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Check prices for these dates

In two weeks
12 Sep - 14 Sep
In two months
24 Oct - 26 Oct
In three months
21 Nov - 23 Nov
In four months
19 Dec - 21 Dec

Top Holiday Rentals in Winter Springs

Our top choices for Winter Springs holiday rentals

The View Studio Suites and Event Venue
Lobby sitting area

The View Studio Suites and Event Venue

3.5 star property
8.4 out of 10, Very good, (1258)
"Good location, friendly staff"
The price is ฿2,603
฿2,928 total
includes taxes & fees
31 Aug - 1 Sept
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, (2111)
"Great hotel with convenient 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, (3255)
"Good location, handy to all things…parks, shopping, dining the works. Super quite great to turn in after massive days out. Worth the stay"
The price is ฿2,604
฿3,302 total
includes taxes & fees
31 Aug - 1 Sept
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, (764)
"My stay at this place was great. I would stay here again "
The price is ฿2,074
฿2,734 total
includes taxes & fees
2 Sept - 3 Sept
The Point by Edge
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, (239)
"Great place love the stay "
The price is ฿3,691
฿4,153 total
includes taxes & fees
18 Sept - 19 Sept
Sonder by Marriott Bonvoy Vista Cay Apartments
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, (1545)
"Wonderful place to stay for families! The split level plan is great if two groups of families are traveling together. The townhouse was clean and close to everything we needed. Will definitely stay here again! "
Vista Cay Resort by Millenium at Universal Blvd
staySky Suites - I Drive Orlando
Outdoor pool, pool loungers

staySky Suites - I Drive Orlando

3.0 star property
7.8 out of 10, Good, (1229)
"Excellent option for those visiting the park "
The price is ฿2,219
฿2,714 total
includes taxes & fees
26 Aug - 27 Aug
staySky Suites - I Drive Orlando
Century Millenia
Apartment, 2 Bedrooms | Private kitchen | Toaster

Century Millenia

3.0 star property
9.0 out of 10, Wonderful, (79)
"Very comfortable,quite, safe and clean"
Century Millenia
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, (292)
"Definitely be back to this facility!"
The price is ฿2,589
฿2,913 total
includes taxes & fees
7 Sept - 8 Sept
Wellborn Hotel Downtown, Sonder by Marriott Bonvoy
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, (19)
"Amazing resort. "
The price is ฿2,888
฿5,400 total
includes taxes & fees
13 Sept - 14 Sept
Premium Condos near Universal Studios
Orlando Lakefront Tiny House Community
The Club House | 2 bedrooms, individually decorated, individually furnished

Orlando Lakefront Tiny House Community

3.0 star property
9.4 out of 10, Exceptional, (328)
"We enjoyed our stay."
The price is ฿2,468
฿5,146 total
includes taxes & fees
26 Aug - 27 Aug
Orlando Lakefront Tiny House Community
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, pool loungers

Vista Cay Resort by Casiola Vacation Homes

3.5 star property
8.8 out of 10, Excellent, (182)
"Excellent "
The price is ฿4,461
฿12,735 total
includes taxes & fees
26 Aug - 27 Aug
Vista Cay Resort by Casiola Vacation Homes
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
Vacational Apartment at Orlando 3608
Free WiFi

Vacational Apartment at Orlando 3608

2.0 star property
The price is ฿4,051
฿7,174 total
includes taxes & fees
6 Sept - 7 Sept
Vacational Apartment at Orlando 3608
Apt Close to Universal Studios With Hot Tub, Pool!
Studio, Accessible

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!
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 Luxury 3 Bedroom Condo 3066
Apartment, Accessible | 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
Vista Cay Modern
House (3 Bedrooms) | Property amenity

Vista Cay Modern

4.0 star property
10.0 out of 10, Exceptional, (3)
Vista Cay Modern
3919 Orlando Vacational Apartment
3 outdoor pools

3919 Orlando Vacational Apartment

3.0 star property
3919 Orlando Vacational Apartment
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 Springs Hotel Reviews

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

10/10 Excellent
"very good"
Mourad 4-night trip
Posted 17 hours ago
Universal's Cabana Bay Beach Resort

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 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 of 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 8 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 Orlando International Premium Outlets.

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.