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Check prices for these dates

Next weekend
7 Saf. - 9 Saf.
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14 Saf. - 16 Saf.
In one month
28 Saf. - 2 Rab. I
In two months
28 Rab. I - 30 Rab. I

Compare 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, (338)
"Three of us stayed in the Magnolia suite for 2 nights. It has two separate rooms for the bed and a nice little kitchenette area and private porch. The shower is on the smaller side and the water temperature is a little temperamental, but once you figure out how to maneuver it, the shower was pleasant. We enjoyed the location and walked to downtown Mount Dora to shop and eat. I paid for early arrival which worked out nicely. We never saw any staff on site, but we didn’t need anything and the...
The price is SAR 390
SAR 533 total
includes taxes & fees
3 Feb - 4 Feb
The Estate at Mount Dora
The Heirloom Inn
Front of property

The Heirloom Inn

3.0 star property
8.8 out of 10, Excellent, (197)
"The room is more like an apartment has kitchen, living room area and a comfortable bed! Bathroom a bit small and in kitchen area but nice functional shower. The only thing that should improve is the initial smell when entering apartment. A bit like street smell . It took us by surprise but then faded "
The price is SAR 469
SAR 708 total
includes taxes & fees
2 Feb - 3 Feb
The Heirloom Inn
Disney Proximity Escape - Comfort in Kissimmee
Room

Disney Proximity Escape - Comfort in Kissimmee

3.0 star property
8.4 out of 10, Very Good, (26)
"The room was spacious as is the bathroom, very clean, mattress extremely comfortable, I would recommend putting on the "top bed sheet" and then the white bedspread which was pretty but a bit rough against skin. All areas were new, well kept and very nice. Negatiives: Parking is very stressful, there's a driveway with a 2 car garage and 7 parking spaces....you have to know who is leaving when, which is impossible if you don't know the other guests, you're always afraid of blocking or being...
Disney Proximity Escape - Comfort in Kissimmee
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, (58)
"The host, location and hospitality were superb. 5 out of 5 stars "
SPRING LAKE GETAWAY SUITE (Detached Guest House)
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, (28)
"Great little 2-story house smack downtown & walking distance to Dr. Phillips Center. It’s old, though, so there are a few eccentricities… Parking was a breeze."
The price is SAR 375
SAR 708 total
includes taxes & fees
1 Mar - 2 Mar
Downtown Lake Eola Historic House 1 OR 2 BED
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
Cozy Guesthouse in Orlando, Florida! Convenience and comfort!
Living area

Cozy Guesthouse in Orlando, Florida! Convenience and comfort!

9.6 out of 10, Exceptional, (4)
"Very convenient location. New fixtures. Very clean. "
The price is SAR 521
SAR 1,354 total
includes taxes & fees
3 Feb - 4 Feb
Cozy Guesthouse in Orlando, Florida! Convenience and comfort!
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!"
Mills Cottage by the Little Lake
 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, (78)
"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 
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

9.2 out of 10, Wonderful, (14)
"One bedroom with comfortable foldout futon in small living room. Small fridge, microwave, kettle were ideal for my stay. "
2 Minutes to Universal Studios Theme Parks - Central, Relaxing and Chic 1BR
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 SAR 199
SAR 304 total
includes taxes & fees
13 Feb - 14 Feb
Kissimmee Family Vacation Room with 2 DBL Beds & Pool
Tiny Cottage Farm House!
Dining

Tiny Cottage Farm House!

9.8 out of 10, Exceptional, (16)
"The tiny cottage was very well prepared and so cute. It is in a perfect area very quiet and calm. I would highly recommend for a small family for a mini vacation. "
Tiny Cottage Farm House!
Beautiful Villa with Lake Views
Living area

Beautiful Villa with Lake Views

10.0 out of 10, Exceptional, (1)
"UN APPARTEMENT TRES BIEN MEUBLÉ ET BIEN ÉQUIPÉ. UN AGRABLE SÉJOUR."
The price is SAR 484
SAR 964 total
includes taxes & fees
3 Mar - 4 Mar
Beautiful Villa with Lake Views
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 SAR 199
SAR 304 total
includes taxes & fees
2 Feb - 3 Feb
Tasteful Room with 2 DBL Beds Near Local-favorite Spots
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 SAR 199
SAR 304 total
includes taxes & fees
13 Feb - 14 Feb
Spacious Room with 2 DBL Beds A Short Ride to Theme Parks
Kissimmee Modern Room with 2 DBL Beds & Tennis Court
Aerial view/Property building

Kissimmee Modern Room with 2 DBL Beds & Tennis Court

9.0 out of 10, Wonderful, (2)
"Hubby had a fishing tournament nearby the stay was nice check in went well there is pretty good places in area for food and drink that was close within walking distance"
The price is SAR 199
SAR 304 total
includes taxes & fees
13 Feb - 14 Feb
Kissimmee Modern Room with 2 DBL Beds & Tennis Court
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."
Spacious Suite in a Highly Desirable Location Near Theme Parks
Park Royal Orlando Suite Located in the Entertainment District
Living room/Dining area

Park Royal Orlando Suite Located in the Entertainment District

8.8 out of 10, Excellent, (8)
"Very Clean,the only thing that wasn’t a plus, was that they didn’t have carts for the luggage"
Park Royal Orlando Suite Located in the Entertainment District
Quiet Garden Retreat Downtown Orlando - Private Apartment, Shared Pool and Patio
Pool

Quiet Garden Retreat Downtown Orlando - Private Apartment, Shared Pool and Patio

9.6 out of 10, Exceptional, (15)
"Walking distance to Vanguard."
Quiet Garden Retreat Downtown Orlando - Private Apartment, Shared Pool and Patio
Stunning Black and White 2 Bed APT
living room, dining room, tv

Stunning Black and White 2 Bed APT

2.0 star property
Stunning Black and White 2 Bed APT
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

The View Studio Suites and Event Venue
Front of property

The View Studio Suites and Event Venue

3.5 star property
8.4 out of 10, Very Good, (784)
"Host Gina was exceptionally helpful "
The price is SAR 304
SAR 342 total
includes taxes & fees
2 Feb - 3 Feb
The View Studio Suites and Event Venue
Margaritaville Resort Orlando Cottages by Rentyl
Front of property

Margaritaville Resort Orlando Cottages by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1179)
"This is our 3rd time staying here. We did not love this cottage as much as we did the others. Although each room had a bathroom there was not one outside the bedrooms. We had 6 people and there was limited seating & small living room area The master bathroom shower leaked all over the floor Wish we were told there was a hot tub do we could have brought bathing suits We liked that it was less than a 10 minute walk to the Salty Rim and the shuttle to the promenade was very quick & convenient"
Margaritaville Resort Orlando Cottages by Rentyl
Lake Buena Vista Resort Village & Spa
Outdoor pool

Lake Buena Vista Resort Village & Spa

4.0 star property
8.4 out of 10, Very Good, (8336)
"Plenty of parking. Separate bedrooms it was to cool to use the outdoor pools"
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.