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

Find Hotels with a Pool in Winter Garden, FL

Check availability on Winter Garden Hotels with a Pool

Tonight
Oct 20 - Oct 21
Tomorrow
Oct 21 - Oct 22
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Winter Garden hotels with a pool

A swimming pool with a waterfall feature, lounge chairs, and a gazebo.
A turtle in a landscaped area with palm trees and a water feature.
An aerial view of a resort with multiple swimming pools, palm trees, and lounge areas.
Bar (on property)

1. Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Orlando
$137 nightly
$154 total
Nov 10 - Nov 11
Total with taxes and fees
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
A swimming pool area with multiple water slides and palm trees.
A child sitting on a blue inflatable pool in a hotel room with a large window, a red armchair, and a suitcase.
A vibrant lounge area with colorful seating, a bar, and a mural.
A modern hotel room with a large window, a sofa, a TV, a desk, and a bed.

2. Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort
Florida Center
  • Dive into double the fun with 2 outdoor pools, hot tubs, and a lazy river paradise.
$156 nightly
$176 total
Nov 10 - Nov 11
Total with taxes and fees
Universal's Cabana Bay Beach Resort
A resort with a large pool, water slides, palm trees, and beach umbrellas.
A modern lobby with a reception desk, seating area, and a bar.
A resort with multiple swimming pools surrounded by lush greenery and a large hotel building.
A waterfront property with a dock, a gazebo, and a row of modern buildings in the background.

3. The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando
Winter Garden
  • Splash into paradise at this resort with 6 outdoor pools, a lazy river, and a complimentary water park for endless aquatic fun.
$228 nightly
$257 total
Oct 21 - Oct 22
Total with taxes and fees
The Grove Resort & Water Park Orlando
A resort pool area with palm trees, lounge chairs, and umbrellas.
A spacious dining area with high ceilings, wooden beams, and a bar with a variety of liquor bottles.
A resort with a waterfront, a pool, and a gazebo area.
A waterfront hotel with a fountain, dock, and multiple boats.

4. Marriott's Grande Vista

Marriott's Grande Vista
Orlando
$96 nightly
$108 total
Nov 11 - Nov 12
Total with taxes and fees
Marriott's Grande Vista
A hotel with a large pool, palm trees, and modern buildings.
Two high-rise buildings with reflections in a calm body of water, surrounded by greenery and palm trees.
A hotel room with two beds, a desk, a TV, and a large window offering a city view.
A spacious lobby with multiple seating areas, including sofas and armchairs, and a large television screen.

5. DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando
Florida Center
  • Splash into Florida sunshine at the entrance to Universal Orlando with a poolside cocktail and refreshing hot tub.
$93 nightly
$104 total
Nov 3 - Nov 4
Total with taxes and fees
DoubleTree by Hilton at the Entrance to Universal Orlando
A pool area with a chandelier, a statue, and a view of the outside.
A spacious lobby with a grand chandelier, modern seating, and a view of the outdoor area.
A spa entrance with a wooden facade, a sign indicating a sauna, and a patterned metal partition.
A modern hotel with a central pool area featuring a red boat and palm trees.

6. Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
Kissimmee
  • Splash down the waterslide or bask poolside at this modern family resort with two hot tubs.
$68 nightly
$77 total
Oct 28 - Oct 29
Total with taxes and fees
Kompose Boutique Resort at Theme Parks
A resort with a large pool, a water slide, and multiple buildings with balconies.
An outdoor patio area with tables and chairs, string lights, and a fire feature.
A Starbucks coffee shop with a counter, menu boards, and a display case with pastries.
An aerial view of a resort with multiple swimming pools, palm trees, and a large building with a red-tiled roof.

7. Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area
Orlando
  • Splash into aquatic paradise with 7 pools, a lazy river, and waterslides at this family resort.
$120 nightly
$135 total
Oct 21 - Oct 22
Total with taxes and fees
Westgate Lakes Resort & Spa Universal Studios Area
A resort pool with a central water feature, surrounded by palm trees and lounge chairs.
A modern restaurant with a bar area, outdoor seating, and a view of the outdoors.
A spacious lobby with a high ceiling, a central chandelier, a reception desk, and a large seating area.
A modern bathroom with a large bathtub, a walk-in shower, and a vanity with a mirror.

8. Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
International Drive District
$104 nightly
$117 total
Nov 10 - Nov 11
Total with taxes and fees
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
A swimming pool with lounge chairs and a view of a building in the background.
A hotel entrance with a sign reading "HOME 2 SUITES BY HILTON".
A modern hotel lobby with a central seating area, a kitchen in the background, and a television mounted on the wall.
A hotel room with a kitchenette, a sofa, a desk, and a dining area.

9. Home2 Suites By Hilton Winter Garden

Home2 Suites By Hilton Winter Garden
Winter Garden
  • Sunny poolside retreats at the heart of Winter Garden offer a cool oasis after exploring.
$122 nightly
$138 total
Nov 1 - Nov 2
Total with taxes and fees
Home2 Suites By Hilton Winter Garden
A swimming pool with lounge chairs, a covered seating area, and a building with balconies.
A bar area with stools, a counter, and shelves with bottles.
A hotel room with two beds, a desk, a chair, a TV, and a window with a city view.
A modern hotel with a flat facade, large windows, and a covered entrance area.

10. Courtyard by Marriott across Universal Orlando

Courtyard by Marriott across Universal Orlando
Florida Center
$85 nightly
$96 total
Oct 27 - Oct 28
Total with taxes and fees
Courtyard by Marriott across Universal Orlando
View all properties

Choose what matters most at hotels with a pool in Winter Garden

Breakfast included
Water park
Hot tub
Spa
4 stars

Hotels with pools and free breakfast in Winter Garden

A breakfast bar with various food dispensers, a seating area with a table and chairs, and large windows with a view of greenery.
A swimming pool with clear blue water, surrounded by lounge chairs and yellow umbrellas.
A Marriott Fairfield hotel sign with a landscaped garden in front.
A lobby with a central seating area, wooden ceiling, and patterned carpet.

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
Bay Lake
$76 nightly
$85 total
Nov 17 - Nov 18
Total with taxes and fees
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
An outdoor patio area with a fire pit, yellow and blue seating, and a covered section with a pergola.
A modern hotel room with a dining area, a living space with a sofa and coffee table, and a kitchenette.
A hotel with a prominent "HOME 2" sign, a stone facade, and an arched entrance.
A restaurant with a bar area, seating, and a view of greenery outside.

Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings
Bay Lake
$98 nightly
$110 total
Oct 29 - Oct 30
Total with taxes and fees
Home2 Suites by Hilton Orlando at Flamingo Crossings
A pool area with lounge chairs, a fire pit, and palm trees.
A restaurant with outdoor seating, a bar, and a fire feature.
Bar (on property)
A hotel room with a desk, chair, and bed.

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

SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Bay Lake
$87 nightly
$98 total
Oct 26 - Oct 27
Total with taxes and fees
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
A large hotel with multiple floors, a central courtyard, and a reflective water feature.
A modern lobby with a large fireplace, comfortable seating, and a well-lit ceiling.
A hotel pool area with lounge chairs, a fire pit, and a large pool.
A hotel room with a sofa, armchair, and a large window with a view of a swimming pool and hotel buildings.

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
Bay Lake
$97 nightly
$109 total
Nov 11 - Nov 12
Total with taxes and fees
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
A pool area with lounge chairs, a fire pit, and palm trees.
A hotel room with two beds, a desk, a chair, a small table, and a window with curtains.
A modern kitchen with stainless steel appliances, a dishwasher, and a dining area with a sofa and a TV.
A restaurant with outdoor seating, a fire feature, and a bar area.

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

TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Bay Lake
$87 nightly
$98 total
Oct 26 - Oct 27
Total with taxes and fees
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
An outdoor patio with round tables and chairs, a red umbrella, and a grill.
A hotel entrance with a sign reading "HOME 2 SUITES BY HILTON".
A modern hotel lobby with a central seating area, a kitchen in the background, and a television mounted on the wall.
A hotel room with a kitchenette, a sofa, a desk, and a dining area.

