Burchshire Rentals
From $189 per night (USD)VRBO
Walk to Dtwn: Winter Garden Home w\/ Patio
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Nestled among a wealth of historical attractions, live entertainment, and outdoor recreation awaits ‘The Strawberry Hous ...
From $189 per night (USD)VRBO
From $157 per night (USD)Expedia
Walkable Winter Garden Bungalow: 3 Blocks 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 $157 per night (USD)Expedia
From $152 per night (USD)VRBO
16 Mi to Disney: Cottage w\/ Deck in Winter Garden
- 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 $152 per night (USD)VRBO
From $221 per night (USD)Expedia
~ 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 $221 per night (USD)Expedia
From $205 per night (USD)VRBO
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 $205 per night (USD)VRBO
From $154 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 $154 per night (USD)Expedia
From $172 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 $172 per night (USD)VRBO
From $245 per night (USD)Expedia
Learn how to camp RV style in this Lux RV which sleeps up to 8 people.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover the gorgeous landscape that surrounds this luxury RV camper and get the best night sleep you’ve ever had. This ...
From $245 per night (USD)Expedia
From $150 per night (USD)VRBO
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 $150 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 $192 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 $192 per night (USD)VRBO
From $101 per night (USD)Expedia
2nd Floor Studio Downtown Winter Garden
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to your ideal urban retreat in the heart of Downtown Winter Garden. Situated just steps away from the bustling d ...
From $101 per night (USD)Expedia
From $116 per night (USD)VRBO
First floor apartment Downtown Winter Garden
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to your ideal urban retreat in the heart of Downtown Winter Garden. Situated just steps away from the bustling d ...
From $116 per night (USD)VRBO
From $223 per night (USD)Expedia
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 $223 per night (USD)Expedia
From $230 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 $230 per night (USD)VRBO
From $210 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 $210 per night (USD)Expedia
From $113 per night (USD)VRBO
Cute & Cozy in Winter Garden FL.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
This memorable place is anything but ordinary. Conveniently located in Central Florida with many attractions nearby. A m ...
From $113 per night (USD)VRBO
From $203 per night (USD)Expedia
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 $203 per night (USD)Expedia
From $262 per night (USD)VRBO
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 $262 per night (USD)VRBO
From $277 per night (USD)Expedia
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 $277 per night (USD)Expedia
From $162 per night (USD)VRBO
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)VRBO
From $115 per night (USD)Expedia
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 $115 per night (USD)Expedia
From $96 per night (USD)VRBO
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)VRBO
From $105 per night (USD)Expedia
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 $105 per night (USD)Expedia
From $95 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 $95 per night (USD)VRBO
From $117 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 $117 per night (USD)Expedia
From $272 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 $272 per night (USD)VRBO
From $281 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 $281 per night (USD)Expedia
From $251 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 $251 per night (USD)VRBO
From $156 per night (USD)VRBO
LUX BROWNSTONE in downtown Winter Garden FL 6 month minimum stay required
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
This special place is close to everything. Just a few minutes walk to the coffee shops where you can enjoy a quite mor ...
From $156 per night (USD)VRBO
From $95 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 $95 per night (USD)VRBO