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Compare 72 Guest Houses in Winter Garden with updated reviews, rates, and availability.

The Estate at Mount Dora
Exterior

The Estate at Mount Dora

3.5 star property
9.2 out of 10, Wonderful, (324)
"We spent a couple's weekend in Mount Dora using The Estates at Mount Dora for our lodging. The room was clean and comfortable with upgraded linens and towels. Extra large shower with rain-shower head and wand. Mount Dora has a free transportation service and this property is inside it's arra of service. This makes transportation to the heart of shops and restaurants a breeze."
The price is AED 400
AED 542 total
includes taxes & fees
25 Nov - 26 Nov
The Estate at Mount Dora
The Heirloom Inn
Front of property

The Heirloom Inn

3.0 star property
8.8 out of 10, Excellent, (187)
"Well cared for...period building. Very friendly and attentive owners. Perfect location."
The price is AED 321
AED 533 total
includes taxes & fees
24 Nov - 25 Nov
The Heirloom Inn
Winter Park Getaway
Terrace/patio

Winter Park Getaway

10.0 out of 10, Exceptional, (3)
"The host was very helpful and welcoming without being overbearing as some can be. The space was clean, cute, and well stocked."
Winter Park Getaway
2 Minutes to Universal Studios Theme Parks - Central, Relaxing and Chic 1BR
Room

2 Minutes to Universal Studios Theme Parks - Central, Relaxing and Chic 1BR

9.8 out of 10, Exceptional, (12)
"The place was clean, organized, and included a bottle of wine which was so sweet! Host had great communication and instructions for arriving were super clear."
2 Minutes to Universal Studios Theme Parks - Central, Relaxing and Chic 1BR
Mills Cottage by the Little Lake
Pool w/spa. 25/35 dollars a day additional to use pool/spa, pub/game room & gym

Mills Cottage by the Little Lake

10.0 out of 10, Exceptional, (44)
"Upon arriving nice neighborhood drive was seemed small but on our last day with multiple cars on lot it was easy to get out. I was impressed by the whole property, but the vegetation was by far my favorite thing the pool was easy to find there was so many things to keep us occupied if we needed. Owner was quick to respond and even checked in with us. Would definitely stay again!"
The price is AED 683
AED 1,467 total
includes taxes & fees
2 Dec - 3 Dec
Mills Cottage by the Little Lake
Spacious Park Royal Orlando Suite Near Theme Parks
Outdoor seating area

Spacious Park Royal Orlando Suite Near Theme Parks

7.8 out of 10, Good, (6)
"It was suite 2 rooms 2 queen beds one sofa bed easily accommodate family of six. 2 bathrooms. It’s spacious. The main disadvantage was the floor not clean. Need to have footwear. The AC was working good but little bit loud."
The price is AED 261
AED 372 total
includes taxes & fees
24 Nov - 25 Nov
Spacious Park Royal Orlando Suite Near Theme Parks
SPRING LAKE GETAWAY SUITE (Detached Guest House)
Detached Guesthouse over our 3 Car Garage

SPRING LAKE GETAWAY SUITE (Detached Guest House)

10.0 out of 10, Exceptional, (51)
"This Vrbo is spectacular, it’s in such a nice location and owned by communicative friendly people, who really care for what they do. This is the second time we stayed here and we’re just as impressed as before. Definitely a go to!"
SPRING LAKE GETAWAY SUITE (Detached Guest House)
Royal Park Orlando Peaceful Room with 2 DBL Beds and Pool
Living area

Royal Park Orlando Peaceful Room with 2 DBL Beds and Pool

9.6 out of 10, Exceptional, (13)
"This was so much better than what I had hoped for. Seasonal Pricing was super pool is awesome location exceptionally good "
The price is AED 195
AED 297 total
includes taxes & fees
2 Dec - 3 Dec
Royal Park Orlando Peaceful Room with 2 DBL Beds and Pool
Downtown Lake Eola Historic House 1 OR 2 BED
Living area

Downtown Lake Eola Historic House 1 OR 2 BED

8.8 out of 10, Excellent, (27)
"Very easy to find, historical home in a quiet neighborhood tucked between the ever growing city. A coffee shop around the corner, and right down the street is Lake Eola for a morning or evening stroll. A Publix grocery store just steps away. The home is very secure, with off street parking, comfortable bed, couch and air conditioning. Everything about our stay was just right. beautiful Lake Eola "
The price is AED 281
AED 596 total
includes taxes & fees
25 Nov - 26 Nov
Downtown Lake Eola Historic House 1 OR 2 BED
Tasteful Room with 2 DBL Beds Near Local-favorite Spots
Sun loungers

Tasteful Room with 2 DBL Beds Near Local-favorite Spots

8.0 out of 10, Very Good, (16)
"The property is a sleeper. It’s a good value for the money definitely not high end but perfect for budget minded families and business outings. I stay here often "
The price is AED 195
AED 297 total
includes taxes & fees
24 Nov - 25 Nov
Tasteful Room with 2 DBL Beds Near Local-favorite Spots
Kissimmee Family Vacation Room with 2 DBL Beds & Pool
Outdoor Furniture/Sun loungers/Swimming pool

Kissimmee Family Vacation Room with 2 DBL Beds & Pool

9.6 out of 10, Exceptional, (4)
"We enjoyed our recent stay, it was perfect for me, my husband, and our daughter. Our flight arrived late but the desk had someone available who checked us in quickly even though it was the middle of the night. Housekeeping came by every day to make our beds and give us fresh towels which was amazing! The property is pretty close to the Disney parks too. My only complaint is the cleanliness upon arrival. The cabinet doors were standing open, the floors weren’t clean, and the mirrors were dirty....
The price is AED 195
AED 297 total
includes taxes & fees
24 Nov - 25 Nov
Kissimmee Family Vacation Room with 2 DBL Beds & Pool
Peaceful Room with 2 DBL Beds A Short Ride to Theme Parks
Property Entrance

