Find Extended Stay Hotels in Winter Garden, FL

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Top Winter Garden Extended Stay Hotels | Reserve now, pay later

Home2 Suites by Hilton Orlando at Flamingo Crossings

3.0 star property
Bay Lake
9.2 out of 10, Wonderful, (5056)
"Great location nice breakfast and front desk people is amazing "
United States
Orlando
$103 nightly
The price is $116
Dec 14 - Dec 15
Total with taxes and fees
Home2 Suites by Hilton Orlando at Flamingo Crossings

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

3.0 star property
Bay Lake
9.6 out of 10, Exceptional, (1969)
"Great stay"
United States
Windy Laine
$143 nightly
The price is $161
Dec 17 - Dec 18
Total with taxes and fees
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

3.5 star property
Bay Lake
9.0 out of 10, Wonderful, (1643)
"Great room, easy check in and courteous staff. "
United States
Kevin
$118 nightly
The price is $133
Jan 4 - Jan 5, 2026
Total with taxes and fees
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

The Grove Resort & Water Park Orlando

4.0 star property
Winter Garden
8.0 out of 10, Very Good, (8778)
"Everything about it was excellent The staff , the rooms , the resort , very convenient location .We were very very pleased with everything very beautiful area "
United States
Ruben
$198 nightly
The price is $223
Dec 9 - Dec 10
Total with taxes and fees
The Grove Resort & Water Park Orlando

Homewood Suites by Hilton Orlando at Flamingo Crossings

3.0 star property
Bay Lake
9.4 out of 10, Exceptional, (2129)
"Our stay was great and location was convenient when looking for food!"
United States
Sofia Alexia
$122 nightly
The price is $138
Dec 21 - Dec 22
Total with taxes and fees
Homewood Suites by Hilton Orlando at Flamingo Crossings

Hilton Vacation Club Aqua Sol Orlando West

4.0 star property
Winter Garden
8.8 out of 10, Excellent, (4068)
"Really nice place friendly staff. "
United States
Keith
$131 nightly
The price is $148
Dec 17 - Dec 18
Total with taxes and fees
Hilton Vacation Club Aqua Sol Orlando West

Monarch Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes

3.5 star property
Winter Garden
10.0 out of 10, Exceptional, (1)
"Room was very clean apartment has everything that you need all necessary things for stay like cops plates utensils host was very nice. Communication with him was very easy. Everything was ready when we arrive. We didn’t have to wait for anything. Highly recommended."
Canada
Ramiz
$204 nightly
The price is $230
Dec 9 - Dec 10
Total with taxes and fees
Monarch Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes

Pool, Gym, Near Parks | King Bed | Pet-Friendly

Winter Garden
$214 nightly
The price is $238
Dec 9 - Dec 10
Total with taxes and fees
Pool, Gym, Near Parks | King Bed | Pet-Friendly

Upstay Condo w Pool Sauna Sleeps 8

2.0 star property
Winter Garden
$227 nightly
The price is $256
Dec 9 - Dec 10
Total with taxes and fees
Upstay Condo w Pool Sauna Sleeps 8

Fire Pit & Yard: Updated Winter Garden Home!

3.0 star property
Winter Garden
$455 nightly
The price is $509
Dec 9 - Dec 10
Total with taxes and fees
Fire Pit & Yard: Updated Winter Garden 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.

Find out more about Winter Garden

Discover top Winter Garden attractions

Winter Garden, Florida, is a charming destination that offers a delightful blend of outdoor activities and cultural experiences perfect for families seeking quality adventures. Start your journey at the West Orange Trail, a scenic 22-mile trail ideal for biking, jogging, and walking, where you can soak in the beauty of Florida's natural landscapes. Next, explore the Winter Garden Heritage Museum, which showcases the rich history of this vibrant community through fascinating exhibits that engage both children and adults. Don’t miss the opportunity to visit the historic downtown area, lined with boutique shops and eateries, where you can grab a delicious meal or a sweet treat while enjoying the small-town atmosphere. For a splash of fun, head to the Plant Street Market, a local favorite featuring a variety of artisanal food vendors and craft breweries, perfect for a family outing. If you're considering where to stay, the hotels near the downtown area provide not just comfort but also easy access to these attractions, making your exploration seamless and enjoyable. With attentive guest service and cozy amenities, you can unwind after a day of adventure, feeling pampered and well taken care of.

