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Compare 1228 Vacation Homes in Winter Springs with updated reviews, rates, and availability.

Tranquil Bliss Retreat at Champions Gate: A Luxurious 4-Bed Haven with Private Pool
Tranquil Bliss Retreat at Champions Gate: A Luxurious 4-Bed Haven with Private Pool
Lake Front Suite -Close to all Attractions
9.4 out of 10, Exceptional, 52 reviews
"This property was perfect for our stay close to family; a beautiful landscape; owners who were friendly and engaging. I look forward to our next trip."
Lake Front Suite -Close to all Attractions
Breezy Pool Home!
9.0 out of 10, Wonderful, 51 reviews
"All was great except for the air conditioner and access to the pool at night. For some reason the air conditioner was not cool enough and the house, mainly the rooms and bathroom"
The price is $119
$220 total
includes taxes & fees
Jun 19 - Jun 20
Breezy Pool Home!
Vista Cay Resort by Casiola Vacation Homes
3.5 star property
8.8 out of 10, Excellent, 168 reviews
"Stayed at Vista five times. The property is great, the owner is the unit was ehhh. It certainly needs work"
The price is $145
$402 total
includes taxes & fees
Jul 1 - Jul 2
Vista Cay Resort by Casiola Vacation Homes
City living, walk to downtown College Park, restaurant, bars, shops, Starbucks✨
9.6 out of 10, Exceptional, 4 reviews
"Good place but needs a little work. Single bathroom needs a ventilation fan. Kitchen sink needs maintenance. Host very helpful. Location is close to downtown and has options very close for food & beverage. Area seemed safe. With many past varied VRBO stays we rate an 8 out 10."
City living, walk to downtown College Park, restaurant, bars, shops, Starbucks✨
Violet's Vista | Luxe home next to Universal w/ spa pool, grand LR/DR, themed BR
10.0 out of 10, Exceptional, 1 review
"We had two families of five stay comfortably for a Universal studios vacation. The house was perfect and a short trip to the park. The owner is very easy to communicate with and quick to fix any issues you might have. We had a small issue and they had someone come at 10:00 at night to fix the issue. Very good customer service! We will definitely stay here again in the future"
Violet's Vista | Luxe home next to Universal w/ spa pool, grand LR/DR, themed BR
Beautiful home close to Parks
10.0 out of 10, Exceptional, 2 reviews
"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
Quiet Oasis in Lovely Neighborhood
9.8 out of 10, Exceptional, 98 reviews
"Great central location, and the hosts are fantastic. The space met our simple needs very well. We enjoyed the pool on most days and went out at night. The screened-in environment kept out bugs, which was great. Their home is in a beautiful neighborhood with lots of unique homes- no safety concerns whatsoever. There is a small fridge, but no freezer, so we bought a cooler and lots of bags of ice. We couldn't figure of if or how the celing fan worked, but we didn't ask either. Wall mounted air...
The price is $90
$202 total
includes taxes & fees
Jul 8 - Jul 9
Quiet Oasis in Lovely Neighborhood
Ocean Guest House !
9.6 out of 10, Exceptional, 44 reviews
"A great no-frills, clean and quiet apartment adjacent to a home in low-traffic suburban neighborhood. Very close to food, shops, Winter Park, and Orlando."
The price is $60
$154 total
includes taxes & fees
Jun 19 - Jun 20
Ocean Guest House !
THE CHLOE by EVRH
9.6 out of 10, Exceptional, 42 reviews
"Great place"
The price is $110
$514 total
includes taxes & fees
Jun 25 - Jun 26
THE CHLOE by EVRH
The Perfect Get Away
6.8 out of 10, 8 reviews
"Place was very clean, nice yard. Outside atmosphere was nice but the furniture is outdated. Overall, the stay was good."
The price is $125
$285 total
includes taxes & fees
Jun 19 - Jun 20
The Perfect Get Away
Alameda Guest Room. Bed, Bath & Pool
7.4 out of 10, Good, 3 reviews
"We stayed with Terra on our trip to visit Casa Dega. Her home was beautiful, pool spectacular and Terra was an amazing hostess. Definitely recommend. Would stay again."
The price is $111
$145 total
includes taxes & fees
Jun 21 - Jun 22
Alameda Guest Room. Bed, Bath & Pool
Waterside. Pet friendly. UCF area.
9.4 out of 10, Exceptional, 116 reviews
"Very peaceful,serene and relaxing place. Really enjoyed the backyard with the lake. Great property, will revisit"
Waterside. Pet friendly. UCF area.
* Beautiful Lakehouse with Pool and Movie Theater*
10.0 out of 10, Exceptional, 18 reviews
