Hotels in Winter Garden (Florida, USA)

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157 hotels in Winter Garden

  1. Home2 Suites by Hilton Winter Garden

    3 Stars

    Outdoor saline swimming pool, Central Florida theme park access

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  2. Homewood Suites by Hilton Orlando at Flamingo Crossings

    3 Stars

    Resort-style pool with water slide, Backyard multi-sport courts

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  3. SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

    3 Stars

    Disney nightly fireworks views, Resort-style heated outdoor pool

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  4. Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS® Town Center

    3 Stars

    Resort-style pool and splash pad, On-site parking garage

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  5. Residence Inn by Marriott Orlando at FLAMINGO CROSSINGS Town Center

    3 Stars

    Resort-style outdoor swimming pool, Disney-inspired all-suite retreat

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  6. Home2 Suites by Hilton Orlando at FLAMINGO CROSSINGS Town Center

    3 Stars

    Magic Kingdom fireworks views, Resort-style pool with water slide

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  7. Updated Winter Garden Home W/ Yard & Fire Pit!

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  8. Stylishaptwtrgrdnopplake&prk&yrd

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  9. Spacious Winter Garden Home W/ Bbq, Walk To Dwtn!

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  10. Winter Garden Bungalow with Gas Grill, Walk to Dtwn!

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  11. Cozy 2 Bedroom Apartment in Winter Garden with fast wifi, pool & fitness room

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  12. Guest House In Winter Garden

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  13. Family Resort - 3br Luxury Condo - Pool And Hot Tub!

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  14. Villa Near Walt Disney World Resort And Seaworld With 52 Holes Of Golf

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  15. LuXury Stay | Pool + Gym + Fast Wi-fi

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  16. Storey Lake Resort Homes, Townhomes Condos

    4 Stars
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  17. Liki Tiki Fun Close To Orlando

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  18. 2nd Floor Studio Downtown Winter Garden

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  19. FunTropicalTinyHomeGolfCartLake

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  20. Solara Resort Homes And Townhomes

    2 Stars
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  21. Awesome 2 Bedroom Holiday Home By Follow The Sun Vacation Rentals

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  22. Firework Views - Free Wifi - 10 Minutes To Disney - Elevator

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  23. Villa Near Walt Disney World | Golf Courses, Pools, Lazy River + More

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  24. Villa Near Disney World And Seaworld With Restaurants, Golf, A Lazy River + More

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  25. Awesome Location! Studio Near Disney World And Legoland, Pools On-site

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  26. Liki Tiki Village Just Minutes From Disney, Sea World & Universal Orlando

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  27. 3 Getaway Weeks Available For Rent!

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  28. Lovely 1-bedroom 4ppl Near Disney

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  29. Marvelous 3Bd Close to Disney w GameRoom at The Hub 3409

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  30. Luxe Apartment In Winter Garden. Near Disney.

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  31. Luxury Family Escape ● Library ●near Disney

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  32. Downtown Winter Garden First Floor Apartment

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  33. Emerald Grove - Close To Disney

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  34. The Garden Luxe Retreat

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  35. Winter Garden Charm, Near Disney

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The prices and availability we receive from booking sites change constantly. This means you may not always find the exact same offer you saw on trivago when you land on the booking site.

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When to book a hotel in Winter Garden

  • Cheapest month: October
    $188 per night
  • Yearly typical price
    $235 per night
  • Peak month: December
    $395 per night

Frequently Asked Questions about Winter Garden

  • When is the cheapest time to book a hotel in Winter Garden?

    October is usually the cheapest month to book a hotel in Winter Garden, with typical prices around $188 per night based on 183 price comparisons.

  • When are hotel prices highest in Winter Garden?

    Hotel prices in Winter Garden are usually highest during December, with typical prices around $395 per night.

  • How much does a hotel in Winter Garden cost per night?

    Hotel prices in Winter Garden usually range from $133 per night to $473 per night, with typical prices around $235 per night.

  • How do hotel prices in Winter Garden change throughout the year?

    Hotel prices in Winter Garden are typically lowest in October at around $188 per night, rising to around $395 per night in December.

  • October

    2026

    $188
    $133 — $307

  • November

    2026

    $188
    $145 — $257

  • December

    2026

    $395
    $312 — $473

  • January

    2027

    $251
    $195 — $378

  • February

    2027

    $270
    $215 — $338

  • March

    2027

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  • April

    2027

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  • May

    2027

    $218
    $181 — $277

  • June

    2027

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  • July

    2027

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  • August

    2027

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  • September

    2027

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Frequently Asked Questions about Winter Garden

Hotels in Winter Garden

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