Find the best extended stay hotels in Winter Garden

For travelers seeking accommodations with kitchen amenities in Winter Garden, Florida, these hotels offer excellent options for a home-like stay. Each provides essential kitchen facilities to enhance your experience.

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

  • Why it's great for an extended stay: Residence Inn by Marriott Orlando is a prime choice for travelers who value kitchen amenities, featuring kitchenettes equipped with everything from stovetops to dishwashers. With an impressive review rating of 9.6, guests can enjoy the flexibility of preparing meals in their rooms.
  • Other amenities: In addition to its well-appointed kitchens, the hotel provides an array of amenities for a fulfilling stay. Guests can take advantage of the outdoor pool, complimentary breakfast, and 24-hour fitness facilities. The rooftop garden offers a pleasant retreat, while self-parking ensures straightforward access. The hotel also features sun loungers by the poolside, making it a relaxing spot to unwind after a busy day.
  • Neighborhood: Bay Lake
  • Nearby attractions: Orange Lake Golf - 3.65 miles, Island H2O Live! - 3.76 miles, Flamingo Crossings Town Center - 0.19 miles

Homewood Suites by Hilton Orlando at Flamingo Crossings

  • Why it's great for an extended stay: Travelers seeking kitchen accommodations will find Homewood Suites by Hilton Orlando to be an excellent option, featuring kitchenettes complete with stovetops, microwaves, and dishwashers. With a review rating of 9.4, guests can enjoy the comfort and convenience of preparing their own meals.
  • Other amenities: The hotel also boasts a variety of amenities to enhance the guest experience. Visitors can relax at the outdoor pool, enjoy a complimentary buffet breakfast, and access 24-hour fitness facilities. The hotel provides ample self-parking options and features a snack bar for quick bites. The inviting atmosphere makes it ideal for both leisure and relaxation during their stay in Winter Garden.
  • Neighborhood: Bay Lake
  • Nearby attractions: Orange Lake Golf - 3.75 miles, Island H2O Live! - 3.86 miles, Flamingo Crossings Town Center - 0.05 miles

Home2 Suites by Hilton Orlando at Flamingo Crossings

  • Why it's great for an extended stay: Ideal for travelers looking for kitchen amenities, Home2 Suites by Hilton Orlando offers a comfortable stay with a review rating of 9.2. Guests can enjoy in-suite kitchenettes equipped with a microwave, toaster, and dishwasher, making it easy to prepare meals and snacks during their stay.
  • Other amenities: In addition to its kitchen facilities, the hotel features a variety of appealing amenities. Guests can relax by the outdoor pool, enjoy complimentary buffet breakfast, and access 24-hour fitness facilities. With covered self-parking and electric car charging stations available, convenience is prioritized. The hotel also provides a vibrant atmosphere with nearby winery tours and spacious rooms for a memorable visit.
  • Neighborhood: Bay Lake
  • Nearby attractions: Orange Lake Golf - 3.62 miles, Island H2O Live! - 3.73 miles, Flamingo Crossings Town Center - 0.15 miles

Hilton Vacation Club Aqua Sol Orlando West

  • Why it's great for an extended stay: For those prioritizing kitchen amenities, Hilton Vacation Club Aqua Sol Orlando West stands out with a dedicated kitchen space, making it perfect for travelers who prefer self-catering options. With a solid review rating of 8.8, guests can enjoy a cozy atmosphere alongside their culinary creations.
  • Other amenities: Beyond its kitchen features, the hotel offers a range of amenities to enhance the stay. Guests can indulge in outdoor pools with poolside bars, relax in the hot tub, or engage in onsite tennis. Families can enjoy mini-golf, an arcade game room, and playground facilities, ensuring entertainment for all ages. The hotel also provides off-street parking and a complimentary shuttle service, making it easy to explore the area.
  • Nearby attractions: Orange Lake Golf - 2.59 miles, Surfari Water Park - 1.78 miles, Lake Davenport - 1.18 miles

