Best Vintage Teddy Bears of 2025
Last updated on 18/09/2025
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Best Choice
1
Steiff Lio Teddy Bear brown 35 cm, Teddies for Tomorrow, Stuffed Animal Teddybear, fluffy Plush-Toy for playing & cuddling, made of cuddly soft Plush, Machine washable
Steiff
4% Off
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Steiff
Steiff Lio Teddy Bear brown 35 cm, Teddies for Tomorrow, Stuffed Animal Teddybear, fluffy Plush-Toy for playing & cuddling, made of cuddly soft Plush, Machine washable
4% Off
Why we love it
- Super cuddly recycled materials.
- Machine washable plush toy.
- Highest quality craftsmanship guaranteed.
Main Highlights
- BEST FRIEND Our Teddybear, Lio, is a loyal companion and playmate for every child
- TEDDIES FOR TOMORROW The soft plush is made from recycled PET bottles. But don't worry, the plush naturally meets our Steiff standard and is super cuddly
- EASY TO CARE FOR The stuffed animal can be easily machine washed
- FOR CHILDREN, ONLY THE BEST IS GOOD ENOUGH Our plush toys impress with certified quality, safe materials, and high-quality craftsmanship. This makes Steiff Teddybear Lio a friend for life
- ORIGINAL STEIFF PLUSH TOY The "Button in Ear" symbolizes our promise to you: Stuffed animals with the highest standards of quality, safety and craftsmanship
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Value for Money
2
Steiff 28cm Fynn Teddy Bear in Suitcase (Beige)
Steiff
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Steiff
Steiff 28cm Fynn Teddy Bear in Suitcase (Beige)
Free Shipping
Why we love it
- Made from cuddly plush.
- Iconic Steiff Button in Ear.
- Soft and machine washable.
Main Highlights
- Steiff, Fynn Teddy Bear in suitcase, beige, 28cm
- Made from cuddly soft plush
- An original piece with the world famous trade mark, Steiff "Button in Ear"
- Soft huggable Teddy Bear
- Machine washable @ 30C, suitcase not washable
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3
Steiff 32cm Elmar Teddy Bear (Golden Brown), 022456
Steiff
39% OffFree Shipping
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Steiff
Steiff 32cm Elmar Teddy Bear (Golden Brown), 022456
39% OffFree Shipping
Why we love it
- Made from cuddly soft plush.
- Iconic Steiff "Button in Ear."
- Machine washable @ 30C.
Main Highlights
- Steiff, Elmar Teddy Bear, golden brown, 32cm
- Made from cuddly soft plush
- An original piece with the world famous trade mark, Steiff "Button in Ear"
- soft huggable Teddy Bear, 5 way jointed
- Machine washable @ 30C
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4
Steiff soft toy Jimmy Teddy Bear, cute cuddly toy with plastic eyes, children, boys & girls, Friends, plush animal 30 cm, light brown, 113505
Steiff
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Steiff
Steiff soft toy Jimmy Teddy Bear, cute cuddly toy with plastic eyes, children, boys & girls, Friends, plush animal 30 cm, light brown, 113505
Free Shipping
Why we love it
- Perfect cuddle and playmate.
- Quality materials for children.
- Easy care Teddy bear.
Main Highlights
- BEST FRIEND: The original Steiff plush animal is more than just a cuddly toy; it is also the perfect playmate for any child. It soon becomes the child’s friend, and will be a loyal companion for life.
- SOFT & CUDDLY: Jimmy enchants everyone with his soft plush fur, his smile and the plastic eyes. A fabulous gift for children who are looking for a loyal cuddly friend – whatever their age.
- SIZE & CARE: The Teddy bear is 30 cm tall and is made of soft, wavy plush. He was lovingly made by hand, which means he is unique. He is also washable at 30°C.
- SPECIAL PLAYING EXPERIENCE: The harmless granulate filling in the seat ensures a stable fit, while the flexible limbs further increase the fun of playing.