Home2 Suites By Hilton Winter Garden

Home2 Suites By Hilton Winter Garden
Winter Garden
$122 nightly
$138 total
Nov 1 - Nov 2
Total with taxes and fees
Home2 Suites By Hilton Winter Garden
An outdoor patio with a barbecue grill, dining area, and umbrella.
A hotel room with a large window, a bed, a bedside table with a lamp, and a wall-mounted air conditioner.
A gym with treadmills, stationary bikes, and free weights.
A hotel entrance with a sign reading "HOMEWOOD SUITES by Hilton."

Homewood Suites by Hilton Orlando at Flamingo Crossings

Homewood Suites by Hilton Orlando at Flamingo Crossings
Bay Lake
$114 nightly
$128 total
Oct 29 - Oct 30
Total with taxes and fees
Homewood Suites by Hilton Orlando at Flamingo Crossings
View all properties

Hotels with pools and waterparks in Winter Garden

A swimming pool with a rock formation centerpiece, lounge chairs, and umbrellas.
A spacious lobby with a reception desk, wooden flooring, and modern chandeliers.
A hotel room with a large bed, two bedside tables with lamps, a ceiling fan, and a window with curtains.
A modern living room with a teal accent wall, a sofa, ottomans, a dining area with white chairs, and a balcony with a view.

Hilton Vacation Club Aqua Sol Orlando West

Hilton Vacation Club Aqua Sol Orlando West
Winter Garden
$119 nightly
$134 total
Oct 26 - Oct 27
Total with taxes and fees
Hilton Vacation Club Aqua Sol Orlando West
A resort with a large pool, water slides, palm trees, and beach umbrellas.
A modern lobby with a reception desk, seating area, and a bar.
A resort with multiple swimming pools surrounded by lush greenery and a large hotel building.
A waterfront property with a dock, a gazebo, and a row of modern buildings in the background.

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando
Winter Garden
$228 nightly
$257 total
Oct 21 - Oct 22
Total with taxes and fees
The Grove Resort & Water Park Orlando
A modern kitchen with white cabinets, a central island with bar stools, a microwave, and a refrigerator.
A TopGolf facility with a brightly lit driving range, a well-lit entrance, and a parking area.
A modern living room with a sofa, a coffee table, and a TV. There is a kitchen in the background with white cabinets and a dining area.
A modern kitchen with white cabinets, a black pendant light, and a dining table set with plates and a blue vase.

Modern LuXuRy Unit in beautiful Down Town Winter Garden with WIFI, Cable & POOL

Modern LuXuRy Unit in beautiful Down Town Winter Garden with WIFI, Cable & POOL
Winter Garden
$308 nightly
$342 total
Oct 21 - Oct 22
Total with taxes and fees
Modern LuXuRy Unit in beautiful Down Town Winter Garden with WIFI, Cable & POOL
A modern kitchen with a wooden island, white cabinetry, and a built-in microwave.
A narrow hallway with wooden cabinets, a refrigerator, and a dining area with a table and chairs.
A room with a sliding glass door leading to a balcony, a ceiling fan, a flat-screen TV, and a bed with a colorful pillow.
A compact kitchen with a wooden countertop, a sink, and a coffee machine. There are four stools and a dark-colored sofa in the adjacent living area.

Relaxing retreat w/ pool & BBQ grill

Relaxing retreat w/ pool & BBQ grill
Winter Garden
$219 nightly
$227 total
Oct 21 - Oct 22
Total with taxes and fees
Relaxing retreat w/ pool & BBQ grill
A modern interior with a curved sectional sofa, a round coffee table with a plant, and a brick wall.
A living room with a beige sofa, a yellow armchair, a coffee table, and a ceiling fan.
A balcony with wicker furniture, a yellow cushion, and a view of a parking lot and trees.
A modern kitchen with white cabinetry, stainless steel appliances, and a central island.

Cozy 1-bedroom with AC in awesome Winter Garden

Cozy 1-bedroom with AC in awesome Winter Garden
Winter Garden
$314 nightly
$349 total
Oct 21 - Oct 22
Total with taxes and fees
Cozy 1-bedroom with AC in awesome Winter Garden
A spacious living area with a modern sofa set, a coffee table, and a decorative vase.
A modern kitchen with white cabinetry, a central island, pendant lighting, and a built-in oven.
A multi-story hotel with a swimming pool, outdoor seating, and a landscaped courtyard.
A living room with a sofa, a coffee table, a lamp, and a large wall mural.

