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Search Holiday Rentals in Winter Springs

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Check prices for these dates

Tonight
17 Dec - 18 Dec
Tomorrow
18 Dec - 19 Dec
This weekend
19 Dec - 21 Dec
Next weekend
26 Dec - 28 Dec

Our top choices for Winter Springs holiday rentals

Terrace/patio
The Point by Edge

The Point by Edge

The Point by Edge
4.0 star property
Florida Center
8.4 out of 10, Very good, (831)
"The staff was friendly, hotel was so beautiful "
United States
Aaronda
The price is ฿1,925
฿2,555 total
includes taxes & fees
8 Jan - 9 Jan 2026
The Point by Edge
Restaurant
The View Studio Suites and Event Venue

The View Studio Suites and Event Venue

The View Studio Suites and Event Venue
3.0 star property
Orlando
8.4 out of 10, Very good, (1472)
"Good staff Good location "
Canada
Maryon
The price is ฿2,690
฿3,026 total
includes taxes & fees
21 Dec - 22 Dec
The View Studio Suites and Event Venue
Standard Apartment | Living area | 50-inch LCD TV with digital channels, Netflix, streaming services
The Blue Aztec

The Blue Aztec

The Blue Aztec
3.0 star property
Sanford
9.6 out of 10, Exceptional, (13)
"Great location! Great Dining! "
United States
Lisa
The Blue Aztec
Interior
Totally 80's

Totally 80's

Totally 80's
3.0 star property
Sanford
9.4 out of 10, Exceptional, (3)
"Cute, clean, and comfortable. Located in a safe neighborhood, the house had everything we needed for a great stay. Communication was timely and smooth—highly recommend."
United States
Serge
The price is ฿2,517
฿4,933 total
includes taxes & fees
19 Dec - 20 Dec
Totally 80's
Reception
Florida Hotel & Conference Center in the Florida Mall

Florida Hotel & Conference Center in the Florida Mall

Florida Hotel & Conference Center in the Florida Mall
3.5 star property
Orlando
9.2 out of 10, Wonderful, (2335)
"Great location "
United States
Zandra
Florida Hotel & Conference Center in the Florida Mall
Exterior
The Jazz Loft

The Jazz Loft

The Jazz Loft
3.0 star property
Sanford
8.0 out of 10, Very good, (6)
"The loft was very cool and unique. Loved it. I will definitely book this again."
United States
sherri
The Jazz Loft
Standard Apartment | Living area | 50-inch LED TV with digital channels, Netflix, streaming services
Boho Nights

Boho Nights

Boho Nights
3.0 star property
Sanford
9.0 out of 10, Wonderful, (7)
"Wonderful spot, and excellent hosts!"
United States
Thomas
Boho Nights
Front of property
Premium Condos near Universal Studios

Premium Condos near Universal Studios

Premium Condos near Universal Studios
3.5 star property
International Drive District
9.2 out of 10, Wonderful, (25)
"Awesome place. "
United States
Ryan
The price is ฿2,803
฿5,242 total
includes taxes & fees
19 Dec - 20 Dec
Premium Condos near Universal Studios
2 bedrooms, desk, free WiFi
The Front Porch

The Front Porch

The Front Porch
3.0 star property
Sanford
10.0 out of 10, Exceptional, (2)
"What a great space. 2 big bedrooms, and a great front porch apace with a hammock to watch the sunrise. Quite street just blocks from the center of downtown Sanford. I've used their properties 8-10 tines and ive never been disappointed. "
United States
Patrick
The Front Porch
House (2 Bedrooms) | Interior
Deltona Lake House, Day Trip to Disney & Universal

Deltona Lake House, Day Trip to Disney & Universal

Deltona Lake House, Day Trip to Disney & Universal
3.0 star property
Deltona Lakes
10.0 out of 10, Exceptional, (3)
"This house was perfect! Very spacious, clean, and felt like a very safe neighborhood for a few women traveling. The ONLY improvements I would suggest would be having more towels, and extra blankets available for guests. And I would replace the pull out couch mattress as it was very uncomfortable. Still a 10/10 overall!"
United States
Anonymous traveller
The price is ฿3,649
฿9,950 total
includes taxes & fees
22 Dec - 23 Dec
Deltona Lake House, Day Trip to Disney & 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

Ramada by Wyndham Suites Orlando Airport

Ramada by Wyndham Suites Orlando Airport

10/10 Excellent
"The Manager loves his job and his hotel and it shows:)"
juanita 1-night trip
Posted 10 hours ago
Ramada by Wyndham Suites Orlando Airport

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 9 holiday rentals for your stay in Winter Springs.

What’s there to see and do in Winter Springs?

Boombah-Soldiers Creek Park and Central Winds Park 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.