Photo by Stephanie Moraca

Winter Springs Holiday Rentals

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Holiday Rentals in Winter Springs

The View Studio Suites and Event Venue

3.0 star property
8.4 out of 10, Very good, (1031)
"Very beautiful quite place that’s definitely worth visiting "
The price is NZ$150
includes taxes & fees
24 Apr - 25 Apr
The View Studio Suites and Event Venue

Florida Hotel & Conference Center in the Florida Mall

3.5 star property
9.2 out of 10, Wonderful, (1879)
"Great stay at a great hotel"
The price is NZ$393
includes taxes & fees
24 Apr - 25 Apr
Florida Hotel & Conference Center in the Florida Mall

Sonder Vista Cay

3.5 star property
9.0 out of 10, Wonderful, (197)
"Apartment was clean. "
The price is NZ$265
includes taxes & fees
22 May - 23 May
Sonder Vista Cay

Sonder Wellborn

4.0 star property
8.4 out of 10, Very good, (263)
"My stay was great. Its a dated property so be prepared for that but everything functioned properly, so nothing to worry about. Nice decor all around, loved the wellborn bar area, id definitely stay again."
The price is NZ$170
includes taxes & fees
13 May - 14 May
Sonder Wellborn

The Point Hotel & Suites

3.5 star property
8.0 out of 10, Very good, (3179)
"The only place i stay when visiting Orlando. Definitely recommend if traveling with a family. Convenient in suite amenities like jacuzzi tub, and full kitchdn "
The price is NZ$237
includes taxes & fees
29 Apr - 30 Apr
The Point Hotel & Suites

Orlando Lakefront Tiny House Community

3.0 star property
9.4 out of 10, Exceptional, (290)
"Rich was very helpful and available "
The price is NZ$268
includes taxes & fees
12 May - 13 May
Orlando Lakefront Tiny House Community

Sonder at The Point

4.0 star property
8.4 out of 10, Very good, (708)
"Great location and well set up. "
The price is NZ$246
includes taxes & fees
24 Apr - 25 Apr
Sonder at The Point

staySky Suites - I Drive Orlando

3.0 star property
7.8 out of 10, Good, (1210)
"Great Location"
The price is NZ$161
includes taxes & fees
5 May - 6 May
staySky Suites - I Drive Orlando

Orlando's Sunshine Resort

3.5 star property
9.2 out of 10, Wonderful, (221)
"It was really nice because there are 2 bedrooms (one with 2 queens and one with a king bed). The room with the queens had a full bathroom across a small hallway and the king room had a nice en-suite with an additional jacuzzi tub along with the shower. The kitchen and living room had everything we needed. It’s close to a phenomenal amusement park called Fun Spot plus it’s across the street from a grocery store. Also really close to Universal Studios. Overall, very happy - thanks for the great...
Orlando's Sunshine Resort

Premium Condos near Universal Studios

3.5 star property
9.0 out of 10, Wonderful, (12)
"The property managers communicated very well. The property is right in the heart of international Blvd and close to all parks and food. The bed in this unit is extremely soft and plush. There is a laundry a facility immediately across the hallway that made it easy to travel home with clean clothes**we left the next guest laundry soap, bleach and dryer sheets under the sink in the unit since there weren’t any** Definitely an easy stay!! Would recommend."
The price is NZ$280
includes taxes & fees
8 May - 9 May
Premium Condos near Universal Studios

Vista Cay Resort by Millenium at Universal Blvd

3.5 star property
8.6 out of 10, Excellent, (1534)
"Very nice property "
Vista Cay Resort by Millenium at Universal Blvd

Quiet Oasis in Lovely Neighborhood

9.8 out of 10, Exceptional, (131)
"We had an amazing stay here and wished we could have stayed longer, everything was perfect and we are so grateful."
The price is NZ$317
includes taxes & fees
29 Apr - 30 Apr
Quiet Oasis in Lovely Neighborhood

2 BR RESORT IN PERFECT LOCATION NEAR UNIVERSAL

8.0 out of 10, Very good, (43)
"The place was clean and was short walking distance to many great spots. "
The price is NZ$503
includes taxes & fees
5 May - 6 May
2 BR RESORT IN PERFECT LOCATION NEAR UNIVERSAL

