Photo by Stephanie Moraca

Winter Springs Holiday Rentals

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Holiday Rentals in Winter Springs

Outdoor pool, pool umbrellas, pool loungers
Avanti International Resort
3.0 star property
7.8 out of 10, Good, (2114)
"Excellent service "
The price is NZ$166
includes taxes & fees
6 Jun - 7 Jun
Avanti International Resort
Meeting facility
Hyatt Regency Orlando International Airport
4.0 star property
9.4 out of 10, Exceptional, (4866)
"it was amazing"
The price is NZ$364
includes taxes & fees
1 Jun - 2 Jun
Hyatt Regency Orlando International Airport
Water park
CoCo Key Hotel and Water Resort 
3.5 star property
7.4 out of 10, Good, (3771)
"We thoroughly enjoyed our time including the water park and the pool/hot tub area. Wished the water park had longer hours but we did enjoy it. Close by everything, and the staff was exceptional at keeping areas cleaned and numerous towels available. Had a great stay, will stay again! "
The price is NZ$244
includes taxes & fees
30 May - 31 May
CoCo Key Hotel and Water Resort 
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Terrace/patio
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
3.0 star property
7.0 out of 10, Good, (2442)
"Amazing location… quiet room … very nice … it’s our 2 time on this hotel "
The price is NZ$223
includes taxes & fees
30 May - 31 May
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
Property entrance
The View Studio Suites and Event Venue
3.5 star property
8.6 out of 10, Excellent, (204)
"This seems to be a facilty for senior care converted into a Hotel. Rooms are bigger than usual with great amenities. The staff is super nice and kind. Seems like their motto is Clean and Cleaner... spotless in terms of higiene. Good location and big parking."
The price is NZ$128
includes taxes & fees
30 May - 31 May
The View Studio Suites and Event Venue
Lobby
Embassy Suites by Hilton Orlando International Dr ICON Park
3.5 star property
8.6 out of 10, Excellent, (1508)
"Property was fine, bathroom too small."
The price is NZ$232
includes taxes & fees
6 Jun - 7 Jun
Embassy Suites by Hilton Orlando International Dr ICON Park
Terrace/patio
Holiday Inn & Suites Across From Universal Orlando, an IHG Hotel
3.0 star property
7.2 out of 10, Good, (571)
"The rooms were big and clean, staff was friendly "
The price is NZ$195
includes taxes & fees
6 Jun - 7 Jun
Holiday Inn & Suites Across From Universal Orlando, an IHG Hotel
Pillow-top beds, in-room safe, desk, blackout curtains
Wingate by Wyndham - Orlando International Airport
3.0 star property
8.8 out of 10, Excellent, (4000)
"Was a quick trip and had an early flight so being close to airport was convenient "
The price is NZ$155
includes taxes & fees
30 May - 31 May
Wingate by Wyndham - Orlando International Airport
Indoor pool, outdoor pool, pool umbrellas
Embassy Suites by Hilton Orlando International Dr Conv Ctr
3.5 star property
8.6 out of 10, Excellent, (1336)
"Nice and clean , great area, very happy with the service and all the hotel offer, the only negative is that they charge for parking, I was not aware until checkout."
The price is NZ$239
includes taxes & fees
9 Jun - 10 Jun
Embassy Suites by Hilton Orlando International Dr Conv Ctr
Outdoor pool
The Point Hotel & Suites
3.5 star property
8.0 out of 10, Very good, (2959)
"Great Place in a great location. Great Staff that help with any needs in a timely manner"
The price is NZ$190
includes taxes & fees
30 May - 31 May
The Point Hotel & Suites
Reception
Florida Hotel & Conference Center in the Florida Mall
3.5 star property
9.0 out of 10, Wonderful, (1464)
"I have stay here many times, always pleasant."
The price is NZ$346
includes taxes & fees
3 Jun - 4 Jun
Florida Hotel & Conference Center in the Florida Mall
Outdoor pool, pool umbrellas, pool loungers
Sonder at The Point
4.0 star property
8.4 out of 10, Very good, (493)
"Ótimo hotel indico, excelente atendimento, pessoal Cortez."
The price is NZ$424
includes taxes & fees
1 Jun - 2 Jun
Sonder at The Point
Presidential Suite, 1 King Bed, Non Smoking | View from room
Embassy Suites by Hilton Orlando Downtown
3.5 star property
8.8 out of 10, Excellent, (1363)
"Management went above & Beyond."
The price is NZ$309
includes taxes & fees
4 Jun - 5 Jun
Embassy Suites by Hilton Orlando Downtown
The Club House
Orlando Lakefront Tiny House Community
4.5 star property
9.2 out of 10, Wonderful, (144)
"If you love Tiny Homes!!! This is the place. Management is phenomenal. Great communication and helpful. We stayed in The View. Loved it. Big window facing the Lake. Peaceful Cant wait to go BACK!!"
The price is NZ$256
includes taxes & fees
4 Jun - 5 Jun
Orlando Lakefront Tiny House Community
Pool
Quiet Oasis in Lovely Neighborhood
9.8 out of 10, Exceptional, (96)
"If you are looking for 1 room to stay in this is your place! Beautiful neighborhood and respectful hosts. Will be returning"
The price is NZ$327
includes taxes & fees
13 Jun - 14 Jun
Quiet Oasis in Lovely Neighborhood
Terrace/patio
Hilton Garden Inn Orlando East/UCF Area
3.0 star property
8.8 out of 10, Excellent, (1220)
"Well located and clean hotel. "
The price is NZ$216
includes taxes & fees
6 Jun - 7 Jun
Hilton Garden Inn Orlando East/UCF Area
Outdoor pool
Sonder Vista Cay
3.5 star property
9.0 out of 10, Wonderful, (98)
"I really liked that it came with everything you would need like utensils, napkins, dish ware, etc. "
Sonder Vista Cay
Terrace/patio
Sonder Wellborn
4.0 star property
8.0 out of 10, Very good, (116)
"The location was great, the Victorian design was my favorite character of the place. Very easy check in, best if you download the app. Overall, I would reserve this place again. "
The price is NZ$352
includes taxes & fees
22 Jun - 23 Jun
Sonder Wellborn
Outdoor pool, pool loungers
staySky Suites - I Drive Orlando
3.0 star property
7.8 out of 10, Good, (1164)
"Los empleados del front desk muy amables. Lugar extremadamente limpio, el cuarto cómodo y con todo lo necesario para pasar un weekend agradable. Me gustó mucho. "
staySky Suites - I Drive Orlando
2 outdoor pools, pool loungers
Vista Cay Resort by Millenium at Universal Blvd
3.5 star property
8.6 out of 10, Excellent, (1512)
"We had a great time. "
Vista Cay Resort by Millenium at Universal Blvd
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See all available properties in Winter Springs
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.

