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Top Holiday Rentals in Winter Garden

Outdoor pool, pool umbrellas, pool loungers
Avanti International Resort
3.0 star property
7.6 out of 10, Good, (2039)
"Overall a very good stay. The night crew at the cafe was not very approachable or friendly. The morning and day staff at cafe was great! The cleaning staff was so helpful. "
The price is £73
includes taxes & fees
29 May - 30 May
Avanti International Resort
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, (7163)
"The property was well maintained staff was knowledgeable and friendly from concierge, to ground maintenance all were friendly cared to assist with any questions as well as provide information regarding areas attractions "
The price is £150
includes taxes & fees
19 May - 20 May
Lake Buena Vista Resort Village & Spa
Meeting facility
Hyatt Regency Orlando International Airport
4.0 star property
9.4 out of 10, Exceptional, (4797)
"I stayed here for one night because I had an early flight the next morning. The front desk associate was polite. The hotel is beautiful and clean. The room was great, I had a balcony overlooking the runways. It was so convenient to stay at the airport. I definitely recommend and will stay there again. "
The price is £179
includes taxes & fees
18 May - 19 May
Hyatt Regency Orlando International Airport
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Exterior
Holiday Inn Resort Orlando - Lake Buena Vista, an IHG Hotel
3.5 star property
8.6 out of 10, Excellent, (3109)
"Excellent receptionist… will come back for sure ..!!!!"
The price is £97
includes taxes & fees
10 Jun - 11 Jun
Holiday Inn Resort Orlando - Lake Buena Vista, an IHG Hotel
2 outdoor pools, a heated pool, pool loungers
Seralago Hotel & Suites Main Gate East
3.0 star property
5.2 out of 10, (5238)
"Excellent stay. Thank you"
The price is £48
includes taxes & fees
13 May - 14 May
Seralago Hotel & Suites Main Gate East
Water park
CoCo Key Hotel and Water Resort 
3.5 star property
7.4 out of 10, Good, (3715)
"Great hotel if you want something for the kids to do and you just want to relax. Lots of life gaurds in the water park, everyone is very nice, lots of seating and shade. Food on property, smoking area, games and movies. Worth the stay"
The price is £112
includes taxes & fees
19 May - 20 May
CoCo Key Hotel and Water Resort 
2 outdoor pools, a heated pool, pool umbrellas, pool loungers
Floridays Resort Orlando
3.5 star property
8.6 out of 10, Excellent, (10662)
"I’ve been staying here for the last 10 years twice a year. I can only explain it as it’s like a bottle of wine. It’s gets better with age. You guys never disappoint me. Everyone is so friend the front staff the ground crew. It’s my home away from home and I thank you for making me feel like I’m home everytime. Your take away my stress and add more love in my heart "
The price is £152
includes taxes & fees
29 May - 30 May
Floridays Resort Orlando
Exterior
Ramada by Wyndham Kissimmee Gateway
3.0 star property
7.2 out of 10, Good, (5878)
"Nice clean place close to everything Great price"
The price is £63
includes taxes & fees
12 May - 13 May
Ramada by Wyndham Kissimmee Gateway
Property entrance
The View Studio Suites and Event Venue
3.5 star property
8.6 out of 10, Excellent, (172)
"Very quiet and clean "
The price is £71
includes taxes & fees
13 May - 14 May
The View Studio Suites and Event Venue
Terrace/patio
Holiday Inn & Suites Across From Universal Orlando, an IHG Hotel
3.0 star property
7.0 out of 10, Good, (554)
"Very clean and spacious"
The price is £93
includes taxes & fees
15 May - 16 May
Holiday Inn & Suites Across From Universal Orlando, an IHG Hotel
Water park
Flamingo Waterpark Resort
3.0 star property
6.6 out of 10, (1140)
"Excelente "
The price is £99
includes taxes & fees
12 May - 13 May
Flamingo Waterpark Resort
Terrace/patio
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
3.0 star property
7.0 out of 10, Good, (2404)
"They could have done better with cleaning but other than that great stay! "
The price is £97
includes taxes & fees
12 May - 13 May
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
5 outdoor pools
Summer Bay Orlando by Exploria Resorts
3.5 star property
8.4 out of 10, Very good, (4697)
"I've stayed here several times and it's very nice. It's been noisy for the last couple of times we stayed there. We heard kids running above us."
The price is £141
includes taxes & fees
28 May - 29 May
Summer Bay Orlando by Exploria Resorts
Pillow-top beds, in-room safe, desk, blackout curtains
Wingate by Wyndham - Orlando International Airport
3.0 star property
8.8 out of 10, Excellent, (3939)
"Great place to stay. Modern and clean Good breakfast "
The price is £80
includes taxes & fees
12 May - 13 May
Wingate by Wyndham - Orlando International Airport
Lobby
Embassy Suites by Hilton Orlando International Dr ICON Park
3.5 star property
8.6 out of 10, Excellent, (1472)
"Everyone is super friendly , greeted with a smile, loved the breakfast dining, close to shopping and restaurants."
The price is £71
includes taxes & fees
19 May - 20 May
Embassy Suites by Hilton Orlando International Dr ICON Park
Property amenity
Holiday Inn & Suites Orlando SW - Celebration Area, an IHG Hotel
3.0 star property
7.8 out of 10, Good, (1431)
"Everyone has been very friendly and helpful. "
The price is £78
includes taxes & fees
22 May - 23 May
Holiday Inn & Suites Orlando SW - Celebration Area, an IHG Hotel
Interior
Margaritaville Resort Orlando Cottages by Rentyl
4.0 star property
8.8 out of 10, Excellent, (829)
"The property was very nice but we had no idea what layout we would be getting until we arrived which made it hard to plan. The villa did not come with the frozen drink machine it was supposed to have and had no extra blankets or pillows "
Margaritaville Resort Orlando Cottages by Rentyl
Aerial view
Vacation Village at Parkway
3.0 star property
8.2 out of 10, Very good, (1250)
"Wonderful place to stay. Clean and well maintained. Would recommend for stay."
Vacation Village at Parkway
Lobby sitting area
The Berkley, Orlando
4.0 star property
9.4 out of 10, Exceptional, (1408)
"My family has stayed here many times. This is always my first choice of locations."
The Berkley, Orlando
Exterior
Embassy Suites by Hilton Orlando Lake Buena Vista South
3.5 star property
9.2 out of 10, Wonderful, (1694)
"Check in friendliness "
The price is £130
includes taxes & fees
2 Jun - 3 Jun
Embassy Suites by Hilton Orlando Lake Buena Vista South
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.