The Grove Resort & Water Park Orlando

  • Why it's great for an extended stay: The Grove Resort & Water Park Orlando is a perfect choice for kitchen-loving travelers, featuring fully equipped kitchens in its spacious suites, which include a stovetop, oven, and full-size refrigerator. With a review rating of 8.0, guests will appreciate the ability to prepare meals while enjoying the comfort of home during their stay.
  • Other amenities: This resort offers more than just kitchen amenities. Guests can relax at the outdoor pools, which include a lazy river and waterslides, or unwind in the hot tub. The hotel also boasts a water park, arcade game room, and various dining options, ensuring plenty of entertainment on-site. Self-parking is available, and the concierge service is ready to assist with local attractions and activities.
  • Nearby attractions: Orange Lake Golf - 3.11 miles, Surfari Water Park - 0.35 miles, Lake Davenport - 2.55 miles

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Most booked related extended stays in Winter Garden in 2026

Frequently asked questions

What are the best weekly hotel rentals in Winter Garden?
Beachfront resorts with weekly rates, airport hotels made for overnighters, city apartments suited to both long and short stays — whatever you need, Expedia will help you find your perfect match. Upscale 3bedroom Near Disney - Pool And Hot Tub is one of the best long-term hotels in Winter Garden. It comes with plenty of amenities, from a kitchen to a washing machine and a queen bed. Luxury 3bedroom Near Disney - Pool And Hot Tub should also make your shortlist. Get cozy here and enjoy access to a swimming pool and an oven. To browse some featured 7-day deals, or build your own, make your way to Expedia's One-week Vacations & Getaways page.
What are the top pet-friendly extended stay hotels in Winter Garden?
Your Enchanted Winter Garden Home Sanitized rolls out the welcome mat for the entire family, including your pooch. This pet-friendly property comes with a yard and a garden and is a top choice for an extended stay in Winter Garden. Dogs and their owners will also feel right at home at Upscale 3bedroom Near Disney - Pool And Hot Tub. This long-term stay offers pet-friendly services, a washing machine and more.
What are the best extended stay hotels in Winter Garden near AdventHealth Winter Garden?
One spot tops our list — The Oak View Place. It's ideal for a long-term stay, with conveniences such as a kitchen, towels and a fridge at your disposal. Have a checkup to attend at AdventHealth Winter Garden? You'll find it just 3 mi away.
Can I find extended stay hotels with pools in Winter Garden?
Jump out of bed, make your favorite breakfast and then laze by the pool. If that sounds like your type of getaway, you'll have a terrific time at Your Enchanted Winter Garden Home Sanitized. It features all the useful amenities needed for your extended stay in Winter Garden, from a kitchen and a pool to a patio and a barbecue grill. Upscale 3bedroom Near Disney - Pool And Hot Tub also promises tons of poolside fun. A dryer and a dining table are two of the many reasons this place is a favorite with guests.If you'd like to spend a lot of time relaxing in the water, travel to Winter Garden during the summer months when average temperatures range between 77 ºF and 91 ºF. Of course, anytime is an excellent time to visit this exciting destination, which has a humid subtropical climate.
What are the top extended stay hotels with 2 bedrooms in Winter Garden?
Round up friends or family and explore Winter Garden from Shuttle To Disney World | Modern Condo With King And Queen Bedrooms. This two-bedroom option offers a dryer, a swimming pool and enough room for the whole bunch. Another property that's ideal for an extended trip is Shuttle To Disney World + On - Site Water Park | Spacious Condo. Two bedrooms, a kitchen, a washing machine and a swimming pool are among the amenities that help make this one of our more popular long-term stays.
Why book an extended stay hotel in Winter Garden through Expedia?
If you're seeking a long-term rental for your extended stay in Winter Garden, Expedia can help. Simply filter your results by price, rating and location to find your ideal long-term stay. Some of these great properties may even offer weekly rates. Want to learn how to get the best deals? Become an Expedia member for free and save tons of cash with special offers — plus you'll earn reward points on every booking. Our extended stay hotels in Winter Garden come with conveniences like kitchens, laundries and recreational facilities, so even though you're far away, you can still enjoy the comforts of home.
What can I expect from an extended stay hotel?
Reserve an extended stay hotel in Winter Garden and take as much time as you need exploring this cool destination. Besides being able to stay a few weeks or longer, these types of properties include conveniences designed to make your travel experience a comfortable one. Recreational facilities, kitchens and laundry areas are just the beginning. To find the perfect extended stay hotel, use Expedia's filters to fine-tune your search based on amenities, price range and more. Often offering special weekly rates, extended stay hotels can be less expensive than standard hotel options.

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