A wooden pier extending over calm water, reflecting a sunset sky.

Pet-Friendly Hotels in Winter Garden

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Pet-Friendly Hotels in Winter Garden

An outdoor patio with round tables and chairs, a red umbrella, and a grill.

A hotel room with a kitchenette, a sofa, a desk, and a dining area.

A modern hotel lobby with a central seating area, a kitchen in the background, and a television mounted on the wall.

A swimming pool with lounge chairs and a view of a building in the background.

1. Home2 Suites By Hilton Winter Garden

Winter Garden

$114

$128 total

includes taxes & fees

Sep 23 - Sep 24

An outdoor patio area with a fire pit, yellow and blue seating, and a covered section with a pergola.

A hotel pool area with multiple lounge chairs and umbrellas, a water slide, and palm trees.

A hotel with a prominent "HOME 2" sign, a stone facade, and an arched entrance.

A modern hotel room with a dining area, a living space with a sofa and coffee table, and a kitchenette.

2. Home2 Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

$90

$101 total

includes taxes & fees

Sep 27 - Sep 28

A large hotel with multiple floors, a central courtyard, and a reflective water feature.

A covered outdoor seating area with tables and chairs, a ceiling fan, and a view of a pool and buildings in the background.

A modern lobby with a large fireplace, comfortable seating, and a well-lit ceiling.

A hotel room with a sofa, armchair, and a large window with a view of a swimming pool and hotel buildings.

3. Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Bay Lake

$97

$109 total

includes taxes & fees

Sep 28 - Sep 29

A pool area with lounge chairs, a fire pit, and palm trees.

A restaurant with outdoor seating, a fire feature, and a bar area.

A hotel room with two beds, a desk, a chair, a small table, and a window with curtains.

A lounge area with a fire feature, wicker furniture, and a bar in the background.

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

Bay Lake

$93

$104 total

includes taxes & fees

Sep 13 - Sep 14

A swimming pool with a water slide, lounge chairs, umbrellas, and palm trees.

A modern kitchen with a large island, bar stools, pendant lighting, and a flat-screen TV.

An outdoor patio with a barbecue grill, dining area, and umbrella.

A hotel room with a large window, a pool view, a chair, a table, a lamp, and a bed.

5. Homewood Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

$130

$147 total

includes taxes & fees

Sep 21 - Sep 22

A reception desk at Orange County National Golf Center and Lodge with a 'Welcome' sign, a plant, and a 'germ' sanitizer dispenser.

A bar area with multiple TVs, wooden flooring, and bar stools.

A covered outdoor seating area with a patio, a white fence, and a well-maintained lawn.

6. Orange County National Lodge

Horizon West

$125

$141 total

includes taxes & fees

Sep 14 - Sep 15

A bedroom with a bed, a bedside table with a lamp, and a wall decorated with woven baskets.

A living room with a sofa, coffee table, and a lamp. There are two paintings on the wall and a plant on the coffee table.

A kitchen with white cabinets, a stainless steel stove, and a window with a view of greenery.

A living room with a sectional sofa, a wooden coffee table, and a ceiling fan.

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

Winter Garden

$199

$499 total

includes taxes & fees

Sep 20 - Sep 21

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 bathroom with two sinks, a large mirror, and a vanity with a light fixture.

8. Upstay: Condo Near Disney w Pool, Sauna

Winter Garden

$69

$245 total

includes taxes & fees

Sep 13 - Sep 14

A balcony with a view of palm trees and a clear sky.

An aerial view of a resort with a large central pool, multiple lounge areas, and surrounding greenery.

9. Upstay - Condo w Hot Tub and Pool - Near Disney

Winter Garden

$69

$225 total

includes taxes & fees

Sep 14 - Sep 15

A bedroom with a bed, nightstand, wall art, ceiling fan, and a mirror.

A modern kitchen with white cabinets, stainless steel appliances, granite countertops, and a built-in oven.

A hotel room with a bed, a TV, a ceiling fan, a nightstand, and a balcony with a view.

A laundry room with a washing machine, dryer, and a wall-mounted decorative piece.

10. Upstay Large Family Condo w Pool, Sauna

Winter Garden

$75

$252 total

includes taxes & fees

Sep 29 - Sep 30

A modern living room with a TV, seating area, kitchen, and a ceiling fan.

A balcony with a view of a green landscape, a table with chairs, and a railing.