- ORIGINAL STEIFF: Since 1880 the “Button in the ear” has stood for our quality promise. Our plush toys appeal for their tested quality, harmless materials and high-quality workmanship.
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5
Living Nature Soft Toy - Medium Brown Bear (25cm)
Living Nature
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Living Nature
Living Nature Soft Toy - Medium Brown Bear (25cm)
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Why we love it
- High-quality, realistic soft toys.
- Educational and fun fact tags.
- Perfect gift for anyone.
Main Highlights
- Bring the wild inside; Collect your favourite wild animals and pets with these gorgeous high-quality soft toys from Living Nature
- Learn about your animals with the educational fact tags; Each plush toy has unique information about its habitat, food and behaviour
- Own a little piece of the natural world; Wildlife enthusiasts of all ages enjoy our carefully crafted, super realistic detail
- Collect them all; We have over 120 industry-leading plush toys. Learn about all your favourite species and keep them forever
- This soft brown bear toy is suitable for all ages; The perfect gift for budding nature enthusaists and bear obsessed grown-ups. (Not including babies under 36 months due to small parts)
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6
Steiff 18cm Fynn Teddy Bear (Beige)
Steiff
Free Shipping
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Steiff
Steiff 18cm Fynn Teddy Bear (Beige)
Free Shipping
Why we love it
- Cuddly soft plush material.
- Original Steiff "Button in Ear".
- Machine washable at 30C.
Main Highlights
- Steiff, Fynn Teddy Bear, beige, 18cm
- Made from cuddly soft plush
- An original piece with the world famous trade mark, Steiff "Button in Ear"
- Soft huggable Teddy Bear
- Machine washable @ 30C
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7
Rainbow Designs DN1463 Cuddly Classic Pooh & Friends Winnie The Pooh Soft Toy-Teddy Bear for Babies and Toddlers, Honey, Wood
Rainbow Designs
19% OffFree Shipping
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Rainbow Designs
Rainbow Designs DN1463 Cuddly Classic Pooh & Friends Winnie The Pooh Soft Toy-Teddy Bear for Babies and Toddlers, Honey, Wood
19% OffFree Shipping
Why we love it
- Part of cherished Pooh collection.
- Ideal for timeless snuggles.
- Perfect size for adventures.
Main Highlights
- HUNDRED ACRE WOOD COLLECTION: This beautiful soft toy is part of Rainbow Designs' Classic Winnie the Pooh ‘Hundred Acre Wood' collection. Inspired by the loveable character created by A. A. Milne, this design showcases the original look and feel of the classic Winnie the Pooh.
- SILLY OLD BEAR: This classic Winnie the Pooh soft toy is reminiscent of the bear we all remember from those wonderful stories from AA Milne. With his signature huggable honey-pot belly and high quality textured fur this Winnie the Pooh teddy is perfect for snuggle times. This cuddly teddy bear is a friend in good times and a comfort during times of distress.
- A CLASSIC CHARACTER BROUGHT TO LIFE: Special soft toys like this have children wanting to play with them all the time. Winnie the Pooh sits at 26cm tall and is the perfect size for taking on your adventures, cuddling at bed time or sharing some delicious honey.
- A BEST FRIEND FOR LIFE - Surround your little one with huggable, lovable large teddy bears that help your child feel safe and secure. This classic Winnie the Pooh teddy bear toy is your child’s perfect playtime, bedtime, and storytime companion.
- A SPECIAL GIFT: A character does not get more beloved than Winnie the Pooh, and this soft toy brings the classic character to life. With a beautiful embroidered ‘Hundred Acre Wood’ message to his paw and a bow around his neck - he’s perfect for gifting to both boys and girls!
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8
Bearington Theodore Plush Brown Teddy Bear Stuffed Animal, 17 Inch
Bearington Collection
9% OffFree Shipping
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Bearington Collection
Bearington Theodore Plush Brown Teddy Bear Stuffed Animal, 17 Inch
9% OffFree Shipping
Why we love it
- Charming vintage design bear.
- Ideal for comforting cuddles.
- Unmatched plush quality standard.
