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Winter Springs Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Winter Springs vacation rentals

A compact bedroom with a bed, a desk, a TV, and a ceiling fan.

1. Cozy Modern Studio

Cozy Modern Studio
2.0 star property
Casselberry
The price is NT$2,313
NT$4,969 total
includes taxes & fees
Oct 4 - Oct 5
Cozy Modern Studio
A vibrant living room with a teal sofa, a wooden chair, and a coffee table.

2. 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 NT$2,286
NT$4,694 total
includes taxes & fees
Sep 27 - Sep 28
Boho Nights
A compact living space with a kitchenette, a dining area, and a seating area with a couch and chairs.

3. 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 NT$2,427
NT$7,229 total
includes taxes & fees
Sep 30 - Oct 1
The Blue Aztec
A modern kitchen with a marble countertop, gold faucets, and a large window.

4. Bella Breeze

Bella Breeze
2.5 star property
Downtown Sanford
9.8 out of 10, Exceptional, (21 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 NT$2,427
NT$4,850 total
includes taxes & fees
Sep 28 - Sep 29
Bella Breeze
A backyard with a hammock, outdoor seating, and string lights.

5. 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 NT$2,286
NT$4,694 total
includes taxes & fees
Sep 27 - Sep 28
The Jazz Loft
A modern living room with a grey sofa, two armchairs, a coffee table, and a small side table with a lamp. There is a brick fireplace, a kitchen area with a countertop and cabinets, and a large window with blinds.

6. 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 NT$3,997
NT$7,141 total
includes taxes & fees
Sep 28 - Sep 29
The Front Porch
A compact kitchen with a built-in sink, a countertop, and a grey cabinet. There is a sofa with a cushion and a small table in the adjacent living area.

7. 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 NT$2,143
NT$6,916 total
includes taxes & fees
Sep 27 - Sep 28
The Mellow Yellow
A backyard with a hammock, outdoor seating, and a hot tub.

8. The Contemporary

The Contemporary
3.0 star property
Downtown Sanford
The price is NT$4,001
NT$8,996 total
includes taxes & fees
Sep 27 - Sep 28
The Contemporary
A modern kitchen with a central island, bar stools, and a dining area with a sofa and table.

9. Virelli Apartments Upscale King Suite in the Heart of Orlando w Pool

Virelli Apartments Upscale King Suite in the Heart of Orlando w Pool
4.0 star property
Downtown Orlando
10.0 out of 10, Exceptional, (1 review)
"Very nice place"
United States
John
The price is NT$4,120
NT$13,470 total
includes taxes & fees
Oct 5 - Oct 6
Virelli Apartments Upscale King Suite in the Heart of Orlando w Pool
A dining room with a round wooden table set for six, surrounded by wooden chairs. A chandelier hangs from the ceiling, and a wooden cabinet with glass doors is to the right.

10. Upstay 2BR Golfer s Retreat w Patio Ventura Resort

Upstay 2BR Golfer s Retreat w Patio Ventura Resort
2.0 star property
Ventura
The price is NT$2,673
NT$7,845 total
includes taxes & fees
Oct 19 - Oct 20
Upstay 2BR Golfer s Retreat w Patio Ventura Resort
A spacious living room with a beige sofa, a television, and a balcony with a view of the outdoors.

11. 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 NT$2,731
NT$7,680 total
includes taxes & fees
Oct 19 - Oct 20
Upstay Golfer's Retreat w Patio at Ventura Resort
A modern bedroom with a bed, a ceiling fan, and a TV on the wall.

12. 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 NT$9,165
NT$12,479 total
includes taxes & fees
Oct 3 - Oct 4
Pet Friendly Modern Zen Studio Retreat W/ Hot Tub! Home by RedAwning
A spacious living room with a large sofa, a coffee table, and a dining area with chairs and a table.

13. Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly

Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly
4.0 star property
Kirkman North
8.0 out of 10, Very good, (1 review)
"Large 2br apartment with access to a very nice pool and other amenities! Fully equipped kitchen, laundry, 2 full bedrooms and bathrooms, 3 good tvs, screened in balcony. Keep in mind that it is a third floor walk up and be sure to read the guides on check in, especially parking and trash."
United States
Kathy
The price is NT$3,191
NT$8,948 total
includes taxes & fees
Sep 28 - Sep 29
Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly
A modern living room with a glass dining table, black upholstered chairs, a black sofa with decorative pillows, and a black and gold patterned rug.

14. Sunny Stays

Sunny Stays
2.0 star property
Oak Ridge
The price is NT$3,426
NT$8,930 total
includes taxes & fees
Sep 24 - Sep 25
Sunny Stays
A modern kitchen with dark wood cabinets, a granite countertop, and a central island. There is a dining area with a table and chairs, and a view of the outside through large windows.

15. Century Millenia

Century Millenia
3.0 star property
Florida Center
9.0 out of 10, Wonderful, (148 reviews)
"Absolutely amazing and perfect will be back here everytime!"
United States
Arianna
The price is NT$3,610
NT$6,443 total
includes taxes & fees
Oct 1 - Oct 2
Century Millenia
A hotel room with a large bed, bedside lamps, a view of the city, a window with curtains, and a desk with a chair.

16. 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, (2,156 reviews)
"Everything was amazing. Easy check in and check out, great location and quiet place. Breakfast was great and the food was excellent excellent."
United States
Breila
The price is NT$2,464
NT$2,772 total
includes taxes & fees
Oct 22 - Oct 23
The View Hotel, Trademark Collection by Wyndham
A swimming pool with lounge chairs and palm trees.

17. The Point Hotel & Suites Orlando

The Point Hotel & Suites Orlando
4.0 star property
Florida Center
8.6 out of 10, Excellent, (1,326 reviews)
"Clean rooms, friendly staff, and great location."
United States
Lianet
The price is NT$2,076
NT$2,728 total
includes taxes & fees
Oct 6 - Oct 7
The Point Hotel & Suites Orlando

18. Rustic Hideaway - Great Location + Pet Friendly!

Rustic Hideaway - Great Location + Pet Friendly!
4.0 star property
Windermere
The price is NT$3,734
NT$17,797 total
includes taxes & fees
Sep 24 - Sep 25
Rustic Hideaway - Great Location + Pet Friendly!
A swimming pool with lounge chairs, palm trees, and a building with multiple floors in the background.

19. Cozy 1BR Condo w Pool - Near Universal Studios

Cozy 1BR Condo w Pool - Near Universal Studios
3.0 star property
International Drive District
10.0 out of 10, Exceptional, (1 review)
The price is NT$1,715
NT$4,751 total
includes taxes & fees
Sep 28 - Sep 29
Cozy 1BR Condo w Pool - Near Universal Studios
A modern kitchen with wooden cabinets, stainless steel appliances, and a large island.

20. Luxury House - Sleeps 8 Golf Disney Family Fun

Luxury House - Sleeps 8 Golf Disney Family Fun
2.0 star property
Ventura
8.0 out of 10, Very good, (2 reviews)
"Some items like the towel rail was damaged upon arrival other than that the stay was amazing !!"
United States
myron
The price is NT$3,483
NT$15,542 total
includes taxes & fees
Oct 4 - Oct 5
Luxury House - Sleeps 8 Golf Disney Family Fun
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

City Express by Marriott Orlando International Drive

City Express by Marriott Orlando International Drive

10/10 Excellent
"Our stay at the hotel was very good! It was clean, nice, the staff was always kind and helpful. The location was good as well, close to Universal Studios."
Giuliana 4-night trip
Posted less than an hour ago
City Express by Marriott Orlando International Drive

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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Look no further and take a look at our great range of rental properties in Winter Springs!

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.

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 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 like Universal Orlando Resort and Kia Center.

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.