"Had the family all together for my sons college graduation. The five of us really loved the home, pool, yard and deck. Wish we had more time to stay!! Super comfortable home with great decorations and entertainment touches - juke box speaker, outdoor fridge, plenty of seats and couches. I’m a coffee drinker and enjoyed the espresso machine - great coffee. Highly recommend this lovely home for an Orlando Vacation."
The price is $599
$1,034 total
includes taxes & fees
Jun 22 - Jun 23
* Beautiful Lakehouse with Pool and Movie Theater*
Casa Bella
10.0 out of 10, Exceptional, 131 reviews
"This was an excellent stay. We were gathered together as a family & made great use of the pool on a very hot weekend. The location was perfect to visit gardens & nearby museums."
Casa Bella
Apopka Single-Story Home w/ Private Lanai + Pool!
9.6 out of 10, Exceptional, 25 reviews
"A perfect location for visiting our Apopka family. The house is open, clean and bright. A quiet neighborhood makes for a peaceful morning coffee by the pool. The host provides everything you need. A lot of personal touches. Would definitely come back again."
Apopka Single-Story Home w/ Private Lanai + Pool!
Let's go Retro-Private home on Canal - Pool & Spa
9.0 out of 10, Wonderful, 9 reviews
"This house has totally got the vibes going on… Our stay was super groovy! From the decor to the hot tub, we were totally in birthday celebration mode.! The was house clean and it had everything we needed. It was the small touches like the snacks provided to the candles and Christmas tree lit, they really set the mood upon arrival. And we have to mention the vinyl art hanging on the walls!! I think it was our favorite thing about the house!!! We played music well into the evening and hung out on...
Let's go Retro-Private home on Canal - Pool & Spa
Spacious 4 Bed Home near Orlando Gated+Pool Access
10.0 out of 10, Exceptional, 43 reviews
"This property was everything it said it was! I highly recommend anyone traveling to and from sanford orland airport that wants a close, quiet, clean and very accommodating spot with easy access to the airport to give this a try 10/10 "
The price is $160
$384 total
includes taxes & fees
Jul 2 - Jul 3
Spacious 4 Bed Home near Orlando Gated+Pool Access
Clear Lake Front home near Orlando / Sanford SFB Boombah
9.8 out of 10, Exceptional, 23 reviews
"Enjoyable morning view at the lake, It seems like a quiet and safe neighborhood. The house has everything you may need during your stay and clean. Host very polite and communicative. My kids enjoyed the house, not surprised, not bugs, and a comfy tv room."
Clear Lake Front home near Orlando / Sanford SFB Boombah
Chic & comfy family-sized home. close to amusement parks and pet-friendly!
9.8 out of 10, Exceptional, 18 reviews
"Barbara has a lovely home located in a very nice neighborhood. I was in the area to visit family, so I was away from the house most of the day, but I did enjoy having my coffee on the front porch each morning and a drink on the back patio when I returned each evening. Entry was easy and there was a garage for my car. The house had everything I needed. The bed in the master bedroom was very comfortable. The house is located a short distance from a major grocery store and several restaurants. I...
Chic & comfy family-sized home. close to amusement parks and pet-friendly!
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See all available properties in Winter Springs
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.

Other property types in Winter Springs

Avanti International Resort
3.0 star property
7.8 out of 10, Good, 2,216 reviews
"I enjoyed my stay"
The price is $84
$112 total
includes taxes & fees
Jun 30 - Jul 1
Avanti International Resort
Hyatt Regency Orlando International Airport
4.0 star property
9.4 out of 10, Exceptional, 4,951 reviews
"Very quick, friendly and polite. Very happy with the room as well too. "
The price is $178
$200 total
includes taxes & fees
Jul 3 - Jul 4
Hyatt Regency Orlando International Airport
CoCo Key Hotel and Water Resort 
3.5 star property
7.4 out of 10, Good, 3,853 reviews
"Loved the fact there was covered pool area. No sun burns. Food was good a little pricey..walking distance to a lot of things as well. There is a parking fee. Beds were horrible very uncomfortable, besides that we had an amazing time. "
The price is $114
$176 total
includes taxes & fees
Jun 19 - Jun 20
CoCo Key Hotel and Water 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.

Winter Springs Vacation Homes information

Number of reviews
845
Accommodation
1228 Vacation Homes
Lowest Price
$60
Highest Price
$599

Recent reviews of Winter Springs hotels
Expedia verified reviews