Bay Street Park Rentals
From $203 per night (USD)VRBO
~ 12 Mi to Disney: Downtown Winter Garden Cottage!
- 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 $203 per night (USD)VRBO
From $99 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 $99 per night (USD)Expedia
From $186 per night (USD)VRBO
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 $186 per night (USD)VRBO
From $159 per night (USD)Expedia
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 $159 per night (USD)Expedia
From $194 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 $194 per night (USD)VRBO
From $113 per night (USD)Expedia
Centrally Located Lakefront Home – Close to Theme Parks & Airport!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Centrally Located Lakefront Home – Close to Theme Parks & Airport! Stay in comfort and convenience just 20 minutes from ...
From $113 per night (USD)Expedia
From $192 per night (USD)VRBO
The Garden Luxe Retreat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
2 Bedroom | 2 Bath | Prime Winter Garden Location | Near Disney & Universal Nestled in the heart of charming Winter Gar ...
From $192 per night (USD)VRBO
From $198 per night (USD)Expedia
Emerald Grove - Close to Disney
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
2 Bedroom | 2 Bath | Prime Winter Garden Location | Near Disney & Universal Nestled in the heart of charming Winter Gard ...
From $198 per night (USD)Expedia
From $177 per night (USD)VRBO
King Studio Suite Near Speer Park ORL
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This property is 19 km from Disney's Magic Kingdom and 20 km from Amway Center. With a bar, This property has air-condit ...
From $177 per night (USD)VRBO
From $229 per night (USD)Expedia
Winter Garden Charm, Near Disney
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
2 Bedroom | 2 Bath | Prime Winter Garden Location | Near Disney & Universal Nestled in the heart of charming Winter Gar ...
From $229 per night (USD)Expedia
From $193 per night (USD)VRBO
House 2 Bedrooms \/2 full bathrooms Downtown Winter Garden
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Full renovated house in downtown Winter Garden FL. Welcome to your ideal urban retreat in the h ...
From $193 per night (USD)VRBO
From $223 per night (USD)Expedia
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 $223 per night (USD)Expedia
From $192 per night (USD)VRBO
Dtwn 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 $192 per night (USD)VRBO
From $131 per night (USD)Expedia
Comfy Studio Apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to our Comfy Studio Apartment in the heart of Winter Garden. You'll be just a short stroll from the vibrant Down ...
From $131 per night (USD)Expedia
From $109 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 $109 per night (USD)VRBO
From $88 per night (USD)Expedia
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 $88 per night (USD)Expedia
From $263 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 $263 per night (USD)VRBO
From $162 per night (USD)Expedia
Enchanted 2 Bedroom Home near Downtown Winter Garden
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This fully furnished villa/duplex is a perfect Orlando/Winter Garden stay! This home gives you the plenty of comfort an ...
From $162 per night (USD)Expedia
From $119 per night (USD)VRBO
Enchanted TINY HOME SUITE near Downtown Winter Garden
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Your unique Winter Garden experience begins at this enchanted tiny home, 2 blocks away from the golf cart district. Eith ...
From $119 per night (USD)VRBO
From $96 per night (USD)Expedia
Enchanted TINY HOME near Downtown Winter Garden
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Your WG experience begins at this enchanted tiny home. Either hideaway at this little retreat with what you need to rela ...
From $96 per night (USD)Expedia
From $268 per night (USD)VRBO
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 $268 per night (USD)VRBO
From $145 per night (USD)Expedia
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 $145 per night (USD)Expedia
From $242 per night (USD)VRBO
Fire Pit & Yard: Updated Winter Garden Home!
- 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 $242 per night (USD)VRBO
From $96 per night (USD)Expedia
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 $96 per night (USD)Expedia