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Check prices for these dates

In two weeks
4 Sep - 6 Sep
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Winter Springs holiday rentals

House, Accessible | 1 bedroom, Internet

1. 2 Queen Beds Condo Near Universal Studios With Pool Hot Tub

2 Queen Beds Condo Near Universal Studios With Pool Hot Tub
2.0 star property
International Drive District
The price is ฿2,058
฿5,383 total
includes taxes & fees
23 Aug - 24 Aug
2 Queen Beds Condo Near Universal Studios With Pool Hot Tub
Outdoor pool

2. Vcr1-104 - 3BR Condo at Vista Cay Resort

Vcr1-104 - 3BR Condo at Vista Cay Resort
4.0 star property
Orlando
The price is ฿6,615
฿14,593 total
includes taxes & fees
23 Aug - 24 Aug
Vcr1-104 - 3BR Condo at Vista Cay Resort
Apartment (1 Bedroom) | Interior

3. Condo w Pool & Hot Tub - Steps to Universal Studios

Condo w Pool & Hot Tub - Steps to Universal Studios
3.0 star property
International Drive District
The price is ฿1,709
฿4,845 total
includes taxes & fees
27 Aug - 28 Aug
Condo w Pool & Hot Tub - Steps to Universal Studios
Studio | Free WiFi

4. Cozy Modern Studio

Cozy Modern Studio
2.0 star property
Casselberry
The price is ฿2,396
฿5,149 total
includes taxes & fees
21 Aug - 22 Aug
Cozy Modern Studio
Interior

5. Bella Breeze

Bella Breeze
2.5 star property
Downtown Sanford
9.6 out of 10, Exceptional, (20 reviews)
"The location was perfect, can walk to restaurants easily. Unit was very clean and nicely designed, would stay again"
United States
Sara
The price is ฿2,515
฿5,025 total
includes taxes & fees
31 Aug - 1 Sept
Bella Breeze
Standard Apartment | Living area | 50-inch LCD TV with digital channels, Netflix, streaming services

6. The Blue Aztec

The Blue Aztec
3.0 star property
Downtown Sanford
9.6 out of 10, Exceptional, (14 reviews)
"Great location! Great Dining! "
United States
Lisa
The price is ฿2,367
฿7,325 total
includes taxes & fees
23 Aug - 24 Aug
The Blue Aztec
2 bedrooms, desk, free WiFi

7. The Front Porch

The Front Porch
3.0 star property
Downtown Sanford
9.2 out of 10, Wonderful, (5 reviews)
"Enjoyed the place. Nice and relaxing. Close to downtown and lots of options for food. "
United States
Johnny
The price is ฿3,846
฿7,069 total
includes taxes & fees
23 Aug - 24 Aug
The Front Porch
Standard Apartment | Living area | 50-inch LED TV with digital channels, Netflix, streaming services

8. Boho Nights

Boho Nights
3.0 star property
Downtown Sanford
9.6 out of 10, Exceptional, (16 reviews)
"Great stay!"
United States
Nicholas
The price is ฿2,515
฿5,025 total
includes taxes & fees
21 Aug - 22 Aug
Boho Nights
Standard Apartment | Living area

9. The Mellow Yellow

The Mellow Yellow
3.0 star property
Downtown Sanford
6.0 out of 10, (3 reviews)
"Owners had over booked this property, but proactively reached out and moved me to like property, BoHo Nights. Very nice place. Easy walk to downtown Sanford. Coffee options provided were appreciated."
United States
Gary
The price is ฿2,367
฿7,325 total
includes taxes & fees
21 Aug - 22 Aug
The Mellow Yellow
Exterior

10. The Contemporary

The Contemporary
3.0 star property
Downtown Sanford
The price is ฿3,846
฿8,982 total
includes taxes & fees
23 Aug - 24 Aug
The Contemporary
3 bedrooms, Internet

11. Lrg Condo w Scenic Patio Views - Next to Occc

Lrg Condo w Scenic Patio Views - Next to Occc
2.0 star property
Orlando
The price is ฿5,809
฿10,952 total
includes taxes & fees
23 Aug - 24 Aug
Lrg Condo w Scenic Patio Views - Next to Occc
Balcony

