Winter Garden, FL Cottages from NT$7,974

A child riding a bicycle on a wooden boardwalk with a body of water and trees in the background.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Winter Garden cottages

A two-story house with a front porch, a brick driveway, and a well-maintained lawn.

1. Fire Pit & Yard: Updated Winter Garden Home!

Winter Garden

NT$16,816 total

includes taxes & fees

Dec 6 - Dec 7

A hotel with a central entrance, palm trees, and a sunset sky.

2. Wp302 - 2BR Condo Near Walt Disney World

Kissimmee

NT$9,992 total

includes taxes & fees

Dec 12 - Dec 13

A multi-story building with a 'STUDIO MOVIE GRILL' sign, parking lot, and surrounding greenery.

3. Serenity - Family & Pet Friendly, Amazing Location

Crestwynd Bay

NT$12,789 total

includes taxes & fees

Nov 16 - Nov 17

A two-story house with a garage, surrounded by well-maintained lawns and palm trees.

4. Family Resort Home w Pool, BBQ & Game Room

Solana

NT$10,789 total

includes taxes & fees

Nov 19 - Nov 20

A covered porch with wicker chairs and a ceiling fan.

5. Historic Tremain Cottages

Mount Dora

Charlotte

NT$7,974 total

includes taxes & fees

Nov 16 - Nov 17

A two-story residential building with a garage, a small tree, and a well-maintained lawn.

6. Golf, Dine & Unwind Poolside! Haines City Getaway

Haines City

NT$13,774 total

includes taxes & fees

Nov 17 - Nov 18

View all properties

Find vacation rentals that suit your style

Aparthotels

Apartments

Save an average of 15% on thousands of hotels when you're signed in

Top Winter Garden Hotel Reviews

Hyatt Regency Orlando International Airport

10/10 Excellent

"I absolutely love the convenience of staying at the airport."

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

8/10 Good

"Was in town for Disney’s Christmas party. Decided to come a day early and added an extra night but the room descriptions aren’t clear on this site & we had 2 different 2 bedroom room types. 3rd party booking meant no changes so we had to check out and back in. It took forever to get the room for the 2nd night. Notes added to my check in requests (that I didn’t know anything about & didn’t make) delayed my check in even more. Check out time is 10am which is earlier than any place I’ve ever stayed. The parking fee if you have a car is ridiculous. The size of the rooms for the price was good, but extra fees will get you, so I probably wouldn’t stay here again."

Fairfield Inn & Suites Lake Buena Vista in Marriott Village

10/10 Excellent

"The staff were amazing. Ismael at the front desk was training, but was doing a wonderful job. All other front desk staff were also very helpful and very friendly. I truly appreciated that. Breakfast was good, although my partner wanted the diced potatoes every day and they switched out certain items each day."

Homewood Suites by Hilton Orlando at Flamingo Crossings

8/10 Good

"Great hotel. The room was pretty good. I didn't love bed but other than that is was good. The breakfast was very nice and the pool was great for kids. A big water slide and lots of fun. It's also in a shopping district area with a target, coffee places, gas stations and restaurants all within walking distance. That was great! We were able to pick up all the supplies we needed for our room and get dinner while walking around the beautiful area."

Hilton Vacation Club Aqua Sol Orlando West

10/10 Excellent

"Where to begin on our magical experience here!?! This was my mom's first trip to Florida and we hoped that by already experiencing Hilton Vacation properties that this one would live up to the others, and it did! What extraordinary staff! Graham, our director of food and beverages, took extra special care of this vegetarian with a modified "Avocado Club" instead of turkey, two types of sauces (garlic and cilantro aiolis), blue cheese and a delicious side salad. The fried chicken Nashville hot was such a winner that it was ordered two days in a row, along with the smash burger (my normally small eater ate the whole thing!). Goran was our bartender and made us feel like we were on a cruise - so friendly and kind. Lots of activities - Frank was super patient with paddle boats and bikes, Guillerme was great with mini golf and slime. Pools had a little something for everyone - main pool behind the lobby is heated and there is a hot tub as well. Kids area had multiple water slides that adults loved too. Shallow areas to be close to the action, read a book and keep an eye on things too! Gym was fabulous - spacious, plenty of weights, 2 treads (never a wait) - would love if there was a Peloton there. Rooms are super clean - 2 bedroom is especially spacious with 2 baths. We were in the 1100 building and overlooked the wooded area - super peaceful to hear birds and watch butterflies while enjoying a cup of coffee."

