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Check prices for these dates

Next weekend
30 Oct - 1 Nov
In two weeks
6 Nov - 8 Nov
In one month
20 Nov - 22 Nov
In two months
18 Dec - 20 Dec

Our top choices for Winter Garden guest houses

A narrow hallway with white walls, a blue patterned floor, and a rustic wooden door. Shelves on the left hold various items, and a white door at the end leads to another room.

1. The Estate at Mount Dora

The Estate at Mount Dora
3.5 star property
Mount Dora
9.2 out of 10, Wonderful, (463 reviews)
"Beautifully designed. Quiet and peaceful."
United States
Karen
The price is NZ$300
includes taxes & fees
21 Oct - 22 Oct
The Estate at Mount Dora
A doorway leading to a porch with a fire extinguisher, a doormat, and a microwave on a counter.

2. The Heirloom Inn

The Heirloom Inn
3.0 star property
Mount Dora
8.8 out of 10, Excellent, (264 reviews)
"Clean rooms, polite staff, and a great location. The check-in process was smooth and quick. Highly recommended."
United States
Jessica
The price is NZ$302
includes taxes & fees
20 Oct - 21 Oct
The Heirloom Inn
A bedroom with a bed, a TV on a dresser, and a ceiling fan.

3. Suncrest Residence

Suncrest Residence
3.0 star property
Kissimmee
6.0 out of 10, (2 reviews)
"Good"
United States
Orel
The price is NZ$239
includes taxes & fees
19 Nov - 20 Nov
Suncrest Residence
A modern kitchen with white cabinets, a central island, and a dining area with a marble table and grey chairs.

4. SunnyView Residence

SunnyView Residence
3.0 star property
Solterra Resort
8.0 out of 10, Very good, (1 review)
"I could not find the house because the address is listed incorrectly. There were instructions to take off your shoes or use covering, but when I walked from the bed to the bathroom, my feet got really dirty. There’s a dark entertainment room/foyer with neons lights/decor, a pool table and some other items that led to the rooms and were nonfunctional."
United States
Marilyn
The price is NZ$248
includes taxes & fees
20 Oct - 21 Oct
SunnyView Residence
A room with a wooden floor, a mounted TV, a door, a trash can, and a vase with dried plants.

5. Quiet Oasis in Lovely Neighborhood

Quiet Oasis in Lovely Neighborhood
Southern Oaks
9.8 out of 10, Exceptional, (201 reviews)
"A wonderful place I don’t regret I love the host the and everything "
United States
Nella S.
The price is NZ$336
includes taxes & fees
26 Oct - 27 Oct
Quiet Oasis in Lovely Neighborhood
A hallway with a wooden console table, a potted plant, and a wall-mounted abstract art piece.

6. Enchanted Fantasy

Enchanted Fantasy
2.0 star property
Kissimmee
6.8 out of 10, (13 reviews)
"It was ok"
United States
Norberto
The price is NZ$207
includes taxes & fees
20 Oct - 21 Oct
Enchanted Fantasy
A compact living space with a sofa, armchair, coffee table, TV, and a small kitchen area with a sink and countertop.

7. Downtown Lake Eola Historic House 1 OR 2 BED

Downtown Lake Eola Historic House 1 OR 2 BED
Downtown Orlando
9.4 out of 10, Exceptional, (53 reviews)
"We loved our stay, conveniently close to all the downtown Orlando restaurants, and bars, we enjoyed walking around, definitely recommend it."
United States
Cristina T.
The price is NZ$304
includes taxes & fees
26 Oct - 27 Oct
Downtown Lake Eola Historic House 1 OR 2 BED
A modern hallway with a clear glass console table, a decorative mirror, and a vase with flowers.

8. Serenity Dreams

Serenity Dreams
3.0 star property
Solterra Resort
The price is NZ$225
includes taxes & fees
20 Oct - 21 Oct
Serenity Dreams
A pool area with lounge chairs, a hot tub, and outdoor furniture.

9. Historic lakefront guesthouse

Historic lakefront guesthouse
Orlando
10.0 out of 10, Exceptional, (16 reviews)
"Nice place, really roomy—perfect for decompressing after a busy week of training. The pool, hot tub, and lake were beautiful, and the location is close to everything.Jason was a great host—easy to communicate with and everything was smooth from start to finish.Easy stay, no stress. Would definitely come back."
United States
STEVE O.
The price is NZ$558
includes taxes & fees
26 Oct - 27 Oct
Historic lakefront guesthouse
A modern kitchen with white cabinetry, stainless steel appliances, a central island, and green bar stools.

10. SmartStay Homes

SmartStay Homes
3.0 star property
Kissimmee
7.0 out of 10, Good, (4 reviews)
"The bed was comfortable and the room was clean."
United States
Johntavis
The price is NZ$248
includes taxes & fees
27 Oct - 28 Oct
SmartStay Homes
A two-story house with a swimming pool, outdoor seating, and a covered patio area.

11. Mills Cottage by the Little Lake

Mills Cottage by the Little Lake
Lake Weldona
9.6 out of 10, Exceptional, (68 reviews)
"Great stay. "
United States
rick s.
The price is NZ$606
includes taxes & fees
25 Oct - 26 Oct
Mills Cottage by the Little Lake
A covered outdoor area with a pool, lounge chairs, and a hot tub.

12. Tempo Trek Lodgings

Tempo Trek Lodgings
3.0 star property
Solterra Resort
7.0 out of 10, Good, (42 reviews)
"Love the area "
United States
Jahbari
The price is NZ$191
includes taxes & fees
20 Oct - 21 Oct
Tempo Trek Lodgings
A room with a black sliding door, a round table with chairs, a bed with a white headboard, and wall art.

13. Cozy 1BR apt-Pool/Tennis/Gym/Near attractions

Cozy 1BR apt-Pool/Tennis/Gym/Near attractions
Buena Ventura Lakes
The price is NZ$370
includes taxes & fees
21 Oct - 22 Oct
Cozy 1BR apt-Pool/Tennis/Gym/Near attractions
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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Top Winter Garden Hotel Reviews

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

10/10 Excellent
"Great place to stay!"
Jessica 2-night trip
Posted less than an hour ago
The Grove Resort & Water Park Orlando

Find out more about Winter Garden

Winter Garden Guest Houses information

Number of reviews
1,123
Accommodation
69 Guest Houses
Lowest Price
NZ$191
Highest Price
NZ$606