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Winter Springs Vacation Rentals

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Vacation Rentals in Winter Springs

The View Studio Suites and Event Venue

3.0 star property
8.4 out of 10, Very Good, (1303)
"We had a great stay! "
The price is ¥9,701
¥10,914 total
includes taxes & fees
Oct 12 - Oct 13
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, (2155)
"The room was very clean and the front desk staff was very courteous."
Florida Hotel & Conference Center in the Florida Mall

The Point Hotel & Suites

3.5 star property
8.0 out of 10, Very Good, (3281)
"Perfect location to nearby theme parks. The room was clean and staff were so helpful. Will definitely stay again!"
The price is ¥16,000
¥19,745 total
includes taxes & fees
Nov 4 - Nov 5
The Point Hotel & Suites

The Point by Edge

4.0 star property
8.4 out of 10, Very Good, (789)
"Gorgeous room and friendly staff."
The price is ¥9,266
¥12,311 total
includes taxes & fees
Oct 22 - Oct 23
The Point by Edge

Vista Cay Resort by Millenium at Universal Blvd

3.5 star property
8.6 out of 10, Excellent, (1556)
"Enjoy my stay always "
Vista Cay Resort by Millenium at Universal Blvd

Sonder by Marriott Bonvoy Vista Cay Apartments

3.5 star property
9.0 out of 10, Wonderful, (248)
"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 ¥13,420
¥15,097 total
includes taxes & fees
Oct 27 - Oct 28
Sonder by Marriott Bonvoy Vista Cay Apartments

Wellborn Hotel Downtown, Sonder by Marriott Bonvoy

4.0 star property
8.2 out of 10, Very Good, (313)
"The staff was great, the room was really nice and comfortable, the ambiance was great "
The price is ¥13,420
¥15,097 total
includes taxes & fees
Oct 28 - Oct 29
Wellborn Hotel Downtown, Sonder by Marriott Bonvoy

Century Millenia

3.0 star property
9.0 out of 10, Wonderful, (91)
"The property was clean and a good condition "
Century Millenia

staySky Suites - I Drive Orlando

3.0 star property
7.8 out of 10, Good, (1231)
"Excellent option for those visiting the park "
The price is ¥11,625
¥14,099 total
includes taxes & fees
Oct 15 - Oct 16
staySky Suites - I Drive Orlando

Orlando's Sunshine Resort

3.5 star property
9.2 out of 10, Wonderful, (233)
"great location "
Orlando's Sunshine Resort

Premium Condos near Universal Studios

3.5 star property
9.2 out of 10, Wonderful, (21)
"The condo was amazing. Comfortable, clean and quiet with no issues. Property management was great. Communication was very good and helpful. I would give it a 10 plus. Would definitely come back "
The price is ¥11,913
¥23,525 total
includes taxes & fees
Oct 13 - Oct 14
Premium Condos near Universal Studios

4816 Cayview Avenue #303

4.0 star property
2.0 out of 10, (1)
The price is ¥42,798
¥84,007 total
includes taxes & fees
Oct 14 - Oct 15
4816 Cayview Avenue #303

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

10.0 out of 10, Exceptional, (30)
"Very nice home with all the amenities you could ask for. Wonderful and nice hosts. Wonderful relaxing poolside for great family time. Thank you to the hosts for making your home available."
Amazing house with Pool4b(4b just 9 minutes from Ventura country club golf

Vista Cay Resort by Casiola Vacation Homes

3.5 star property
8.8 out of 10, Excellent, (182)
"Nice place, comfortable. "
The price is ¥21,988
¥60,942 total
includes taxes & fees
Oct 13 - Oct 14
Vista Cay Resort by Casiola Vacation Homes

Quiet Oasis in Lovely Neighborhood

9.8 out of 10, Exceptional, (152)
"Hosts were wondeful. Nice quiet neighborhood. Our favorite part was definitely the pool. "
The price is ¥12,297
¥28,978 total
includes taxes & fees
Oct 16 - Oct 17
Quiet Oasis in Lovely Neighborhood

2 BR RESORT IN PERFECT LOCATION NEAR UNIVERSAL

8.0 out of 10, Very Good, (50)
"The space was convenient and priced competitively. The beds in the 2nd bedroom were uncomfortable. The space showed its age but was comfortable overall."
The price is ¥18,991
¥45,864 total
includes taxes & fees
Oct 13 - Oct 14
2 BR RESORT IN PERFECT LOCATION NEAR UNIVERSAL

Vacational Apartment at Orlando 3608

2.0 star property
The price is ¥13,511
¥25,069 total
includes taxes & fees
Oct 19 - Oct 20
Vacational Apartment at Orlando 3608

Relaxing four bed room getaway built for long stays

9.6 out of 10, Exceptional, (17)
"Excellent "
Relaxing four bed room getaway built for long stays

RENOVATED LUXURY 6000 sqft Mansion in Downtown Orlando SLEEP 14 NEAR Theme Parks

10.0 out of 10, Exceptional, (11)
"Will stay again! Close to downtown area, great parking, large kitchen and lots of space, owner was super responsive! "
RENOVATED LUXURY 6000 sqft Mansion in Downtown Orlando SLEEP 14 NEAR Theme Parks

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

10.0 out of 10, Exceptional, (14)
"Quiet peaceful location"
The price is ¥10,930
¥19,603 total
includes taxes & fees
Oct 27 - Oct 28
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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Top Winter Springs Hotel Reviews

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:

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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.