Evermore Orlando Resort

10/10 Excellent

"We came to celebrate my husband's 60th birthday, just the two of us, and stayed in a beautiful four-bedroom flat. At check-in, I had booked the Bayfront online and initially received a city view we didn't understand the mishap., however the staff let us know there was a complimentary upgrade to the Bayfront, which was wonderful💕 My husband was delighted with the experience. We did need some air freshener in the apartment but otherwise it was clean.👌 The service was excellent. 🥰The staff made my husband feel amazing. surprising him with champagne, and a few appetizers.. They were all so kind and made us feel special. We will definitely return.🌟💕❤️💕"

Find out more about Winter Garden

Winter Garden Cottages information

Number of reviews	46
Accommodation	2497 Cottages
Lowest Price	NT$7,974
Highest Price	NT$16,816

Frequently asked questions

How much do cottages in Winter Garden cost?

Cottages in Winter Garden range between NT$7,974 and NT$16,816 per night. These stays offer a chance to get reacquainted with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

Why book your cottage in Winter Garden with Expedia?

Expedia has some great cottages in Winter Garden, so get ready for a memorable vacation on nature's doorstep. If you're sticking to a budget, select how much you'd like to spend and the preferred star rating of your property. Or, use our filters to search for cottages with free WiFi or a kitchen. We'll help you find the right fit whatever your bank balance or plans.

How can I find cheap cottages in Winter Garden?

With Expedia's convenient filter tool, scoring cheap cottages in Winter Garden has never been simpler. To discover accommodations that'll make your wallet happy, fine-tune your search results by budget, star rating and amenities.

What is there to do in Winter Garden near my cottage?

Whatever you're into, Winter Garden has plenty of things to keep you on the go. Orange County National Golf Club, Resurrection Catholic Church and West Orange Trail are on many travelers' agendas. Don't forget to explore Winter Garden Art Association, Winter Garden Heritage Museum and Oakland Nature Preserve either. With Expedia's Winter Garden hotel deals, you'll be able to see more renowned attractions like these with the cash you save.

Explore a world of travel with Expedia

More ways to book

Book Cottages in Winter Garden on Expedia.com

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Winter Garden cottages

1. Fire Pit & Yard: Updated Winter Garden Home!

2. Wp302 - 2BR Condo Near Walt Disney World

3. Serenity - Family & Pet Friendly, Amazing Location

4. Family Resort Home w Pool, BBQ & Game Room

5. Historic Tremain Cottages

6. Golf, Dine & Unwind Poolside! Haines City Getaway

Find vacation rentals that suit your style

Top Winter Garden Hotel Reviews

Hyatt Regency Orlando International Airport

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Home2 Suites by Hilton Orlando at Flamingo Crossings

Drury Plaza Hotel Orlando - Disney Springs Area

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Fairfield Inn & Suites Lake Buena Vista in Marriott Village

Homewood Suites by Hilton Orlando at Flamingo Crossings

Hilton Vacation Club Aqua Sol Orlando West

Evermore Orlando Resort

Find out more about Winter Garden

Winter Garden Cottages information

Frequently asked questions

Explore a world of travel with Expedia

Search Cottages in Winter Garden

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Winter Garden cottages

1. Fire Pit & Yard: Updated Winter Garden Home!

2. Wp302 - 2BR Condo Near Walt Disney World

3. Serenity - Family & Pet Friendly, Amazing Location

4. Family Resort Home w Pool, BBQ & Game Room

5. Historic Tremain Cottages

6. Golf, Dine & Unwind Poolside! Haines City Getaway

Find vacation rentals that suit your style

Top Winter Garden Hotel Reviews

Hyatt Regency Orlando International Airport

Find out more about Winter Garden

Winter Garden Cottages information

Frequently asked questions

Explore a world of travel with Expedia