Winter Garden Holiday Rental Travel Info

Number of holiday rentals
10
Popular accommodation
Winter Garden condos
Known landmarks
The Wizarding World of Harry Potter™, Garden Theatre and Museum of the Apopkans
International airport
Orlando, FL (MCO-Orlando Intl.)

Other types of properties in Winter Garden you may be interested in

3 outdoor pools, a heated pool, pool cabanas (surcharge), pool umbrellas
The Grove Resort & Water Park Orlando
4.0 star property
8.2 out of 10, Very good, (5339)
"I liked everything."
The price is £237
includes taxes & fees
16 May - 17 May
The Grove Resort & Water Park Orlando
2 outdoor pools, pool umbrellas, sun loungers
Hilton Vacation Club Aqua Sol Orlando West
3.5 star property
8.6 out of 10, Excellent, (3525)
"This was formerly known as the Liki Tiki, for those wondering. The stay was nice. Not too much noise, suite was spacious and clean. Housekeeping does not come in at all during the stay, hut is available if you need something, which is nice. For a nerd like myself and the rest of our party, it was nice to see so many pokey stops and Poké gyms lol. So what could be wrong you ask? The only issue is at check-in once you were finalized and ready to go, they send you across the lobby supposedly to...
The price is £110
includes taxes & fees
3 Jun - 4 Jun
Hilton Vacation Club Aqua Sol Orlando West
Outdoor pool, pool loungers
Home2 Suites by Hilton Orlando at Flamingo Crossings
3.0 star property
9.4 out of 10, Exceptional, (2764)
"Good location. Clean. Good breakfast. Friendly staff. "
The price is £100
includes taxes & fees
5 Jun - 6 Jun
Home2 Suites by Hilton Orlando at Flamingo Crossings
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.

Everything you need to know about Winter Garden holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winter Garden holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winter Garden holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Winter Garden holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winter Garden. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winter Garden holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winter Garden holiday rentals we have selected for you start as low as £48 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Winter Garden rentals

At Expedia, we put the best Winter Garden holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Winter Garden rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winter Garden holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winter Garden. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Winter Garden?

Yes, there are holiday rentals in Winter Garden close to Surfari Water Park, or you can select a more secluded option if you're looking for a relaxing stay. Tourists who visit Winter Garden speak highly of the fun-filled theme parks and array of shops. While you're here, grab a bite or have a drink at the top-notch restaurants.

What are some of the best holiday rentals that Winter Garden has to offer?

The Berkley, Orlando: This holiday home rental outside of Winter Garden offers a furnished patio, a terrace and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a microwave and a coffee maker. You can relax into your holiday with an arcade/games room and 1 hot tub.

How many holiday rentals are there in Winter Garden?

With 50 Expedia holiday rentals, you're guaranteed to find just the right place for your Winter Garden stay.

What can I see and do in Winter Garden?

Family-friendly attractions include Surfari Water Park and Central Florida Railroad Museum, whereas Lake Louisa State Park and West Orange Trail are a couple of great spots to enjoy the outdoors. Universal Studios Florida and Universal Orlando Resort are other popular places to visit in the area.

What are holiday rentals like in Winter Garden?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winter Garden. Holiday rentals feature amenities like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for a family trip or a small group gathering.

Recent reviews of Winter Garden properties
Expedia verified reviews