Main Highlights
- MEET THEODORE: Introducing Theodore, the charming 17'' brown teddy bear with a vintage flair and ultra-soft plush fur. His classic bow tie and hand-sewn nose give him a timeless appeal, perfect for collectors and children alike. With his cuddly and huggable body, Theodore is sure to become your new favorite bear stuffed animal. Made with high-quality materials, this bear plush is not only adorable but also durable and long-lasting.
- GREAT FOR CUDDLES: This adorable teddy bear stuffed animal is designed with ultra-soft fur and a gentle, floppy body that's perfect for snuggles. With its cute and lovable expression, Theodore is the ideal bear plush stuffed animal for bedtime. Whether your child is looking for a new best friend or just needs a comforting presence at night, Theodore is sure to be the perfect companion. Get ready for snuggles with this must-have brown bear stuffed animal!
- SPECIAL GIFT: With a variety of cute and cuddly options, including the classic teddy bear, our stuffed animals are the perfect present for any occasion. Whether it's for a graduation, Christmas, birthday, Easter, or just because, our bears make the perfect companion for any child. Choose from a range of styles and colors, including our popular brown bear plush stuffed animals. Bring joy and delight to your loved ones with a Bearington stuffed animal today!
- AWARD WINNING TOYS: For over 25 years, Bearington has been dedicated to crafting award-winning stuffed animals and plush toys that cater to people of all ages. Our collection spans from timeless teddy bears to lifelike dogs, cats, and wildlife designs. We take pride in offering delightful and heartwarming bears, stuffed animals, and plush toys that bring joy and companionship to everyone who experiences them
- BEARINGTON QUALITY: Unmatched luxury and excellence! Our award-winning Bearington Collection is globally renowned for its sumptuous fabrics and unparalleled quality. Each and every Bearington creation is meticulously handcrafted with our unwavering commitment to delivering custom-designed, impeccably crafted stuffed animals that are sure to captivate hearts. Experience the epitome of plush perfection with Bearington, the brand that sets the standard for plush toys worldwide.
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9
Wilberry - Teddy - Bear ECO Cuddlies - WB002201
Wilberry
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Wilberry
Wilberry - Teddy - Bear ECO Cuddlies - WB002201
Why we love it
- Made from recycled materials.
- Perfect for young children.
- Eco-friendly and sustainable.
Main Highlights
- New Eco soft toy, made from 100% recycled plastic bottles!
- Suitable from birth, recommended from 12 months and above.
- Average Size of products in the ECO Cuddlies range: 22 x 15 x 20cm
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10
Disney DN1460 Pooh & Friends Classic Winnie The Pooh Soft Toy, Beige
Rainbow Designs
Free Shipping
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Rainbow Designs
Disney DN1460 Pooh & Friends Classic Winnie The Pooh Soft Toy, Beige
Free Shipping
Why we love it
- Unmatched baby-soft cuddly delight.
- Exquisite embroidered toy features.
- Perfect for new-born gifting.
Main Highlights
- LOVABLE COMPANION - This 20cm Winnie the Pooh toy brings the beloved character to life. Crafted from the softest plush, this teddy bear is the perfect cuddly companion for snuggles and playtime adventures.
- TIMELESS GIFT - Delight the youngest Pooh Bear fans with one of the most cherished Winnie the Pooh gifts. This cuddly toy captures the charm of A.A. Milne's classic stories and is ideal for curling up with a book, or for dreaming up your own adventures in the Hundred Acre Wood.
- BABY'S FIRST FRIEND - Soft and huggable, this baby-soft toy is designed to soothe your little one. Its classic design and embroidered features make it an ideal toddler toy, both at home and on the go.
- NEWBORN SOFT TOY - Celebrate new arrivals with this endearing Winnie the Pooh gift. Crafted from the softest plush, this Pooh Bear stands out as a thoughtful present that will stay by baby’s side as they grow.
- QUALITY CRAFTSMANSHIP - With beautifully embroidered features and snuggly-soft fabric, this plush toy is built to withstand years of love and playtime adventures.
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