Emerald Grove - Close to Disney

Emerald Grove - Close to Disney
Winter Garden
Emerald Grove - Close to Disney
A spacious lobby with leather sofas, a central coffee table, and large windows offering a view of greenery outside.
A multi-story hotel with a brick pathway leading to the entrance, surrounded by palm trees and greenery.
A modern living room with a grey sofa, a coffee table, and two armchairs. There is a kitchen area with white cabinets and a bar stool.
A bedroom with a bed, a large window, a ceiling fan, and a bathroom with a bathtub and a framed picture on the wall.

Upstay - Condo w Pool and More - Near Disney

Upstay - Condo w Pool and More - Near Disney
Winter Garden
$276 nightly
$309 total
Nov 11 - Nov 12
Total with taxes and fees
Upstay - Condo w Pool and More - Near Disney
A wooden deck with a hot tub, a wooden dock extending into a body of water, and a view of the water and sky.
A room with a large sliding glass door leading to a balcony with a view of the sea and a staircase.
A spacious living area with a staircase, wooden flooring, and modern furnishings.
A modern kitchen with white cabinets, stainless steel appliances, and a large island.

WATERFRONTWntrGdnPoolHSE VIEWS Dock Wildl Nr Disn

WATERFRONTWntrGdnPoolHSE VIEWS Dock Wildl Nr Disn
Winter Garden
$679 nightly
$736 total
Oct 31 - Nov 1
Total with taxes and fees
WATERFRONTWntrGdnPoolHSE VIEWS Dock Wildl Nr Disn
A spacious lobby with leather sofas, a central coffee table, and large windows offering a view of greenery.
A multi-story hotel with a brick pathway leading to the entrance, surrounded by palm trees and greenery.
Ariel view of the outdoor swimming pool and sun loungers
A bedroom with a large bed, a bathroom with a bathtub, and a balcony with a view.

Near Disney - Family Condo w Pool, Games, and More

Near Disney - Family Condo w Pool, Games, and More
Winter Garden
$236 nightly
$264 total
Oct 21 - Oct 22
Total with taxes and fees
Near Disney - Family Condo w Pool, Games, and More
Stunning Aerial View Of The Property Surrounded By Nature
A spacious lobby with a large seating area, a flat-screen TV mounted on the wall, and large windows offering a view of the outdoors.
A modern living room with a sofa, coffee table, and a dining area with chairs and a table.
A dining area with a table, chairs, and two wall-mounted mirrors.

Family Fun Condo Pool and Sauna near Disney

Family Fun Condo Pool and Sauna near Disney
Winter Garden
$256 nightly
$287 total
Oct 22 - Oct 23
Total with taxes and fees
Family Fun Condo Pool and Sauna near Disney
View all properties

Hotels with pools and hot tubs in Winter Garden

A pool area with lounge chairs, a fire pit, and palm trees.
A restaurant with outdoor seating, a bar, and a fire feature.
Bar (on property)
A hotel room with a desk, chair, and bed.

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

SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Bay Lake
$87 nightly
$98 total
Oct 26 - Oct 27
Total with taxes and fees
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
A pool area with lounge chairs, a fire pit, and palm trees.
A hotel room with two beds, a desk, a chair, a small table, and a window with curtains.
A modern kitchen with stainless steel appliances, a dishwasher, and a dining area with a sofa and a TV.
A restaurant with outdoor seating, a fire feature, and a bar area.

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

TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Bay Lake
$87 nightly
$98 total
Oct 26 - Oct 27
Total with taxes and fees
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
A swimming pool with a rock formation centerpiece, lounge chairs, and umbrellas.
A spacious lobby with a reception desk, wooden flooring, and modern chandeliers.
A hotel room with a large bed, two bedside tables with lamps, a ceiling fan, and a window with curtains.
A modern living room with a teal accent wall, a sofa, ottomans, a dining area with white chairs, and a balcony with a view.