11. Upstay - Condo Near Disney w Pool Hot tub Sauna

Winter Garden

$75

$232 total

includes taxes & fees

Sep 13 - Sep 14

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.

12. Modern 3BR Resort Condo With Pool Near Disney

Winter Garden

$70

$246 total

includes taxes & fees

Sep 16 - Sep 17

A gym with exercise equipment, large windows, and a view of greenery.

A modern kitchen with white cabinets, a stainless steel refrigerator, and a green accent wall.

A balcony with a view of a forest, a table with chairs, and a ceiling fan.

13. Modern 3BR Condo Near Disney- Pool and Hot Tub

Winter Garden

$77

$234 total

includes taxes & fees

Oct 6 - Oct 7

14. Upstay Condo Near Disney w Pool & Sauna

Winter Garden

$69

$245 total

includes taxes & fees

Sep 14 - Sep 15

A modern living room with a grey sofa, a coffee table, and a TV mounted on the wall.

A dining area with a round table set for four, surrounded by wicker chairs.

A spacious living room with a grey sofa, a coffee table, and a large plant. There is a balcony with outdoor furniture and a TV mounted on the wall.

15. Upstay - Modern Family Apartment w Pool Hot Tub

Winter Garden

$75

$232 total

includes taxes & fees

Sep 14 - Sep 15

A bedroom with a large bed, a bathroom with a bathtub, and a balcony with a view.

16. Condo With Sauna, Games, Poolnear Disney

Winter Garden

$79

$257 total

includes taxes & fees

Sep 23 - Sep 24

A modern living room with a sofa, coffee table, and a ceiling fan.

A balcony with two black chairs and a table, a ceiling fan, and a view of greenery.

A bedroom with a bed, a dresser, a ceiling fan, and a TV on the wall.

17. Upstay 3BR Condo w Pool & Patio Near Disney

Winter Garden

$60

$235 total

includes taxes & fees

Sep 13 - Sep 14

A modern living room with a sofa, green chairs, a coffee table, and a dining area with chairs and a table.

An aerial view of a resort with a large swimming pool, sun loungers, and palm trees.

18. Upstay - Condo w Pool - Near Disney!

Winter Garden

$62

$237 total

includes taxes & fees

Sep 14 - Sep 15

A dining area with a table set for four, a sofa in the background, and a kitchen area with a dishwasher.

A spacious living room with a large TV, comfortable seating, and a balcony with a view.

19. Upstay: Condo Near Disney w Games, Pool

Winter Garden

$79

$257 total

includes taxes & fees

Oct 6 - Oct 7

A hotel with a rooftop pool, surrounded by lush greenery and a view of the landscape.

A modern kitchen with a dishwasher, a dining area with a table and chairs, and a view of the outside.

20. Upstay Disney Pet Friendly Condo w Pool Spa Games

Winter Garden

$62

$215 total

includes taxes & fees

Sep 14 - Sep 15

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Top neighborhoods in Winter Garden

A tree-lined sidewalk with parked cars and a clear sky.

A street lined with large trees and historic brick buildings, including a 'Local' sign.

A bakery interior with a display case, shelves with jars, and a counter with a menu board.

A café with a variety of food items and beverages on display, including boxes of snacks and bottles of wine.

A bar with a polished floor, metal chairs, and a brick wall with a TV.

Downtown Winter Garden

Plant Street bursts with small-town charm in Downtown Winter Garden. The restored 1935 Garden Theatre anchors the brick-lined pedestrian zone where locals and visitors stroll past historic storefronts. Hop on the West Orange Trail for a scenic bike ride or browse the weekly farmers market for fresh Florida citrus and artisanal goods. Farm-to-table restaurants with outdoor seating line the main drag, while boutique bed & breakfasts offer cozy accommodations in restored buildings. The pedestrian-friendly layout means you can park once and explore everything on foot, from antique shops to the Central Florida Railroad Museum.

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A city skyline at dusk with illuminated buildings reflecting on a calm body of water.

Horizon West

Winter Garden's Horizon West neighborhood has a host of places to visit such as Walt Disney World® Resort and Orange County National Golf Club.

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A sunset over a body of water with silhouetted land in the distance and tall grasses in the foreground.