Century Millenia

3.0 star property
8.8 out of 10, Excellent, (55)
"We enjoyed our stay at this quiet and beautiful place! There is a big pool, weight room, and lots of parking in a gated lot. The team was great and quick to respond to any inquiries. One thing to note though, I don’t think there are any elevators so keep that in mind for folks who can’t walk stairs. "
Century Millenia

Large Space ★ Heated Pool ★ Close to Universal

9.6 out of 10, Exceptional, (79)
"Great property and beautiful place "
The price is NZ$760
includes taxes & fees
29 Apr - 30 Apr
Large Space ★ Heated Pool ★ Close to Universal

Mi Casa Es Su Casa!!🏡 4 Bdrm home with pool

8.8 out of 10, Excellent, (87)
"This home was right where we needed, clean, spacious and the pool was lovely. "
The price is NZ$779
includes taxes & fees
8 May - 9 May
Mi Casa Es Su Casa!!🏡 4 Bdrm home with pool

Amazing house with Pool4b(4b just 9 minutes from Ventura country club golf

10.0 out of 10, Exceptional, (20)
"Beautiful, clean and roomy home tucked in a nice neighborhood with park within easy walking distance. The owners stocked the property well with everyday items needed for our stay. While we stayed for one month, the pool, laundry and garbage were regularly taken care of behind the scenes. Grocery and department stores were easy to find. Our every need was seen to. Thank you for being such great hosts to our "great escape"!"
Amazing house with Pool4b(4b just 9 minutes from Ventura country club golf

The Cozy Crash Pad: Tiny House Experience

9.6 out of 10, Exceptional, (17)
"Overall, charming and cozy with nice deck and rain shower. "
The price is NZ$247
includes taxes & fees
11 May - 12 May
The Cozy Crash Pad: Tiny House Experience

2100 sq-ft, 4 Bedroom , Disney/Universal, corner unit with TV in each Bdrm.

9.6 out of 10, Exceptional, (202)
"Was exactly as described, very clean and excellent location. 100% would stay again. Thank you!"
The price is NZ$695
includes taxes & fees
8 May - 9 May
2100 sq-ft, 4 Bedroom , Disney/Universal, corner unit with TV in each Bdrm.

Cozy Apartment in S Orlando, approx. 20 minutes away from Disney and Universal.

10.0 out of 10, Exceptional, (13)
"Nice property. Very cozy"
The price is NZ$223
includes taxes & fees
25 Apr - 26 Apr
Cozy Apartment in S Orlando, approx. 20 minutes away from Disney and Universal.
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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Other types of properties in Winter Springs you may be interested in

Hyatt Regency Orlando International Airport

4.0 star property
9.4 out of 10, Exceptional, (3211)
"Nyeli (not sure of spelling) was excellent at check in. One of the best desk attendants ever. Richard in Mc Coys was great. "
The price is NZ$354
includes taxes & fees
12 May - 13 May
Hyatt Regency Orlando International Airport

Rosen Inn at Pointe Orlando

3.0 star property
8.4 out of 10, Very good, (4214)
"The location is unbelievably excellent with all the bars and restaurants within walking distance. This place is a little middle class so you’re gonna deal with a lot of kids in the pool and a lot of noise. The prostitutes at the bar were kind of chunky but other than that it’s a really good bargain and you can’t beat the location with all the stuff that’s so close by"
The price is NZ$187
includes taxes & fees
18 May - 19 May
Rosen Inn at Pointe Orlando

Universal's Cabana Bay Beach Resort

3.5 star property
8.8 out of 10, Excellent, (5175)
"Swimming pools, lazy, rivers and spas are open until 10 PM which were close to the food court and bars. The only thing I didn’t know was buy 1 drink and refill and then refill. I only figure out later."
The price is NZ$310
includes taxes & fees
1 May - 2 May
Universal's Cabana Bay Beach Resort
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.

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?

Quiet Oasis in Lovely Neighborhood: This holiday home rental outside of Winter Springs offers a patio, 1 hot tub and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave and kitchenware.

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.