Hilton Vacation Club Aqua Sol Orlando West

Hilton Vacation Club Aqua Sol Orlando West
Winter Garden
$119 nightly
$134 total
Oct 26 - Oct 27
Total with taxes and fees
Hilton Vacation Club Aqua Sol Orlando West
A resort with a large pool, water slides, palm trees, and beach umbrellas.
A modern lobby with a reception desk, seating area, and a bar.
A resort with multiple swimming pools surrounded by lush greenery and a large hotel building.
A waterfront property with a dock, a gazebo, and a row of modern buildings in the background.

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando
Winter Garden
$228 nightly
$257 total
Oct 21 - Oct 22
Total with taxes and fees
The Grove Resort & Water Park Orlando
Room
A modern living room with a TV, seating area, kitchen, and a ceiling fan.
Room
Room

Upstay - Condo Near Disney w Pool Hot tub Sauna

Upstay - Condo Near Disney w Pool Hot tub Sauna
Winter Garden
$224 nightly
$224 total
Oct 21 - Oct 22
Total with taxes and fees
Upstay - Condo Near Disney w Pool Hot tub Sauna
Stunning Aerial View Of The Property Surrounded By Nature
A spacious lobby with a large seating area, a flat-screen TV mounted on the wall, and large windows offering a view of the outdoors.
A modern living room with a sofa, coffee table, and a dining area with chairs and a table.
A dining area with a table, chairs, and two wall-mounted mirrors.

Family Fun Condo Pool and Sauna near Disney

Family Fun Condo Pool and Sauna near Disney
Winter Garden
$256 nightly
$287 total
Oct 22 - Oct 23
Total with taxes and fees
Family Fun Condo Pool and Sauna near Disney
Discover the winding lazy river, perfect for a refreshing float on a sunny day.
A hotel lobby with a bar area, seating arrangements, and a television mounted on the wall.
A Windward Bar with outdoor seating and a tiled roof.
A patio area with striped umbrellas, green chairs, a table, and a sign reading "CABANA 6".

Studio Near Disney World Resort with Pools + more

Studio Near Disney World Resort with Pools + more
Kissimmee
$201 nightly
$218 total
Oct 26 - Oct 27
Total with taxes and fees
Studio Near Disney World Resort with Pools + more
Discover the winding lazy river, perfect for a refreshing float on a sunny day.
A gym with treadmills, elliptical machines, and free weights.
A bar area with a long counter, multiple bar stools, and a bartender. Shelves with various bottles and a television are also visible.
A hotel lobby with a bar area, seating arrangements, and a television mounted on the wall.

1-Bedroom Villa Near Disney w/ Pool & Lazy River

1-Bedroom Villa Near Disney w/ Pool & Lazy River
Kissimmee
$227 nightly
$248 total
Oct 26 - Oct 27
Total with taxes and fees
1-Bedroom Villa Near Disney w/ Pool & Lazy River
Aerial View Of The Resort-Style Complex Featuring A Large Pool And Serene Surroundings
A bedroom with a bed, a large window, a ceiling fan, and a bathroom with a bathtub and a framed picture.
A spacious lobby with a high ceiling, large windows, and a mix of seating areas including sofas and tables.
A spacious living room with a sofa, a coffee table, and a TV. There is a balcony with a view of trees and buildings.

Winter Garden Family-friendly Condo w Resort Pool

Winter Garden Family-friendly Condo w Resort Pool
Winter Garden
$239 nightly
$268 total
Oct 21 - Oct 22
Total with taxes and fees
Winter Garden Family-friendly Condo w Resort Pool
A spacious lobby with leather sofas, a central coffee table, and large windows offering a view of greenery.
Ariel view of the outdoor swimming pool and sun loungers
A spacious living room with a sofa, a coffee table, and a TV. There is a balcony with a view of trees and buildings.
A multi-story hotel with a brick pathway leading to the entrance, surrounded by palm trees and greenery.

