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Featured Cottages in Winter Garden

TV, books
High Hedges Cottage - Close to downtown Mt Dora in quiet neighborhood
10.0 out of 10, Exceptional, (109)
"Only a 20 minute walk to downtown area and the walk is thru nice residential areas. Also very close to a cement walking path around a lake you can see from the residence. Mount Dora's shops and restaurants made the trip to town worthwhile!"
High Hedges Cottage - Close to downtown Mt Dora in quiet neighborhood
Dining
Cozy Cottage 3 blocks from town
10.0 out of 10, Exceptional, (6)
"Host Debbie was very welcoming. And she was there for any quesrions or concern. Happy to say that there was none. "
Cozy Cottage 3 blocks from town
Property grounds
Location Location !The Hidden Gem Cottage 4 miles from Disney 4 Star RV Resort !
10.0 out of 10, Exceptional, (10)
"Near all the attractions and anything that you want or need."
Location Location !The Hidden Gem Cottage 4 miles from Disney 4 Star RV Resort !
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Interior
"THE WOW COTTAGE" - Historic District - Mount Dora's Biggest "WOW!"
10.0 out of 10, Exceptional, (98)
"Lovely cottage beyond expectations."
"THE WOW COTTAGE" - Historic District - Mount Dora's Biggest "WOW!"
Miscellaneous
Private Pool/spa, Free Waterpark, Lazy River!
4.0 star property
10.0 out of 10, Exceptional, (1)
"Great home! Clean! Had every item in the home for comfortable living! Although I didn’t pay for pool heating I wanted to jump in on a cold day it was so clean and beautiful ! "
Private Pool/spa, Free Waterpark, Lazy River!
Pool
vanessa cottage
10.0 out of 10, Exceptional, (1)
"Was very nice, needs bigger trash cans. Would be nice to have a few cleaning supplies such as dishsoap . Overall it was a good place to stay."
vanessa cottage
Lobby
"Peachy Keen" 3BD Pool & Spa Cottage Near Disney
10.0 out of 10, Exceptional, (2)
"Great Area, close to parks and Orange County Convention Center. House was exactly as described."
"Peachy Keen" 3BD Pool & Spa Cottage Near Disney
Interior
Kissimmee Home w/ Private Pool - 8 Mi to Disney!
3.0 star property
10.0 out of 10, Exceptional, (1)
"This is a great option if you’re not staying on property. It’s a spacious townhouse with a private pool which is such a plus on those hot summer days. The rooms were nice and clean and so were the bathrooms. I was happy that they had plenty of pots and plates which made it easy for us to cook and eat before heading out to the parks. The only thing I would say is I wish they had a few more essential like Paper towels, a sponge for washing dishes and a couple extra garage bags to help make sure...
Kissimmee Home w/ Private Pool - 8 Mi to Disney!
Property grounds
Up to Scale at Margaritaville
5.0 star property
10.0 out of 10, Exceptional, (1)
"Otima experiência. Localização excelente. Facil acesso aos parques da Disney. Proxima a supermercados, restaurantes, e lojas. A casa é muito congortavel e o Check in e check out muito faceis de realizar. Retornaremos com certeza."
Up to Scale at Margaritaville
Interior
"THE FISHERMAN'S COTTAGE" - Historic District - Mount Dora DESTINATION Cottage!
10.0 out of 10, Exceptional, (87)
"We both absolutely loved cottage! We will definitely book again. It was beautifully renovated, and very comfortable with everything we needed and more."
"THE FISHERMAN'S COTTAGE" - Historic District - Mount Dora DESTINATION Cottage!
Fridge, microwave, stovetop, dishwasher
Downtown Winter Garden Home ~ 12 Mi to Disney!
10.0 out of 10, Exceptional, (3)
"Very clean and nice. One thing I would have liked is a reading lamp."
Downtown Winter Garden Home ~ 12 Mi to Disney!
Pool
Easy walk 5 blocks to downtown dining & shopping. 2 BR, 2 Bath, POOL
10.0 out of 10, Exceptional, (10)
"I loved my stay! Quiet, clean, close to everything and in a great setting. Pool and area were a great bonus as well. I am an avid cyclist and this put me in the heart of cycling country right out my front door. Five stars all the way!!!"
Easy walk 5 blocks to downtown dining & shopping. 2 BR, 2 Bath, POOL
Living area
Cozy Lake Front Cottage
10.0 out of 10, Exceptional, (6)
"When you need a quiet and peaceful getaway, this little cottage can give you a shelter from life’s chaos. Spotlessly clean, a view of a private lake teaming with wildlife. Peace and quiet from the overwhelming noise of our growing dense population. The owners are a sweet couple who will invite you to a fire to watch a sunset with them. We only stayed two nights but that was all we needed to catch our breath and reset. The little barnyard full of chickens, turkeys and geese was a special treat....
The price is NZ$512
includes taxes & fees
16 May - 17 May
Cozy Lake Front Cottage
Interior
Margaritaville Home + Hot Tub, 3 Mi to Disney
3.0 star property
10.0 out of 10, Exceptional, (1)
"This place is great on all concerts, clean, right location, at lots of things to do around the property very practical for family get together ❤️ "
Margaritaville Home + Hot Tub, 3 Mi to Disney
Smart TV
NEW Margaritaville Resort 2 Bed Pool Cottage - King Bed on First Floor
10.0 out of 10, Exceptional, (1)
"We truly enjoyed our stay at Four Corners. The location was perfect for my husband to attend a work conference at the Margaritaville Resort, while I headed to Disney with family. The cottage is well equipped, nicely decorated and the private pool was a treat to have! Best is the location so close to the Disney Parks and any food or shopping you need. Daniel responded quickly to all our questions. Will be back!"
NEW Margaritaville Resort 2 Bed Pool Cottage - King Bed on First Floor
Lobby
Frankly Fintastic - Happy Days in Margaritaville! Min to Resorts, Pet Friendly
10.0 out of 10, Exceptional, (1)
"Our family enjoyed staying in this property since it was clean, quiet, and close to many stores (like Target) and restaurants. Most attractions are within 15 to 25 minutes drive from the property. Check-in was convenient. We are pleased with our stay."
Frankly Fintastic - Happy Days in Margaritaville! Min to Resorts, Pet Friendly
Property grounds
Quiet 1 bedroom Guest House with pool & WiFi Lake May, Florida
9.8 out of 10, Exceptional, (16)
"Great communication from the beginning. The house was more than we expected and was super cute! We fell in love with the area and felt very safe and was able to relax. We are in our late 40's and early 50's and this was perfect for us. I adored the bed! It was the highlight of our trip (I am not kidding)! Everything was super clean, very nice and current decor and appliances, and the pool area is gorgeous. We only was able to use it once but that is because we had so many things planned. I would...
The price is NZ$461
includes taxes & fees
22 May - 23 May
Quiet 1 bedroom Guest House with pool & WiFi Lake May, Florida
Interior
Gorgeous Cottage w/Private Pool + Balcony, Near Disney!
9.8 out of 10, Exceptional, (42)
"Property was very clean and exactly as advertised. The pool was great and the location was great for walking, with many shops and restaurants close by."
Gorgeous Cottage w/Private Pool + Balcony, Near Disney!
Exterior
Downtown Winter Garden Cottage ~ 12 Mi to Disney!
9.8 out of 10, Exceptional, (39)
"Very comfortable beds. Kitchen well equipped. Nice front porch to sit on. Walking distance to shops & restaurants in downtown Winter Garden. Would definitely recommend."
Downtown Winter Garden Cottage ~ 12 Mi to Disney!
Outdoor pool
Beautiful, Modern Home W/private Pool! Near WDW
4.0 star property
9.6 out of 10, Exceptional, (7)
"Well appointed but some amenities are damaged, needs to have overhaul to repair some areas zz"
Beautiful, Modern Home W/private Pool! Near WDW
Don't see what you're looking for?
See all available properties in Winter Garden
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 Garden

