational Apartment 1st floor near Universal Studios

3.5 star property
7.4 out of 10, Good, (6)
"Cute apartment. Very clean with modern furnishings and decorations. The owner had everything you would need especially kitchen items. "
3697 Orlando Vacational Apartment 1st floor near Universal Studios
Vista Cay Modern
Property amenity

Vista Cay Modern

4.0 star property
10.0 out of 10, Exceptional, (3)
Vista Cay Modern
Apt Close to Universal Studios With Hot Tub, Pool!
Room

Apt Close to Universal Studios With Hot Tub, Pool!

2.0 star property
6.8 out of 10, (3)
"Loved the pool/ jacuzzi.. great location.."
Apt Close to Universal Studios With Hot Tub, Pool!
3648 Orlando Vacational Apartment 2nd floor, Lake view
3 outdoor pools

3648 Orlando Vacational Apartment 2nd floor, Lake view

3.5 star property
7.2 out of 10, Good, (7)
"I loved it everything about this property and wouldn't mind going again in the future"
3648 Orlando Vacational Apartment 2nd floor, Lake view
Vista Cay Luxury 3 Bedroom Condo 3066
3 bedrooms

Vista Cay Luxury 3 Bedroom Condo 3066

2.0 star property
10.0 out of 10, Exceptional, (1)
Vista Cay Luxury 3 Bedroom Condo 3066
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winter Springs Hotel Reviews

DoubleTree by Hilton Hotel Orlando Downtown

DoubleTree by Hilton Hotel Orlando Downtown

10/10 Excellent
"Pool was nice and clean but no laundry "
Jason 2-night trip
Posted 2 hours ago
DoubleTree by Hilton Hotel Orlando Downtown

Find out more about Winter Springs

Find out more about Winter Springs

Search for holiday rentals in Winter Springs on Expedia! You can easily find your home rentals, villas, holiday apartments in Winter Springs using one of the methods below:

  • View our selection of featured holiday rentals in Winter Springs
  • Use the map to find apartments and other holiday homes in the Winter Springs neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Winter Springs while they last

Look no further and take a look at our great range of rental properties in Winter Springs!

Frequently asked questions

Can I find vacation rentals in Winter Springs?

Yes, we give you a choice of vacation rentals near popular attractions in Winter Springs, or you can select a more secluded option if you're looking for a relaxing stay. Winter Springs is known for its temples and breweries. Make sure you have time to check out the baseball games and lake views during your trip.

What are some of the best vacation home rentals that Winter Springs has to offer?

Vista Cay Resort by Casiola Vacation Homes: Visitors like this Winter Springs vacation home rental. It is located on a lake and has a private balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher, and a stovetop. It offers a garden, an arcade game room, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Winter Springs?

Expedia has 9 vacation rentals for your stay in Winter Springs.

What’s there to see and do in Winter Springs?

Boombah-Soldiers Creek Park and Lake Jesup are a couple of lovely local spots to get outside and enjoy nature. While in the area, you can also visit popular places like Kia Center and Orlando International Premium Outlets.

What’s a vacation rental in Winter Springs like?

A vacation rental is a private property where you can stay for a couple of days or more in Winter Springs. Vacation rentals offer extras such as patios, hot tubs, and fire pits to help you enjoy your stay. If you're concerned about cleanliness, a vacation rental can provide a sense of security away from public hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for a small group gathering.