Other types of properties in Winter Springs you may be interested in

Outdoor pool
DoubleTree by Hilton at the Entrance to Universal Orlando
4.0 star property
8.4 out of 10, Very good, (6314)
"Always like staying at this hotel, my kids love it and it's close to everything !"
The price is NZ$200
includes taxes & fees
30 May - 31 May
DoubleTree by Hilton at the Entrance to Universal Orlando
2 outdoor pools, pool umbrellas, pool loungers
Universal's Endless Summer Resort - Dockside Inn and Suites
3.0 star property
9.0 out of 10, Wonderful, (5154)
"It was great"
The price is NZ$344
includes taxes & fees
10 Jun - 11 Jun
Universal's Endless Summer Resort - Dockside Inn and Suites
2 outdoor pools, a heated pool, pool cabanas (surcharge), pool umbrellas
Universal's Cabana Bay Beach Resort
3.5 star property
8.6 out of 10, Excellent, (5021)
"The only thing that I didnt like was the bathroom, specifically the shower. It was a handicapped style shower and I totally disliked it!"
The price is NZ$428
includes taxes & fees
10 Jun - 11 Jun
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Winter Springs holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Winter Springs. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Winter Springs. Seeing all the best attractions is bound to make you fall in love with Winter Springs. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Winter Springs short-term rentals, that won’t be hard to do.

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 5 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.

Recent reviews of Winter Springs properties
Expedia verified reviews