Vista del Lago

Vista del Lago is a peaceful retreat just minutes from Orlando's major attractions. Vacation homes with private pools and resort amenities offer the perfect landing spot after action-packed theme park days. Disney's Animal Kingdom and Magic Kingdom are just a short drive away, while community pools provide refreshing breaks between adventures. Dining options require a quick drive to nearby Championsgate or Disney Springs, where choices range from casual to upscale. Most travelers appreciate having rental cars to navigate between the quiet neighborhood and Orlando's entertainment districts. Many vacation rentals feature full kitchens and game rooms, creating the ideal home base for family theme park trips.

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A wooden pier extending into a calm body of water, surrounded by lush greenery and a distant forest.

A calm lake with lily pads and reeds in the foreground, surrounded by trees and a cloudy sky.

Oakland

Oakland's historic charm lives on through preserved Victorian homes and oak-canopied streets. Wander downtown to discover the 1889 Healthy House Museum and local artisan shops. The 128-acre Oakland Nature Preserve invites you to explore cypress wetlands and spot some of the 200+ bird species that call Lake Apopka home. Southern comfort food dominates the dining scene with most spots closing early. The area is best explored by car, though downtown remains pleasantly walkable. Cozy bed and breakfasts in historic homes offer an intimate alternative to Orlando's bustling tourist accommodations just 15 minutes away.

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Killarney

Killarney offers a peaceful retreat from Orlando's tourist bustle while keeping adventure within reach. The Oakland Nature Preserve invites you to explore scenic trails while the nearby West Orange Trail is perfect for morning bike rides. Lake Apopka provides a serene backdrop for fishing or simply watching the sunset paint the Florida sky. When you're ready for more action, Winter Garden's charming downtown is just minutes away. Accommodation options include budget-friendly extended-stay hotels and vacation homes with pools and kitchenettes. A car is essential for getting around, though rideshare services are readily available. The quiet suburban streets make evening strolls pleasant after busy days exploring nearby attractions.

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Top landmarks in Winter Garden

Flamingo Crossings Town Center

8.6/10 (131 reviews)

If you want to give your credit card some exercise, head out to Flamingo Crossings Town Center in Bay Lake.

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Disney's Palm Golf Course

8.4/10 (457 reviews)

You might want to practice your swing at Disney's Palm Golf Course, a golf course located 11.2 mi (18.1 km) from central Winter Garden. If Disney's Palm Golf Course doesn't quite scratch your golfing itch, Orange County National Golf Club, and Orange Lake Golf are also nearby.

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Orange County National Golf Club

8.4/10 (647 reviews)

You might want to play some rounds at Orange County National Golf Club, located 8.9 mi (14.4 km) from central Winter Garden. If Orange County National Golf Club doesn't quite scratch your golfing itch, Disney's Palm Golf Course, and Disney's Magnolia Golf Course are also nearby.

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Disney's Magnolia Golf Course

8.4/10 (552 reviews)

You might want to play some rounds at Disney's Magnolia Golf Course, located 11.1 mi (17.9 km) from central Winter Garden. If Disney's Magnolia Golf Course doesn't quite scratch your golfing itch, Disney's Palm Golf Course, and Orange County National Golf Club are also nearby.

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Surfari Water Park

9.0/10 (2,086 reviews)

If thrills are what you're after, head to Surfari Water Park, located 2.3 mi (3.8 km) from central Four Corners. If you have fun at Surfari Water Park, you'll love Disney's Animal Kingdom® Theme Park and Island H2O Live!, both located nearby.

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West Orange Trail

8.4/10 (337 reviews)

Downtown Winter Garden is home to West Orange Trail, so why not stop by during your stay in Winter Garden. Winter Garden has lots of other activities such as Camping World Stadium and Kia Center.

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Disney's Oak Trail Golf Course

8.4/10 (377 reviews)

You might want to play some rounds at Disney's Oak Trail Golf Course, located 11.2 mi (18 km) from central Winter Garden. If Disney's Oak Trail Golf Course doesn't quite scratch your golfing itch, Disney's Palm Golf Course, and Orange County National Golf Club are also nearby.

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Resurrection Catholic Church

8.4/10 (309 reviews)

Resurrection Catholic Church is 1.2 mi (1.9 km) from central Winter Garden, why not stop by during your stay.

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About the destination

Winter Garden is a family-friendly place known for its theme park and waterparks. Simply book an excursion to enjoy your stay a little more. Plan a fun excursion to Orange County National Golf Club and Disney's Magnolia Golf Course while here. Popular sights in the surrounding area include Universal Studios Florida.