Winter Garden vacation rentals
Book unique vacation rentals, houses, and more on Airbnb
Top-rated vacation rentals in Winter Garden
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Winter Garden vacation rentals
Stay near Winter Garden's top sights
Other great vacation rentals in Winter Garden
Home in Clermont
4.93 out of 5 average rating, 188 reviewsLake Front Home with private Dock on Lake Louisa
Home in Leesburg
4.97 out of 5 average rating, 222 reviewsPeace and Quiet
Guesthouse in Winter Park
4.98 out of 5 average rating, 250 reviewsPrivate and Peaceful with Full Kitchen
Apartment in Winter Park
4.95 out of 5 average rating, 283 reviewsGet a Little Glam in a Retro Palm Beach-Style Boudoir
Guest suite in Orlando
4.98 out of 5 average rating, 304 reviewsA SUITE RETREAT with a Garden View in the City
Guest suite in Orlando
4.81 out of 5 average rating, 505 reviewsThe Groves (1)
Guesthouse in Orlando
4.92 out of 5 average rating, 172 reviews"Modern Suite with Kitchenette"
Guest suite in Clermont
4.89 out of 5 average rating, 130 reviewsPrivate In-Law Suite. House in Hills. BIKE Trail
Other great vacation rentals in Winter Garden
Tiny home in Winter Garden
4.93 out of 5 average rating, 41 reviewsEnchanted TINY HOME SUITE - Downtown Winter Garden
Home in Winter Garden
4.93 out of 5 average rating, 88 reviewsLuxury Home Winter Garden Near Disney & Universals
Home in Winter Garden
4.9 out of 5 average rating, 42 reviewsWinter Garden Experience
Farm stay in Winter Garden
4.96 out of 5 average rating, 46 reviewsCarriage House Studio Apt Peaceful & Private Ranch
Guesthouse in Winter Garden
4.97 out of 5 average rating, 30 reviewsGuest house in Winter Garden
Guest suite in Clermont
5.0 out of 5 average rating, 12 reviewsCozy Studio with Kitchen & Bathroom
Apartment in Windermere
5.0 out of 5 average rating, 19 reviews1BR Cozy Oasis+King Bed+Fast WiFi+Pool+Gym
Cottage in Clermont
4.96 out of 5 average rating, 57 reviewsA-Frame Cottage near Disney, Universal, & Lakes
Quick stats about vacation rentals in Winter Garden
Total rentals
100 properties
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
3.6K reviews
Frequently Asked Questions
Where should I stay in Winter Garden?
Make yourself at home in Winter Garden by choosing from our most frequently booked neighborhoods. We have over 50 vacation rentals in Johns Lake Point, and over 200 vacation rentals in Tildenville.
Are there vacation rentals with a dedicated workspace in Winter Garden?
Yes! Work meets play with ease at over 40 vacation rentals in Winter Garden featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Winter Garden?
Four-legged friends are welcome in Winter Garden. Choose from more than 20 vacation rentals for guests traveling with pets.
Are there Winter Garden vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in Winter Garden, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Winter Garden have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Winter Garden. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Winter Garden have self check-in?
Absolutely! We offer over 10 house rentals with self check-in in Winter Garden. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Winter Garden have wifi?
Absolutely! We offer over 60 house rentals with wifi in Winter Garden. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Winter Garden?
Winter Garden has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
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