Upstay: Stylish Resort Getaway w/ Pool near Disney

Upstay: Stylish Resort Getaway w/ Pool near Disney
Winter Garden
$236 nightly
$264 total
Oct 21 - Oct 22
Total with taxes and fees
Upstay: Stylish Resort Getaway w/ Pool near Disney
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.
View all properties

Top Winter Garden Hotel Reviews

Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area

10/10 Excellent
"Brilliant stay! The hotel is in a fantastic, convenient location with great staff who were helpful throughout. Having an excellent car park on-site made everything completely hassle-free. Highly recommended"
Michael 8-night trip
Posted 5 hours ago
Drury Plaza Hotel Orlando - Disney Springs Area
DoubleTree by Hilton Orlando Theme Park Resort

DoubleTree by Hilton Orlando Theme Park Resort

10/10 Excellent
"Very nice hotel . Cute villas ,nice pool, and great location . Bonus : Hotel is Dog friendly ."
Nikki 2-night trip
Posted 7 hours ago
DoubleTree by Hilton Orlando Theme Park Resort
Marriott's Grande Vista

Marriott's Grande Vista

8/10 Good
"Property grounds were really nice, beautiful views all over. Loved the pool area near registration, with food options and live music. Staff was very friendly and welcoming. Only downside was the odor in our room, couldn't put my finger on what it was, but it definitely made our time in the room less enjoyable."
Stacey 4-night trip
Posted 7 hours ago
Marriott's Grande Vista
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

10/10 Excellent
"Great stay from start to finish! Everything we wanted & needed all in one property. We will be back!!"
Donald 4-night trip
Posted 8 hours ago
Westgate Lakes Resort & Spa Universal Studios Area
Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista

10/10 Excellent
"This was handy to everywhere. Staff were fantastic and room was cleaned daily. The location was a bonus as it’s handy to Disney the outlets and Longhorns steak house"
John Magee 3-night trip
Posted 11 hours ago
Rosen Inn Lake Buena Vista
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent
"Very clean, nice space"
Sonya 4-night trip
Posted 12 hours ago
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

10/10 Excellent
"The best experience we had was the hospitality of the staff we didn’t get to use the cabana we were offered however the staff did let us know when we come back we can have the cabana on them amazing service ❣️"
Jasmine 3-night trip
Posted 15 hours ago
The Grove Resort & Water Park Orlando