Meeting facility
Hyatt Regency Orlando International Airport
4.0 star property
9.4 out of 10, Exceptional, (4817)
"Will stay here more often "
The price is NZ$389
includes taxes & fees
18 May - 19 May
Hyatt Regency Orlando International Airport
Exterior
Holiday Inn Resort Orlando - Lake Buena Vista, an IHG Hotel
3.5 star property
8.6 out of 10, Excellent, (3121)
"Property was clean & well maintained. Pool was relaxing & clean. Loved the tiki bar & convenience of shuttle!! Shuttle has multiple times to Epcot/TTC & Disney Springs it was perfect!! Market & applebees on site was nice for after park eats & cravings! Would stay again."
The price is NZ$202
includes taxes & fees
9 Jun - 10 Jun
Holiday Inn Resort Orlando - Lake Buena Vista, an IHG Hotel
2 outdoor pools, a heated pool, open 8:00 AM to 10:00 PM, pool umbrellas
Lake Buena Vista Resort Village & Spa
4.0 star property
8.4 out of 10, Very good, (7183)
"Fabulous place for a family holiday. Would definitely recommend and would love to return here. Apartments spacious and well-equipped. Reception desk very helpful. Good parking. Bus transfer to theme parks. Lovely pool area. Furnishings need a bit of updating but small thing compared with all the positives of this place. Why stay in a hotel room when you can have all the space these apartments provide "
The price is NZ$334
includes taxes & fees
16 May - 17 May
Lake Buena Vista Resort Village & Spa
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 Garden Cottages information

Number of reviews
721
Accommodation
1418 Cottages
Lowest Price
NZ$259
Highest Price
NZ$461

Recent Reviews in Winter Garden
Expedia verified reviews

Rosen Shingle Creek

Rosen Shingle Creek

5/5 Excellent
"The staff at the steakhouse was outstanding and professional with a smile. Unfortunately the Spa receptionist/attendant needs to be more friendly and welcoming otherwise I would of partake in the services. Overall definitely planning to stay there when I fly back in June. 😁"
A verified traveller stayed at Rosen Shingle Creek
Posted 7 hours ago
Rosen Shingle Creek