Courtlea Oaks Rentals
From $251 per night (USD)VRBO
Mid Century Hipster
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Spacious and professionally decorated 3/2 on huge fenced lot with large shade trees in front. Plenty of room for both sm ...
From $251 per night (USD)VRBO
From $205 per night (USD)Expedia
Spacious Winter Garden Home w\/ BBQ, Walk to Dwtn!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Nestled among a wealth of historical attractions, live entertainment, and outdoor recreation awaits ‘The Strawberry Hous ...
From $205 per night (USD)Expedia
From $186 per night (USD)VRBO
Winter Garden Bungalow w\/ Gas Grill, Walk to Dtwn!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the historical highlights of Winter Garden just steps from your door when you stay at ‘The Bungalow at The Stra ...
From $186 per night (USD)VRBO
From $151 per night (USD)Expedia
Modern Winter Garden Cottage: 16 Mi to Disney
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Adventures big or small await at this 1-bedroom, 1-bathroom vacation rental in Winter Garden! This newly renovated cotta ...
From $151 per night (USD)Expedia
From $200 per night (USD)VRBO
Downtown Winter Garden Cottage ~ 12 Mi to Disney!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Your Winter Garden retreat begins at this 2-bedroom, 1-bathroom vacation rental cottage offering old Florida charm, hist ...
From $200 per night (USD)VRBO
From $206 per night (USD)Expedia
House with large deck, walking distance to Historic Downtown Winter Garden
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This completely renovated 2/2 Bungalow is the essence of the Winter Garden experience. Large, inviting living room with ...
From $206 per night (USD)Expedia
From $507 per night (USD)VRBO
WATERFRONTWntrGdnHSE VIEWS Dock Wildlife 13mi Disn
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Summary: Enjoy the breathtaking sunrise views of Lake Apopka from this newly refurbished and well appointed 4 bed, 2.5 b ...
From $507 per night (USD)VRBO
From $380 per night (USD)Expedia
Luxury 3BR King\/Queen Free Parking Near Disney
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Stay in the heart of it all! Our centrally-located place puts you just minutes from Disney and Universal. Indulge in lux ...
From $380 per night (USD)Expedia
From $178 per night (USD)VRBO
Luxury garage apartment in Winter Garden that sleeps four.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This 2BR, 1BA light-filled gem can accommodate four people and is located a short walk or bike ride to beautiful downtow ...
From $178 per night (USD)VRBO
From $219 per night (USD)Expedia
Downtown Winter Garden Home ~ 12 Mi to Disney!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Whether you’re looking for a Disney vacation or a charming city escape, this Winter Garden vacation rental is perfect fo ...
From $219 per night (USD)Expedia
From $121 per night (USD)VRBO
Cozy Studio in Winter Garden
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Historic Downtown Winter Garden location with Disney & Universal Minutes Away! Charming studio in Downtown Winter Garde ...
From $121 per night (USD)VRBO
From $260 per night (USD)Expedia
Large Studio Apartment Downtown
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Enjoy easy access to everything from this perfectly located home base. Located in Historic Downtown Winter Garden, You j ...
From $260 per night (USD)Expedia
From $157 per night (USD)VRBO
Cute Studio on the Bike trail
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Historic Downtown Winter Garden Gem - Explore & Relax! Discover our inviting studio in Downtown Winter Garden. Walk to ...
From $157 per night (USD)VRBO
From $156 per night (USD)Expedia
Chic Studio in Winter Garden
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Uncover Winter Garden's allure at our chic studio apartment! Stroll to downtown's boutiques, cafes, and the lively farme ...
From $156 per night (USD)Expedia
From $253 per night (USD)VRBO
Updated Winter Garden Home w\/ Yard & Fire Pit!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
The best of Winter Garden awaits you at this lovely 2-bedroom, 2-bathroom vacation rental! Located near top attractions ...
From $253 per night (USD)VRBO
From $125 per night (USD)Expedia
Adorable 1-bedroom right on the bike trail
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy all that Historic Downtown Winter Garden has to offer in this centrally located apartment home. The West Orange Co ...
From $125 per night (USD)Expedia
From $325 per night (USD)VRBO
All-You-Need Studio Apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the simplicity of perfection at our studio apartment – your all-in-one retreat in Historic Downtown Winter Gard ...
From $325 per night (USD)VRBO
From $189 per night (USD)Expedia
Cozy 3 BR\/2 BA Downtown Winter Garden Cottage property.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Cozy three-bedroom cottage with all the comforts of home. Walking/Biking distance away from West Orange Trail and the H ...
From $189 per night (USD)Expedia
From $109 per night (USD)VRBO
Private Studio on the Bike Trail
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Escape to Winter Garden's historic charm in the comfort of your own private studio. Reserve your stay now and experience ...
From $109 per night (USD)VRBO
From $181 per night (USD)Expedia
Quaint 1Br\/Ba entire guest house in heart of Hist. Downtown Winter Garden
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Experience Winter Garden like a local in this 1-bedroom apartment. Private Dwelling, personal covered parking, picturesq ...
From $181 per night (USD)Expedia
From $163 per night (USD)VRBO
1921 Winter Garden home 22 min from Magic Kingdom & 15 min walking to Plant ST
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Beautifully renovated 1921 bungalow, less than 15 min walk to Plant St. farmers market, brewery, restaurants and boutiq ...
From $163 per night (USD)VRBO
From $290 per night (USD)VRBO
Charming 2-bedroom cottage in enchanting Winter Garden with AC, WiFi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy a peaceful stay at this 2-bedroom cottage in Winter Garden. This awesome property features a king bed and a queen ...
From $290 per night (USD)VRBO
From $185 per night (USD)VRBO
Experience charming downtown Winter Garden! 1 block from it all!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This 1920's home in the heart of downtown Winter Garden has everything you need! The home has 2 bedrooms, one with a ki ...
From $185 per night (USD)VRBO
From $202 per night (USD)Expedia
StylishAptWtrGrdnOppLake&Prk&Yrd
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: *Brand new one bedroom apartment near downtown Winter Garden, across from Lake Apopka and Newton Park *Private ...
From $202 per night (USD)Expedia
From $256 per night (USD)VRBO
Charming Studio Apartment Near Downtown and Disney
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Discover the perfect getaway in this delightful studio apartment, ideally located right across from the scenic West Oran ...
From $256 per night (USD)VRBO
From $761 per night (USD)Expedia
(381) Fantastic Home Near Disney 5BD\/5BT\/14P
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
Welcome to the marvelously mod open living area with expertly-curated furnishings and decor, including comfortable seati ...
From $761 per night (USD)Expedia
From $203 per night (USD)VRBO
FunTropicalTinyHomeGolfCartLake
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: Escape to our fun tropical Tiny Home, just 1-2 minutes from downtown Winter Garden and across the road from New ...
From $203 per night (USD)VRBO