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Compare 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 777
SAR 1,782 total
includes taxes & fees
25 Feb - 26 Feb
Vista Cay Resort by Casiola Vacation Homes

Charming and Cozy home in Altamonte Springs

8.8 out of 10, Excellent, (8)
"Quite and close to everything home."
Charming and Cozy home in Altamonte Springs

Private Luxury Pool / Smart-home

9.6 out of 10, Exceptional, (63)
"My family loved this house!! All of the technology & extras made this more than just a place to stay. My husband, mother-in-law & myself loved the peaceful environment in the backyard, while my boys (ages 16 & 20) loved the pool & hot-tub. The host was quick to answer when we needed them. "
Private Luxury Pool / Smart-home

Friendly House. Few minutes from Universal Studios & Downtown Orlando

The price is SAR 769
SAR 1,192 total
includes taxes & fees
26 Feb - 27 Feb
Friendly House. Few minutes from Universal Studios & Downtown Orlando

Spacious 4 Bed Home near Orlando Gated+Pool Access

10.0 out of 10, Exceptional, (51)
"Everything was great, spacious clean condo. We only stayed one night on the way to the airport. The only complains are that there was no coffee or tea. There was a coffee machine, but the only thing we found was Folgers instant coffee that we decided to avoid."
Spacious 4 Bed Home near Orlando Gated+Pool Access

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

9.4 out of 10, Exceptional, (13)
"House was in a nice neighborhood, beds were comfortable. Very clean. Would stay again. "
East Orlando Getaway - 3BR/2BTH * Private Pool

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

9.8 out of 10, Exceptional, (93)
"We had a relaxing stay in Orlando"
There's space for everyone in this gorgeous 3-Story Townhome near the theme park

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

Orlando Modern Spacious Home Near Universal

9.2 out of 10, Wonderful, (43)
"The property was in close proximity to all of the well known Orlando attractions, yet is nestled away in a quiet neighborhood, right off of the beaten path. It was very much a refuge from the bustle of the city. The property owner was very easy to get in touch with and was quick to resolve any concerns that we had, which were very few. We were pleased that we chose this home for our Christmas vacation at Universal Studios. "
The price is SAR 585
SAR 1,338 total
includes taxes & fees
18 Feb - 19 Feb
Orlando Modern Spacious Home Near Universal

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

9.8 out of 10, Exceptional, (7)
"15 minutes from everything great in Orlando, while still being tucked away in a quiet location. "
Sleeps 10 + Pool and Fully Fenced Yard plus enjoys 2 King Rooms

Relaxing and Spacious Oasis near the Springs

9.6 out of 10, Exceptional, (47)
"Great home for the family we had staying for the holidays. Communication with the host was so accommodating and so fast. Location is great! "
Relaxing and Spacious Oasis near the Springs

Casa Winter Park

9.8 out of 10, Exceptional, (102)
"Booked this VRBO as we were having a family get together. It was perfect for all our guests who stayed and those who visited for the day. Plenty of space the the backyard gazebos were a perfect place for all of us to enjoy evening with a firepit and games. Host was great when I had some questions. Louise"
Casa Winter Park

Lake Marion Home w/ Canoe in Altamonte Springs!

9.8 out of 10, Exceptional, (72)
"Loved staying here. Great location and exactly as described. Thank you!"
Lake Marion Home w/ Canoe in Altamonte Springs!

Saltwater Pool, Patio & Sunroom: Deltona Home!

10.0 out of 10, Exceptional, (14)
"The house was perfect for our family vacation! Well stocked, clean and spacious. Our kids loved the pool and backyard. Neighborhood was quiet and close to stores and restaurants. We will definitely book again!"
Saltwater Pool, Patio & Sunroom: Deltona Home!

Modern Private Room With Private Entrance

9.2 out of 10, Wonderful, (11)
"I want to start by saying we had a wonderful stay, BUT it's worth noting the family in the house can be quite loud during the day. TV through the wall, yelling kids, etc. Not a huge issue for us as we were strictly here to sleep & shower, again, I believe it is worth noting. "
Modern Private Room With Private Entrance

Tranquil 3-bedroom house in Sanford with AC, WiFi

10.0 out of 10, Exceptional, (1)
"Just what we needed for a 1 night stay!"
The price is SAR 488
SAR 944 total
includes taxes & fees
26 Feb - 27 Feb
Tranquil 3-bedroom house in Sanford with AC, WiFi

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

10.0 out of 10, Exceptional, (5)
"This house was absolutely perfect for my son and me during our trip to visit a nearby college. It was not only clean and comfortable but also warm and inviting, making us feel right at home. The location was excellent, providing convenient access to everything we needed. Our host was incredibly attentive and went above and beyond, exceeding my already high expectations from the other glowing reviews. With my son likely attending college in the area, this will definitely be our go-to place for...
Charming 1920's House - pet friendly, 45 minutes from beach & attractions!

The Bird House Spa Winter Park

2.5 star property
10.0 out of 10, Exceptional, (1)
"We were there for a graduation (UCF). The house was convenient, clean, and fun. They provided everything we needed and then some. Would definitely recommend. "
The Bird House Spa Winter Park

Charming Winter Park Fully Furnished & Pet Friendly Farmhouse Bungalow

9.4 out of 10, Exceptional, (84)
"Good location close to fullsail university "
Charming Winter Park Fully Furnished & Pet Friendly Farmhouse Bungalow

Sunshine Escape Guesthouse ☀

9.6 out of 10, Exceptional, (4)
"Place was clean..comfy bed..had no issues during our stay. "
The price is SAR 244
SAR 602 total
includes taxes & fees
18 Feb - 19 Feb
Sunshine Escape Guesthouse ☀
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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Other property types in Winter Springs

The View Studio Suites and Event Venue

3.5 star property
8.4 out of 10, Very Good, (824)
"The staff was so great, very kind and helpful. There is also a local cat that hangs out that is very sweet!"
The price is SAR 385
SAR 433 total
includes taxes & fees
3 Mar - 4 Mar
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, (1735)
"Hotel was overall great! Location is great and the amenities were good. The only problem I experienced was that the shower handle came off as soon as I touched it to turn shower on."
The price is SAR 745
SAR 935 total
includes taxes & fees
16 Feb - 17 Feb
Florida Hotel & Conference Center in the Florida Mall

Sonder at The Point

4.0 star property
8.4 out of 10, Very Good, (645)
"This is our third time staying here and its always clean and perfect! "
The price is SAR 348
SAR 391 total
includes taxes & fees
17 Feb - 18 Feb
Sonder at The Point
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.