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 1266 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, (173)
"We never got oven racks for stove. Hard to use oven without them. Requested them twice, but never got them"
The price is AED 532
AED 1,462 total
includes taxes & fees
29 Nov - 30 Nov
Vista Cay Resort by Casiola Vacation Homes

Quiet Oasis in Lovely Neighborhood

9.8 out of 10, Exceptional, (113)
"My sister in law were in town for the Pink Concert as well as my sons soccer tournament. We stayed in a hotel with the team from Friday to Sunday and then headed to Bunker’s on Sunday. I was not sure if my sons tournament was going to run over if he made it to the finals so Bunker was kind enough to inform me that I could leave my stuff there while we waited for the tournament results. We didn’t end up needing to but it was kind of him. Fast forward to when we arrived, the neighborhood was...
The price is AED 331
AED 693 total
includes taxes & fees
9 Dec - 10 Dec
Quiet Oasis in Lovely Neighborhood

Charming Winter Park Fully Furnished & Pet Friendly Farmhouse Bungalow

9.6 out of 10, Exceptional, (81)
"Nice and comfy, the host let us extend an extra day on short notice due to the hurricane."
Charming Winter Park Fully Furnished & Pet Friendly Farmhouse Bungalow

Fire Pit + Grill + 2MI to DT + Long Term Stays!

10.0 out of 10, Exceptional, (4)
"Julie is a wonderful host. Extremely responsive and very helpful. The property is lovely, well designed + thoughtfully furnished. Breezy easy checkin & checkout. 5 stars all around."
Fire Pit + Grill + 2MI to DT + Long Term Stays!

New Epic Universe& Convention Center, Disney, SeaWorld 3BD/4BA@Vista Cay home

2.0 star property
New Epic Universe& Convention Center, Disney, SeaWorld 3BD/4BA@Vista Cay home

Lake Front Suite -Close to all Attractions

9.4 out of 10, Exceptional, (62)
"Enjoyed our time here. "
Lake Front Suite -Close to all Attractions

Tranquil Bliss Retreat at Champions Gate: A Luxurious 4-Bed Haven with Private Pool

9.4 out of 10, Exceptional, (6)
"House is exactly as shown. It was very clean and each bedroom had bathrom & pool towels provided. House is in a great neighborhood and was very central to all the places we wanted to visit during our 2 week trip. We did end up buying a small cutting board to add to the kitchen as we didnt want to cut vegetables directly on the counter and also added a small frying pan. Overall, staying at this house waa great and would rent again.. "
Tranquil Bliss Retreat at Champions Gate: A Luxurious 4-Bed Haven with Private Pool

Upscale Stay: Minutes from Parks, Convention Center and attractions.

10.0 out of 10, Exceptional, (34)
"Great location and perfect for families."
Upscale Stay: Minutes from Parks, Convention Center and attractions.

Winter Park Charmer - Heated Pool Home - Close to everything

9.6 out of 10, Exceptional, (4)
"We stayed for over a week and everything was great! Neighborhood is good, the house was well stocked and communication with the owner with seamless! "
Winter Park Charmer - Heated Pool Home - Close to everything

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

Near Universal, Disney & OCC Vista Cay town home

9.8 out of 10, Exceptional, (23)
"We enjoyed our stay. The unit was large enough for our entire family. It was relatively close to the convention center. We enjoyed the little shopping area within walking distance and the brewery had great wings. We would stay again."
Near Universal, Disney & OCC Vista Cay town home

Vista Cay 5 Star Resort! Packed with amenities. Near Disney & Convention Ctr.

9.2 out of 10, Wonderful, (79)
"I booked this for myself and staff to attend a hair show located at the convention center. It is a $9 Uber ride away, had shops within walking distance. Great cupcake spot on the corner. Pool was a little hard to find and not really close but was awesome. Loved the jazz music playing when we arrived."
Vista Cay 5 Star Resort! Packed with amenities. Near Disney & Convention Ctr.

Downtown Orlando Creative Oasis- Hand Painted Murals & Free Parking.

