Photo by Stephanie Moraca

Search Vacation Homes in Winter Springs

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 1294 Vacation Homes in Winter Springs with updated reviews, rates, and availability.

Vista Cay Resort by Casiola Vacation Homes

3.5 star property
8.8 out of 10, Excellent, (175)
"I loved my stay at the Vista Cay Resort by Casiola Vacation Homes. It’s so quiet, so clean. Definitely I will stay there again They exceeded my expectations "
The price is SAR 488
SAR 1,442 total
includes taxes & fees
4 Jan - 5 Jan
Vista Cay Resort by Casiola Vacation Homes

Charming and Cozy home in Altamonte Springs

9.0 out of 10, Wonderful, (7)
"100% as described and more. "
Charming and Cozy home in Altamonte Springs

Sleeps 10 + Pool and Fully Fenced Yard plus enjoys 2 King Rooms

9.8 out of 10, Exceptional, (6)
"Had a nice, comfortable stay here! Enjoyed the quiet cul-de-sac neighborhood. Little noise. The house was spacious! So thankful to have such a large yard for our dogs to decompress. The kitchen could be better equipped - not a usable sharp knife to be found, but that is a common problem anywhere. Overall, a nice house and I would stay again, maybe at a different time of year so we could enjoy the pool! Thanks! found! "
The price is SAR 890
SAR 1,950 total
includes taxes & fees
6 Jan - 7 Jan
Sleeps 10 + Pool and Fully Fenced Yard plus enjoys 2 King Rooms

Lake Vibes Only ~ Intimate Lake Cottage in Mount Dora

10.0 out of 10, Exceptional, (50)
"Location was perfect, on a lake for quietness and being away from the hustle and bustle. We were close to Mt. Dora, Apopka, Rennigers and other antique shops in the area."
Lake Vibes Only ~ Intimate Lake Cottage in Mount Dora

East Orlando Getaway - 3BR/2BTH * Private Pool

9.4 out of 10, Exceptional, (12)
"Recommend the property to all. Check in was easy, everything was ready for us. We checked in prior to hurricane Milton. We were able to stay for 3 days, during that time we had a lot of fun. House is very roomy and open concept makes it really nice. Office space if you are working remote is very nice. Just sad that we couldn’t stay for the entire time that we hoped. Neighborhood is nice and quiet as well. "
East Orlando Getaway - 3BR/2BTH * Private Pool

Beautiful home close to Parks

10.0 out of 10, Exceptional, (2)
"Myself and a few friends needed a place to stay for a concert in Orlando. This place worked out great. Centrally located and easily accommodated 3 adults. House was as described and was perfect for our needs."
Beautiful home close to Parks

Private Luxury Pool / Smart-home

9.6 out of 10, Exceptional, (61)
"Fantastic place to stay in great location. "
Private Luxury Pool / Smart-home

Full House with Big Fenced Backyard, Washer & Dryer / Pet-Friendly.

2.0 star property
The price is SAR 484
SAR 1,067 total
includes taxes & fees
16 Jan - 17 Jan
Full House with Big Fenced Backyard, Washer & Dryer / Pet-Friendly.

Large, beautiful, very comfortable one bedroom on small lake

10.0 out of 10, Exceptional, (46)
"This property is STUNNING. It's in a charming neighborhood in Orlando that is a 5-minute drive to many good restaurants. The property feels like a resort with winding paths to multiple residences, gorgeous foliage and a large beautiful sun-dappled lake with comfy lounge chairs. The interior is clean and the bed is very comfortable. Our visit was right after Hurricane Milton and we were worried about impact in Orlando but he assured us there was no damage. Unfortunately, although the power inside...
The price is SAR 653
SAR 1,264 total
includes taxes & fees
6 Jan - 7 Jan
Large, beautiful, very comfortable one bedroom on small lake

Charming Winter Park Fully Furnished & Pet Friendly Farmhouse Bungalow

9.4 out of 10, Exceptional, (83)
"Good location close to fullsail university "
Charming Winter Park Fully Furnished & Pet Friendly Farmhouse Bungalow

Relaxing and Spacious Oasis near the Springs

9.6 out of 10, Exceptional, (45)
"The property was exactly as shown in photos. Beautifully decorated. Very clean. Extremely comfortable mattresses. Would stay here again."
Relaxing and Spacious Oasis near the Springs

