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

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

A hotel entrance with a sign reading "HOME 2 SUITES BY HILTON".

Home2 Suites By Hilton Winter Garden

Winter Garden

CNY717

CNY807 total

includes taxes & fees

Sep 6 - Sep 7

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

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

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.

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Bay Lake

CNY532

CNY598 total

includes taxes & fees

Sep 15 - Sep 16

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 restaurant with a bar area, seating, and a view of greenery outside.

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

Home2 Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

CNY629

CNY708 total

includes taxes & fees

Sep 8 - Sep 9

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

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

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

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

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

Bay Lake

CNY623

CNY701 total

includes taxes & fees

Aug 31 - Sep 1

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

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

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

A large hotel with a central entrance, multiple floors, and a sign indicating 'Homewood Suites by Hilton.'

Homewood Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

CNY739

CNY832 total

includes taxes & fees

Sep 8 - Sep 9

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.

Orange County National Lodge

Horizon West

CNY1,077

CNY1,211 total

includes taxes & fees

Sep 1 - Sep 2

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

A porch with a white railing, a blue door, and a potted plant.

Fire Pit & Yard: Updated Winter Garden Home!

Winter Garden

CNY1,339

CNY3,359 total

includes taxes & fees

Sep 6 - Sep 7

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

A vending machine with snacks and drinks, two wooden chairs, and a mirror on the wall.

A pool area with lounge chairs and a small pool.

A balcony with a table and chairs, large windows, and a view of trees.

Upstay Large Family Condo w Pool, Sauna

Winter Garden

CNY451

CNY1,635 total

includes taxes & fees

Sep 8 - Sep 9

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.

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

A spacious lobby with a high ceiling, large windows, and a mix of seating areas including sofas and tables.

Upstay - Modern Family Apartment w Pool Hot Tub

Winter Garden

CNY595

CNY1,647 total

includes taxes & fees

Sep 1 - Sep 2

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.

Upstay: Condo Near Disney w Pool, Sauna

Winter Garden

CNY464

CNY1,650 total

includes taxes & fees

Aug 31 - Sep 1

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.

Upstay - Condo Near Disney w Pool Hot tub Sauna

Winter Garden

CNY595

CNY1,647 total

includes taxes & fees

Aug 31 - Sep 1

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.

Modern 3BR Resort Condo With Pool Near Disney

Winter Garden

CNY498

CNY1,688 total

includes taxes & fees

Aug 31 - Sep 1

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

An aerial view of a resort with a large, irregularly shaped pool surrounded by lounge chairs and umbrellas, set against a backdrop of palm trees and a multi-story building.

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

Modern 3BR Condo Near Disney- Pool and Hot Tub

Winter Garden

CNY535

CNY1,588 total

includes taxes & fees

Sep 1 - Sep 2

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

Condo With Sauna, Games, Poolnear Disney

Winter Garden

CNY464

CNY1,650 total

includes taxes & fees

Sep 2 - Sep 3

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

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

Upstay - Condo w Hot Tub and Pool - Near Disney

Winter Garden

CNY595

CNY1,647 total

includes taxes & fees

Sep 7 - Sep 8

Upstay Condo Near Disney w Pool & Sauna

Winter Garden

CNY619

CNY1,824 total

includes taxes & fees

Sep 8 - Sep 9

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.

Upstay Modern Condo w Pool10 Minutes to Disney

Winter Garden

CNY464

CNY1,650 total

includes taxes & fees

Aug 31 - Sep 1

A bathroom with a bathtub, a circular wall decoration, and a ceiling fan.

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

Upstay: Condo w Pool, Sauna for 6 Guests

Winter Garden

A balcony with a ceiling fan, a chair, a small table, and a potted plant.

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

Upstay - Condo w Pool - Near Disney!

Winter Garden

CNY464

CNY1,650 total

includes taxes & fees

Sep 7 - Sep 8

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.

Upstay 3BR Condo w Pool & Patio Near Disney

Winter Garden

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Top neighborhoods in Winter Garden

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

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

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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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 other activities you might want to enjoy such as 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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Garden Theatre

8.4/10 (219 reviews)

If you want to see a show while you're in town, try and grab some tickets at Garden Theatre in Downtown Winter Garden. If you want to experience more of the culture Winter Garden has to offer, head to West Orange Trail, Plant Street Market, and Resurrection Catholic Church.

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