12. Is2-310 - 3BR Condo Near Disney and Universal

Is2-310 - 3BR Condo Near Disney and Universal
4.0 star property
Orlando
The price is ฿6,615
฿14,593 total
includes taxes & fees
27 Aug - 28 Aug
Is2-310 - 3BR Condo Near Disney and Universal
Exterior

13. The Jazz Loft

The Jazz Loft
3.0 star property
Downtown Sanford
8.8 out of 10, Excellent, (9 reviews)
"Great overnight stay. Really cute loft. Would definitely stay again."
United States
Tiffany
The price is ฿2,308
฿4,794 total
includes taxes & fees
23 Aug - 24 Aug
The Jazz Loft
Room, 1 King Bed, Non Smoking (High Floor, West View) | Free WiFi, bed sheets

14. The View Hotel, Trademark Collection by Wyndham

The View Hotel, Trademark Collection by Wyndham
3.0 star property
Orlando
8.4 out of 10, Very good, (2,125 reviews)
"We had a really nice stay! The room was great and very comfortable, the breakfast was delicious, and the staff was incredibly friendly and helpful."
United States
Alvaro Andres
The price is ฿2,626
฿2,955 total
includes taxes & fees
27 Aug - 28 Aug
The View Hotel, Trademark Collection by Wyndham
Courtyard

15. Suites by The Wellborn

Suites by The Wellborn
4.0 star property
Lake Cherokee
8.2 out of 10, Very good, (327 reviews)
"So confusing, the online booking experience. Was confusing"
United States
Edward
The price is ฿3,408
฿3,833 total
includes taxes & fees
25 Aug - 26 Aug
Suites by The Wellborn
Apartment (2 Bedrooms) | Interior

16. Upstay Golfer's Retreat w Patio at Ventura Resort

Upstay Golfer's Retreat w Patio at Ventura Resort
3.5 star property
Ventura
The price is ฿2,564
฿7,655 total
includes taxes & fees
8 Sept - 9 Sept
Upstay Golfer's Retreat w Patio at Ventura Resort
Studio | Living area

17. Pet Friendly Modern Zen Studio Retreat W/ Hot Tub! Home by RedAwning

Pet Friendly Modern Zen Studio Retreat W/ Hot Tub! Home by RedAwning
3.5 star property
Colonialtown South
The price is ฿9,497
฿12,931 total
includes taxes & fees
22 Aug - 23 Aug
Pet Friendly Modern Zen Studio Retreat W/ Hot Tub! Home by RedAwning
Fitness facility

18. Landing Furnished Apartments Near MCO

Landing Furnished Apartments Near MCO
4.0 star property
Orlando
The price is ฿3,127
฿9,435 total
includes taxes & fees
24 Aug - 25 Aug
Landing Furnished Apartments Near MCO
Terrace/patio

19. The Point Hotel & Suites Orlando

The Point Hotel & Suites Orlando
4.0 star property
Florida Center
8.4 out of 10, Very good, (1,233 reviews)
"Amazing location and price and quality"
United States
Ashlee
The price is ฿1,972
฿2,626 total
includes taxes & fees
23 Aug - 24 Aug
The Point Hotel & Suites Orlando
View from property

20. Bluegreen Vacations Orlando's Sunshine, Ascend Collection Resort

Bluegreen Vacations Orlando's Sunshine, Ascend Collection Resort
3.5 star property
International Drive District
9.2 out of 10, Wonderful, (277 reviews)
"The hotel was perfect for our family. The kitchen was great and having multiple rooms for the kids and wife and I were great. Definitely stay there again!"
United States
MITCHELL
The price is ฿3,595
฿4,785 total
includes taxes & fees
13 Sept - 14 Sept
Bluegreen Vacations Orlando's Sunshine, Ascend Collection 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.
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Top Winter Springs Hotel Reviews

Country Inn & Suites by Radisson, Orlando Airport, FL

Country Inn & Suites by Radisson, Orlando Airport, FL

10/10 Excellent
"It was great everything. I would stay again. It was clean , great staff ande breakfast was good."
Noel 1-night trip
Posted less than an hour ago
Country Inn & Suites by Radisson, Orlando Airport, FL

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.

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 Universal Orlando Resort and Kia Center.

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.