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Check prices for these dates

Next weekend
5 Jun - 7 Jun
In two weeks
12 Jun - 14 Jun
In one month
26 Jun - 28 Jun
In two months
24 Jul - 26 Jul

Our top choices for Winter Garden guest houses

Hallway

Enchanted Fantasy

Enchanted Fantasy
2.0 star property
Kissimmee
7.6 out of 10, Good, (10 reviews)
"It was ok"
United States
Norberto
The price is AED 165
AED 438 total
includes taxes & fees
26 May - 27 May
Enchanted Fantasy
Terrace/patio

The Estate at Mount Dora

The Estate at Mount Dora
3.5 star property
Mount Dora
9.2 out of 10, Wonderful, (425 reviews)
"The old charm atmosphere was amazing and relaxing"
United States
Keith
The price is AED 309
AED 440 total
includes taxes & fees
2 Jun - 3 Jun
The Estate at Mount Dora
Suite, Non Smoking (Amethyst) | 1 bedroom, individually decorated, individually furnished

The Heirloom Inn

The Heirloom Inn
3.0 star property
Mount Dora
8.8 out of 10, Excellent, (254 reviews)
"Parking was easy, central to shopping and cruising on the lake and canal. "
United States
BERNARD
The price is AED 331
AED 587 total
includes taxes & fees
26 May - 27 May
The Heirloom Inn
Interior

Quiet Oasis in Lovely Neighborhood

Quiet Oasis in Lovely Neighborhood
Southern Oaks
9.8 out of 10, Exceptional, (184 reviews)
"This was a great place to stay. Bunker, his son, and Alexia were very nice and accommodating. We had a great time! Will definitely stay here on my next trip to Orlando"
United States
Domingo
The price is AED 298
AED 697 total
includes taxes & fees
26 May - 27 May
Quiet Oasis in Lovely Neighborhood
Outdoor pool

Tempo Trek Lodgings

Tempo Trek Lodgings
3.0 star property
Solterra Resort
7.2 out of 10, Good, (36 reviews)
"Love the area "
United States
Jahbari
The price is AED 132
AED 394 total
includes taxes & fees
26 May - 27 May
Tempo Trek Lodgings
Outdoor pool, a heated pool

Mills Cottage by the Little Lake

Mills Cottage by the Little Lake
Lake Weldona
10.0 out of 10, Exceptional, (61 reviews)
"Beautiful grounds and awesome amenities."
United States
Serenity C.
The price is AED 657
AED 1,420 total
includes taxes & fees
1 Jun - 2 Jun
Mills Cottage by the Little Lake
Outdoor pool, a heated pool

Historic lakefront guesthouse

Historic lakefront guesthouse
Orlando
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful and well kept property. Worth the visit!"
United States
Jason B.
The price is AED 350
AED 1,139 total
includes taxes & fees
26 May - 27 May
Historic lakefront guesthouse
Living area

SmartStay Homes

SmartStay Homes
2.0 star property
Kissimmee
The price is AED 199
AED 517 total
includes taxes & fees
2 Jun - 3 Jun
SmartStay Homes
Outdoor pool

Affordable Stays Kissimmee

Affordable Stays Kissimmee
2.0 star property
Kissimmee
The price is AED 167
AED 446 total
includes taxes & fees
24 Jun - 25 Jun
Affordable Stays Kissimmee
Dining

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

Cozy 1BR apt-Pool/Tennis/Gym/Near attractions
Buena Ventura Lakes
The price is AED 298
AED 777 total
includes taxes & fees
27 May - 28 May
Cozy 1BR apt-Pool/Tennis/Gym/Near attractions
Interior entrance

Jade Manor

Jade Manor
2.0 star property
Solterra Resort
7.2 out of 10, Good, (9 reviews)
"We had an amazing stay! The home was clean, comfortable, and exactly as described. The host was responsive and welcoming, which made everything even better. We truly enjoyed our time and would definitely stay here again!"
United States
Brittani
The price is AED 187
AED 457 total
includes taxes & fees
26 May - 27 May
Jade Manor
Full-size fridge, microwave, oven, stovetop

Leisure Lounge

Leisure Lounge
3.0 star property
Solterra Resort
7.8 out of 10, Good, (25 reviews)
"The room was so nice! Very clean and in tact."
United States
Amber Carchelle
The price is AED 165
AED 432 total
includes taxes & fees
26 May - 27 May
Leisure Lounge
Smart TV

Downtown Lake Eola Historic House 1 OR 2 BED

Downtown Lake Eola Historic House 1 OR 2 BED
Downtown Orlando
9.2 out of 10, Wonderful, (51 reviews)
"Great location - nice, clean apartment"
United States
Richard W.
The price is AED 309
AED 675 total
includes taxes & fees
26 May - 27 May
Downtown Lake Eola Historic House 1 OR 2 BED
Outdoor pool

Magical Dreams

Magical Dreams
3.0 star property
Kissimmee
5.6 out of 10, (23 reviews)
"Overall was a good stay . "
United States
Sorina
The price is AED 210
AED 488 total
includes taxes & fees
26 May - 27 May
Magical Dreams
50-inch Smart TV with digital channels

Enchanted Dreams

Enchanted Dreams
3.0 star property
Kissimmee
4.8 out of 10, (15 reviews)
"Very relaxing space. Clean environment. Coming back very soon "
United States
Tanish
The price is AED 219
AED 498 total
includes taxes & fees
26 May - 27 May
Enchanted Dreams
Quadruple Room, 2 Queen Beds, Non Smoking, Private Bathroom | Free WiFi, bed sheets

Harmony Haven

Harmony Haven
2.0 star property
Kissimmee
3.0 out of 10, (2 reviews)
"It was loud and more like a rooming house there was a baby there who cried all the time I didn’t stay the last night we went so where else"
United States
Ciera
The price is AED 187
AED 463 total
includes taxes & fees
26 May - 27 May
Harmony Haven
2 outdoor pools

Oasis Private Ensuite Room Shared Home

Oasis Private Ensuite Room Shared Home
2.0 star property
Kissimmee
3.6 out of 10, (5 reviews)
"I was switch to a different location the day before arriving. The new location had roaches! And it should be noted before booking about the $60 a day fee to heat the pool. Ruined my whole trip not being able to swim! There was mention of a clubhouse to swim but it wasn’t in walking distance."
United States
Latisha
The price is AED 213
AED 513 total
includes taxes & fees
26 May - 27 May
Oasis Private Ensuite Room Shared Home
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

Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

10/10 Excellent
"The hotel is extremely convenient for people needing a place near the airport. Rooms are modern and large, and the hotel is located directly in the airport. Was easy to get food and the pool is quite nice."
Heather 1-night trip
Posted 1 hour ago
Hyatt Regency Orlando International Airport