Photo by Stephanie Moraca

Winter Springs Holiday Rentals

    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
25 Jun - 26 Jun
Tomorrow
26 Jun - 27 Jun
This weekend
27 Jun - 29 Jun
Next weekend
4 Jul - 6 Jul

Holiday Rentals in Winter Springs

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, (2002)
"Great place to stay."
Florida Hotel & Conference Center in the Florida Mall
The View Studio Suites and Event Venue
Exterior

The View Studio Suites and Event Venue

3.5 star property
8.4 out of 10, Very good, (1139)
"Nice staff, nice room, excellent breakfast. "
The View Studio Suites and Event Venue
The Point Hotel & Suites
Outdoor pool

The Point Hotel & Suites

3.5 star property
8.0 out of 10, Very good, (3208)
"Nice place to stay"
The Point Hotel & Suites
staySky Suites - I Drive Orlando
Outdoor pool, pool loungers

staySky Suites - I Drive Orlando

3.0 star property
7.8 out of 10, Good, (1220)
"Great location! "
staySky Suites - I Drive Orlando
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, (278)
"Every room was unique and I could choose the one I thought was the best for me. "
The price is S$103
includes taxes & fees
14 Jul - 15 Jul
Wellborn Hotel Downtown, Sonder by Marriott Bonvoy
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, (215)
"Nice , quiet property, perfect for families. "
The price is S$220
includes taxes & fees
20 Jul - 21 Jul
Sonder by Marriott Bonvoy Vista Cay Apartments
Century Millenia
Private kitchen

Century Millenia

3.0 star property
8.8 out of 10, Excellent, (66)
"Very clean. Really nice. "
Century Millenia
Orlando Lakefront Tiny House Community
2 bedrooms, individually decorated, individually furnished

Orlando Lakefront Tiny House Community

3.0 star property
9.4 out of 10, Exceptional, (318)
"We enjoyed our stay, I loved the the view of the lake from the main bedroom ,it’s a beautiful and relaxing place."
Orlando Lakefront Tiny House Community
Orlando's Sunshine Resort
BBQ/picnic Area

Orlando's Sunshine Resort

3.5 star property
9.2 out of 10, Wonderful, (227)
"Nice property. We really enjoyed our stay."
Orlando's Sunshine Resort
Vista Cay Resort by Millenium at Universal Blvd
2 outdoor pools, pool umbrellas, pool loungers

Vista Cay Resort by Millenium at Universal Blvd

3.5 star property
8.6 out of 10, Excellent, (1541)
"Very nice property "
Vista Cay Resort by Millenium at Universal Blvd
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, (16)
"There was great communication from the property manager and the place was clean. Had a really good experience and stay, will recommend!"
Premium Condos near Universal Studios
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 Resort by Your Vista Cay
Exterior

Vista Cay Resort by Your Vista Cay

3.5 star property
9.6 out of 10, Exceptional, (13)
"The property was very clean and I enjoyed my stay. "
Vista Cay Resort by Your Vista Cay
3919 Orlando Vacational Apartment
3 outdoor pools

3919 Orlando Vacational Apartment

3.0 star property
3919 Orlando Vacational Apartment
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.."
The price is S$207
includes taxes & fees
1 Jul - 2 Jul
Apt Close to Universal Studios With Hot Tub, Pool!
Modern 1BR Suite - King Bed Pool - Near Disney
1 bedroom, Internet

Modern 1BR Suite - King Bed Pool - Near Disney

2.5 star property
6.0 out of 10, (2)
"I had to change rooms because the room I was given at first the AC was not working. I mentioned the AC not working because how fast they took care of the issue. Once I was moved I loved staying there. It was quiet and relaxing. I would stay there again."
The price is S$233
includes taxes & fees
9 Jul - 10 Jul
Modern 1BR Suite - King Bed Pool - Near Disney
Vista Cay Luxury 3 Bedroom Condo 3066
Room

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
Vista Cay Resort by Casiola Vacation Homes
3 outdoor pools, a heated pool, pool umbrellas, pool loungers

Vista Cay Resort by Casiola Vacation Homes

3.5 star property
8.8 out of 10, Excellent, (180)
"Excellent "
Vista Cay Resort by Casiola Vacation Homes
Premier Resort Condos Near Universal
Bar (on property)

Premier Resort Condos Near Universal

3.0 star property
6.0 out of 10, (1)
Premier Resort Condos Near Universal
Modern Family Retreat Near Orlando Attractions
Floor plan

Modern Family Retreat Near Orlando Attractions

3.0 star property
Modern Family Retreat Near Orlando Attractions
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Frequently asked questions

Can I find holiday rentals in Winter Springs?

Yes, there are holiday rentals close to the most popular sights 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 holiday rentals that Winter Springs has to offer?

Vista Cay Resort by Casiola Vacation Homes: This holiday home rental outside Winter Springs is located on a lake, and has a private balcony, a terrace and a BBQ 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/games room and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Winter Springs?

Expedia has 7 holiday 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 such as Kia Center and Camping World Stadium.

What’s a holiday rental in Winter Springs like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winter Springs. Holiday rentals offer amenities like WiFi and washers and dryers so you'll have everything you want. If you're concerned about a sanitised environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for family trips.