Frequently asked questions

What are the best hotels in Winter Garden with outdoor pools?
The Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance is a fantastic option for those seeking a relaxing retreat with an outdoor pool. Guests rave about the spacious and clean rooms, along with the friendly and attentive staff. With a stellar review score of 9.6, this hotel not only offers a poolside bar and sun loungers but also has secured pool access, ensuring a safe and enjoyable experience for families.Another excellent choice is the Fairfield by Marriott Inn & Suites Orlando at Flamingo Crossings Town Centre. This hotel features a beautiful outdoor pool, complemented by free breakfast options, making it a convenient choice for families on the go. With a review rating of 9.4, visitors appreciate the helpful staff and the overall cleanliness of the rooms, creating a comfortable stay.For those looking for more space, the Homewood Suites by Hilton Orlando at Flamingo Crossings offers the added benefit of kitchen facilities in their rooms, superb for families who prefer to prepare some meals. This hotel also boasts a lovely outdoor pool and has received an excellent traveller rating of 9.4.The Home2 Suites by Hilton Orlando at Flamingo Crossings is another family-friendly option, where guests enjoy spacious rooms and a nice outdoor pool. With a review score of 9.2, travellers often highlight the convenient location and the helpful staff, making it a solid choice for families exploring Winter Garden.Lastly, the Home2 Suites By Hilton Winter Garden stands out with its outdoor pool and excellent amenities. Rated 9.4 by guests, this hotel ensures a pleasant stay with free breakfast and comfortable rooms, appealing to families looking for both quality and convenience.
How much does a hotel with outdoor pool in Winter Garden cost?
Enjoy staying in a hotel in Winter Garden with an outdoor pool. You can find a great deal from $85 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
What are some of the best Winter Garden hotels with outdoor pools and scenic views?
The Grove Resort & Water Park Orlando is a great choice for travellers seeking an exceptional experience in Winter Garden. This 4-star resort, rated 8.0 by guests, features a fantastic outdoor pool that promises both fun and relaxation, complete with poolside cabanas and a bar for refreshing drinks. Families will appreciate the dedicated children's pool and the thrilling waterslide, ensuring that all ages are entertained.As you unwind by the pool, you can soak in stunning views of the nearby lake and water features, enhancing your stay with a touch of tranquility. Guests rave about the spacious and clean rooms, the friendly and helpful staff, and the great amenities that make The Grove a fantastic home base for your adventures in the area.
Are there hotels in Winter Garden with outdoor pool cabanas or loungers?
The Grove Resort & Water Park Orlando is a fantastic option for travellers seeking a hotel in Winter Garden with outdoor pool cabanas and loungers. This 4-star resort, rated 8.0 by guests, offers a vibrant pool area complete with poolside bar service, sun loungers, and private cabanas that elevate your relaxation experience.Families will appreciate the heated outdoor pool, which is not only superb for swimming but also features exciting amenities like a waterslide and a designated kids' pool. Guests rave about the spacious and clean rooms, friendly staff, and the overall great amenities that enhance their stay.
Which Winter Garden hotels offer poolside service for food and drinks?
The Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance is a fantastic choice for travellers seeking a refreshing poolside experience. With a stellar rating of 9.6, this hotel features an outdoor pool complemented by a delightful poolside bar, making it easy to enjoy food and drinks while soaking up the sun. Guests rave about the friendly staff and spacious, clean rooms, ensuring a comfortable stay for families.Another excellent option is the Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS® Town Centre, which boasts a similar outdoor pool setup with a poolside bar. Rated at 9.4, this hotel has earned praise for its helpful staff and great breakfast offerings, adding to the convenience of family vacations.The SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance also features a lively outdoor pool with poolside service, and it enjoys a great rating of 9.0. Families appreciate the close proximity to local attractions, and the friendly service makes for a friendly setting.Lastly, the Hilton Vacation Club Aqua Sol Orlando West, rated 8.8, offers a resort-style outdoor pool complete with a poolside bar and additional amenities like a waterslide and playground for children. This makes it a wonderful selection for families looking to relax while keeping the kids entertained.
Are there hotels with outdoor pools that are close to Warrior Park?
Home2 Suites By Hilton Winter Garden is a fantastic choice for travellers seeking a hotel with an outdoor pool close to Warrior Park. This 3-star hotel not only offers a refreshing outdoor pool but also provides a range of amenities that make a stay convenient and enjoyable. Guests rave about the spacious and clean rooms, superb for families looking for comfort after a day of adventure.Start your mornings right with a complimentary breakfast, which many travellers have described as "great," along with the added benefit of free Wi-Fi and self-parking. The friendly and accommodating staff further enhances the experience, ensuring that your family's needs are met with a smile. With a review rating of 9.4, it's clear that Home2 Suites is a beloved option for those valuing both quality and convenience during their travels.
Are there hotels in Winter Garden with outdoor pool activities or events?
Winter Garden, Florida, is a delightful destination for travellers seeking sunny getaways filled with family fun and engaging outdoor activities. The area is home to several hotels that feature outdoor pools, great for soaking up the Florida sunshine while enjoying various events and activities.Families will find The Grove Resort & Water Park Orlando particularly appealing. This expansive resort boasts multiple outdoor pools, a thrilling water park, and an array of family-friendly activities. Guests can participate in fun events such as family trivia, arts and crafts, bingo, and ice cream socials, ensuring that there's never a dull moment during your stay. The vibrant setting around the pool area is designed to foster connection and enjoyment for all ages.For those looking for a more relaxed vibe, Home2 Suites By Hilton Winter Garden offers a welcoming outdoor pool setup, complete with shallow ends and kid-friendly features. This hotel strikes a lovely balance between leisure and convenience, making it a great choice for families wanting to unwind after a day of exploring.Another great option is Hilton Vacation Club Aqua Sol Orlando West, which also offers outdoor pools and family-friendly amenities. The pool areas here are designed for both relaxation and playful splashes, making them ideal for families eager to enjoy quality time together.In summary, Winter Garden is well-equipped with hotels featuring outdoor pools that cater to families and visitors seeking activities and events.
Is it cheaper to book flights and a Winter Garden hotel with a pool as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in Winter Garden for you.

Explore a world of travel with Expedia