9.8 out of 10, Exceptional, (7)
"Overall, the space was great. Loved the common area. The location was ideal to where we were, but the neighborhood was a little questionable at first, but was quiet which I appreciate. The road is a super tight squeeze and one way and GPS wasn’t the friendliest to get there. I did have to reach out the morning of because I didn’t receive any information earlier. I’ve stayed in VRBO where the information was given the day before just in case of late check ins, questions regarding stay, etc. The...
The price is AED 588
AED 801 total
includes taxes & fees
1 Dec - 2 Dec
Downtown Orlando Creative Oasis- Hand Painted Murals & Free Parking.

Upstay - Home w Garden, BBQ and Games at Golf Club

9.0 out of 10, Wonderful, (2)
"Comfortable space to stay. "
Upstay - Home w Garden, BBQ and Games at Golf Club

The Epic New York Vista Cay Orlando

8.0 out of 10, Very Good, (4)
"3 coworkers split this property for a trade show we were working. 3 bdrms all had full bathrooms making it a much more affordable option then 3 hotel rooms. Very convenient location to convention centers. Recommend "
The Epic New York Vista Cay Orlando

5064 Tideview Cir #84 Lucy · Luxury Townhouse near Convention Center Universal

9.6 out of 10, Exceptional, (5)
"Just about everything with the property was fantastic. It's modern, clean, has all the amenities you need. The Door lock battery died. The owner responded quickly to remedy the issue, but we had to sit outside in the 90 degree humid weather after a long day at the volleyball tournament. The next day, the AC stopped working and it was hot in the house. Again they responded quickly and had an AC repair guy over in about 2-3 hours. Essentially things were just really dirty and the filter I saw that...
The price is AED 507
AED 1,414 total
includes taxes & fees
2 Dec - 3 Dec
5064 Tideview Cir #84 Lucy · Luxury Townhouse near Convention Center Universal

Deltona Home w/ Saltwater Pool & Sunroom!

10.0 out of 10, Exceptional, (9)
"Our stay was fun in this adorable home."
Deltona Home w/ Saltwater Pool & Sunroom!

Banana Leaf Villa-Vintage Vibes Suites

2.0 star property
8.0 out of 10, Very Good, (1)
"Besides the restroom in the room being dirty everything else was ok. I always travel with mini disinfectant wipes so I made sure to sanitize everything in the room."
The price is AED 272
AED 419 total
includes taxes & fees
1 Dec - 2 Dec
Banana Leaf Villa-Vintage Vibes Suites

Lake House Pets allowed

10.0 out of 10, Exceptional, (34)
"This place is amazing. It provides everything you need to be comfortable and more. I did it for my daughter 16 th birthday she had a sleep over. Next time I’m doing it just for me and the adults. The scenery is so beautiful there a little paths to little gardens of Zen. Very peaceful and relaxing. I absolutely love it. "
The price is AED 771
AED 1,657 total
includes taxes & fees
2 Dec - 3 Dec
Lake House Pets allowed

THE CHLOE by EVRH

9.4 out of 10, Exceptional, (45)
"it’s was such a cute home the decor is soo cute and it’s a very spacious house"
The price is AED 404
AED 1,874 total
includes taxes & fees
1 Dec - 2 Dec
THE CHLOE by EVRH
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
8.6 out of 10, Excellent, (565)
"The stay overall was good. We were only there one night, for the price it was good, I just needed a place to sleep so I didn’t expect too fancy. Everyone was friendly, it was clean and bigger than I expected. I struggled with the smell of the room though, normally hotel cleaning chemicals don’t bother me but this was super strong and the whole night was like I was sniffing a bottle of pinesol which led to a migraine. I wish I did a little more research on the location because it is directly next...
The price is AED 303
AED 341 total
includes taxes & fees
1 Dec - 2 Dec
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, (1606)
"Using the key to go up to the room on elevator."
The price is AED 510
AED 657 total
includes taxes & fees
30 Nov - 1 Dec
Florida Hotel & Conference Center in the Florida Mall

The Point Hotel & Suites

3.5 star property
8.0 out of 10, Very Good, (3097)
"Everything was fine, except wrong payment at front"
The price is AED 337
AED 412 total
includes taxes & fees
16 Dec - 17 Dec
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.