⭐️ Pool ⭐️ Game Room ⭐️ BBQ ⭐️ Fire Pit ⭐️ Coffee Bar

10.0 out of 10, Exceptional, (3)
"I found this spot while looking for a quick family getaway to the local springs. It was fantastic. Having the pool and the gameroom was a huge hit with the kids. The house was clean and tidy and we enjoyed our time."
⭐️ Pool ⭐️ Game Room ⭐️ BBQ ⭐️ Fire Pit ⭐️ Coffee Bar

🍃 Earthy Oasis 🍂 3BR Suite Near Disney & Universal! 🎢

10.0 out of 10, Exceptional, (31)
"This place is perfectly set up with the right amount of beds for my family. Thank you for sharing your beautiful home. The beds & pillows were super comfortable & smelled so clean. Which I love."
The price is SAR 537
SAR 1,377 total
includes taxes & fees
7 Jan - 8 Jan
🍃 Earthy Oasis 🍂 3BR Suite Near Disney & Universal! 🎢

Indulge at “Da Comfy House”

9.0 out of 10, Wonderful, (6)
"Ideal spot to stay within walking distance from Lake Eola, with bars and restaurants nearby, and a Publix. Mark was a great host and even invited us to their Thanksgiving party. The accommodation is well laid out with everything you will need and nice, light and airy, as well as being attractively decorated. Would definitely stay there again. "
Indulge at “Da Comfy House”

There's space for everyone in this gorgeous 3-Story Townhome near the theme park

9.8 out of 10, Exceptional, (93)
"This is our second stay at this property and we will definitely be back again. Very clean with everything you need. Very sweet additional amenities and great communication. Easy check in too! Thank you! "
There's space for everyone in this gorgeous 3-Story Townhome near the theme park

Charming 1920's House - pet friendly, 45 minutes from beach & attractions!

10.0 out of 10, Exceptional, (4)
"Well maintained home, great remodelled kitchen "
Charming 1920's House - pet friendly, 45 minutes from beach & attractions!

3 bedroom 3.5 bathroom townhome at Vista Cay Sleeps up to 10

9.2 out of 10, Wonderful, (48)
"We rented the location for work and play. Had a great week down there with little to no issues. Would stay at this location again in the future. "
The price is SAR 622
SAR 1,754 total
includes taxes & fees
20 Jan - 21 Jan
3 bedroom 3.5 bathroom townhome at Vista Cay Sleeps up to 10

“The Clementine” Boho Home in Orlando’s Food Scene

9.8 out of 10, Exceptional, (7)
"The Clementine was the perfect place for my two friends and me. Very clean, spacious, and a 5 minute walk to Dunkin Donuts and other food options. Brandi was a fantastic host. Could not recommend staying here enough!"
The price is SAR 330
SAR 574 total
includes taxes & fees
16 Jan - 17 Jan
“The Clementine” Boho Home in Orlando’s Food Scene

The Billiard: super fun home close to downtown with fully-fenced yard

10.0 out of 10, Exceptional, (2)
"This property had everything we needed to enjoy our trip. We came down for a softball tournament at soldiers creek (about 15 min away). The house was walking distance to restaurant's, grocery store, bars, lake. It was clean and comfortable. We enjoyed everything about it! We would definitely come back and highly recommend it for its comfort, cleanliness, and location!!"
The Billiard: super fun home close to downtown with fully-fenced yard

Spacious craftsmen house sleeps 6

Spacious craftsmen house sleeps 6
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.
Don't see what you're looking for?
See all available properties in Winter Springs
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Winter Springs

The View Studio Suites and Event Venue

3.5 star property
8.4 out of 10, Very Good, (684)
"The hotel is definitely dated.. but the price reflects that. Regardless, my room and bedding were clean and comfortable. The breakfast was simple but good. Parking was easy. Access to highways and expressways were also easy. I didn’t need much and didn’t spend much time at the hotel as I was out and about most days of my stay.. so it was perfect for me. No complaints."
The price is SAR 287
SAR 323 total
includes taxes & fees
13 Jan - 14 Jan
The View Studio Suites and Event Venue

Florida Hotel & Conference Center in the Florida Mall

3.5 star property
9.0 out of 10, Wonderful, (1667)
"This property is connected to the Florida Mall which is a great convenience for families traveling with children. "
The price is SAR 634
SAR 810 total
includes taxes & fees
4 Jan - 5 Jan
Florida Hotel & Conference Center in the Florida Mall

The Point Hotel & Suites

3.5 star property
8.0 out of 10, Very Good, (3118)
"Not clean"
The price is SAR 409
SAR 504 total
includes taxes & fees
15 Jan - 16 Jan
The Point Hotel & Suites
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.