Peaceful Room with 2 DBL Beds A Short Ride to Theme Parks

9.6 out of 10, Exceptional, (7)
"My mother and I need some real rest so we decided to go to a different environment, which was Kissimmee. Beds were very comfortable, but a little too low!"
The price is AED 195
AED 297 total
includes taxes & fees
24 Nov - 25 Nov
Peaceful Room with 2 DBL Beds A Short Ride to Theme Parks
Weekend Getaway Room w 2 DBL Beds in the Entertainment District
Living area/Dining area

Weekend Getaway Room w 2 DBL Beds in the Entertainment District

10.0 out of 10, Exceptional, (1)
"Definitely enjoyed my partner and I’d cute little getaway to Kissimmee. This property is by the parks and had everything we needed and more. Thank you!"
The price is AED 195
AED 297 total
includes taxes & fees
24 Nov - 25 Nov
Weekend Getaway Room w 2 DBL Beds in the Entertainment District
Vibrant Room w 2 DBL Beds Near Local Attractions & Restaurants
Sun loungers

Vibrant Room w 2 DBL Beds Near Local Attractions & Restaurants

9.4 out of 10, Exceptional, (3)
"It was the best hotel for the price we stayed at. Great breakfast"
The price is AED 195
AED 297 total
includes taxes & fees
30 Nov - 1 Dec
Vibrant Room w 2 DBL Beds Near Local Attractions & Restaurants
 Peaceful Two Bedroom Guest House near Wekiva River and State Parks 
Private kitchen

 Peaceful Two Bedroom Guest House near Wekiva River and State Parks 

10.0 out of 10, Exceptional, (77)
"Everything it was clean . The king bed is super comfortable. The host is communicative. The house it’s was surrounding the beautiful springs for hot summer. I recommend Mike cottage. "
 Peaceful Two Bedroom Guest House near Wekiva River and State Parks 
Sunrise to Sunset on private 900 sq ft dock with BBQ!
Property grounds

Sunrise to Sunset on private 900 sq ft dock with BBQ!

10.0 out of 10, Exceptional, (98)
"This place is over the garage of an attached house and has stairs. The owner respected our privacy and let us enjoyed their beautiful yard and dock as if they were not there. They always asked if we needed anything. Very quiet retreat and Mt Dora nearby has alot of shops, resturants and tour boats to enjoy. Just wish the fish were biting more."
Sunrise to Sunset on private 900 sq ft dock with BBQ!
Spacious Room with 2 DBL Beds A Short Ride to Theme Parks
Outdoor seating area

Spacious Room with 2 DBL Beds A Short Ride to Theme Parks

The price is AED 195
AED 297 total
includes taxes & fees
24 Nov - 25 Nov
Spacious Room with 2 DBL Beds A Short Ride to Theme Parks
Magnificent Room with 2 DBL Beds Close to Must-see Attractions
Outdoor Furniture/Sun loungers/Swimming pool

Magnificent Room with 2 DBL Beds Close to Must-see Attractions

9.6 out of 10, Exceptional, (15)
"Had a nice stay, clean property, only thing is the breakfast needs to be better if you’re charging for it"
The price is AED 195
AED 297 total
includes taxes & fees
24 Nov - 25 Nov
Magnificent Room with 2 DBL Beds Close to Must-see Attractions
Spacious Suite in a Highly Desirable Location Near Theme Parks
Living room/Dining area

Spacious Suite in a Highly Desirable Location Near Theme Parks

8.6 out of 10, Excellent, (4)
"This use to be a hotel and seems to have seen better days but had been reconditioned. Some were in some aspects. Not a top line place but was clean and served our need."
The price is AED 261
AED 372 total
includes taxes & fees
24 Nov - 25 Nov
Spacious Suite in a Highly Desirable Location Near Theme Parks
Secluded Room with 2 DBL Beds A Short Ride to Golf Courses
Aerial view

Secluded Room with 2 DBL Beds A Short Ride to Golf Courses

The price is AED 195
AED 297 total
includes taxes & fees
24 Nov - 25 Nov
Secluded Room with 2 DBL Beds A Short Ride to Golf Courses
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 Garden

Seralago Hotel & Suites Main Gate East
Exterior

Seralago Hotel & Suites Main Gate East

3.0 star property
5.2 out of 10, (5565)
"I had to wait 20 minutes for the front counter lady to come in from smoking. The security guard was sitting in the lobby playing on his phone and he just kept saying she will be back soon.. Then she told me I had booked a double bed room and I said no I booked a family suite.. So I had to show her my email and she said well I don't know why they put you in another room, let me make sure I have a clean one.. After standing in the lobby for a total of 40 minutes (including her smoke break time), I...
The price is AED 144
AED 238 total
includes taxes & fees
24 Nov - 25 Nov
Seralago Hotel & Suites Main Gate East
The View Studio Suites and Event Venue
Front of property

The View Studio Suites and Event Venue

3.5 star property
8.6 out of 10, Excellent, (565)
"They are remodeling the building but is nice and for the price..and the breakfast is a plus"
The price is AED 303
AED 331 total
includes taxes & fees
24 Nov - 25 Nov
The View Studio Suites and Event Venue
Summer Bay Orlando by Exploria Resorts
Property amenity

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very Good, (5025)
"Our unit was clean but in definite need of an update. The carpet was threadbare and torn in some areas. We still had a great stay and appreciated the prompt attention from security when we needed access to our unit."
The price is AED 479
AED 654 total
includes taxes & fees
8 Dec - 9 Dec
Summer Bay Orlando by Exploria Resorts
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.