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Ankle Boots
ShopSimon (formerly Shop Premium Outlets) Ankle Boots
ShopSimon (formerly Shop Premium Outlets) Ankle Boots
ShopSimon (formerly Shop Premium Outlets) Ankle Boots
-54%
Vaneli
Womens Ilias Suede Boots In Black Gray
$118.00
$258.00
ShopSimon
-64%
Chocolat Blu
Womens Avery Heeled Bootie In Neutral Embossed Snakeprint Gray
$97.00
$271.00
ShopSimon
-43%
Naked Feet
Womens Xenus Platform Ankle Boots In Mist Gray
$103.00
$182.00
ShopSimon
-56%
Sorel
Womens Evie Zip-Up Boot In Quarry / Sea Salt Gray
$117.00
$265.00
ShopSimon
-32%
Dromedaris
Womens Kihana Metallic In Slate Gray
$130.00
$191.00
ShopSimon
-47%
Aetrex
Womens Addie Boot In Black Gray
$92.00
$173.00
ShopSimon
-43%
Aetrex
Womens Rubi Arch Support Boot In Taupe Gray
$118.00
$207.00
ShopSimon
-24%
SUGAR
Womens Sugar Nightlife Bootie Black Faux Suede Side Zip Ankle Boots GAL1188
$65.00
$85.00
ShopSimon
-11%
Kork-ease
Womens Shilo Leather Block Heel Booties In Taupe Gray
$110.00
$124.00
ShopSimon
-52%
Bondi Born
Womens Danni Boot In Grey Brown
$97.00
$202.00
ShopSimon
-33%
Birkenstock
Womens Bend Chelsea Boots In Faded Purple
$117.00
$175.00
ShopSimon
-56%
Bernardo
Womens Esme Studs Boot In Almond Pink
$177.00
$399.00
ShopSimon
-69%
Jimmy Choo London
Bryelle 85 Leather Bootie Brown
$293.98
$950.00
ShopSimon
-36%
Birkenstock
Womens Ebba Suede Bootie In Warm Sand Beige
$124.00
$195.00
ShopSimon
-69%
Jimmy Choo London
Metallic Dark Brown Leather Jimi Ankle Boots
$365.00
$1,192.00
ShopSimon
-15%
Bella Vita
Bindi Boots Black Leather Pointed Toe Ankle Bootie HAWK178
$109.95
$130.00
ShopSimon
-31%
Cecelia New York
Womens Gemma Boots In Brown
$135.00
$195.00
ShopSimon
-33%
Seychelles
Womens Hold Me Down Boots In Green Gray
$120.00
$179.00
ShopSimon
-49%
Söfft
Womens Sasha Bootie In Chocolate Brown Gray
$86.00
$170.00
ShopSimon
-51%
About Arianne
Womens Marcel Smooth Leather Boots In Taupe Gray
$178.00
$365.00
ShopSimon
-43%
Bueno
Womens Connie Mid-Height Boot In Ash Gray
$118.00
$207.00
ShopSimon
-51%
UGG
Womens Classic Ultra Mini Booties In Sand Beige
$179.00
$368.00
ShopSimon
-43%
Söfft
Womens Aisley Boot In Apricot Tan
$92.00
$160.00
ShopSimon
-43%
Bueno
Womens Cora Smooth Boot In Ash Gray
$118.00
$207.00
ShopSimon
-49%
Free People
Womens Wandering Western Boots In Toffee Leather
$113.00
$220.00
ShopSimon
-46%
Kork-ease
Womens Joelle Leather Ankle Boot In Taupe Gray
$110.00
$205.00
ShopSimon
-20%
BareTraps
Mackenzie Boots Womens Salted Caramel Round Toe Ankle Bootie LION194 Brown
$75.65
$95.00
ShopSimon
-43%
Söfft
Womens Angelica Waterproof Leather Booties In Luggage Tan Brown
$95.00
$167.00
ShopSimon
-45%
Vionic
Womens Truckee Heeled Ankle Boot In Dark Khaki
$105.00
$190.00
ShopSimon
-53%
Eric Michael
Womens Garda Boot In Taupe Gray
$104.00
$220.00
ShopSimon
-45%
Kork-ease
WomenS Bristol Marmotta Suede In Taupe Gray
$102.00
$185.00
ShopSimon
-51%
UGG
Womens Classic Ultra Mini Booties In Moss Green Beige
$179.00
$368.00
ShopSimon
-42%
UGG
Womens Ultra Mini Platform Boots In Sand Beige
$155.00
$265.00
ShopSimon
-28%
-45%
Schutz
Womens Mikki Mid Booties In Miele Brown
$146.00
$265.00
ShopSimon
-68%
Frye
Womens Naomi Pickstitch Shootie In Ash Soft Oiled Suede Gray
$104.00
$328.00
ShopSimon
-41%
Sorel
Womens Joan Now Zip Bootie In Black/ Black
$113.00
$190.00
ShopSimon
-55%
UGG
Women Classic Ultra Mini Boot In Grey Gray
$130.00
$287.00
ShopSimon
-45%
Schutz
Womens Leia Heeled Bootie In Pecan Brown
$126.00
$228.00
ShopSimon
-43%
Madewell
Womens Darcy Ankle Boot In Warm Cinnamon Brown
$93.00
$163.00
ShopSimon
-34%
Born
Womens Huntley Lace Up Boot In Grey Gray
$118.00
$180.00
ShopSimon
-25%
FLY London
Womens Ankle Boots In Oil Suede/crooco Wine Black
$151.00
$200.00
ShopSimon
-50%
Marc Fisher
Womens Yanara Heeled Bootie In Light Natural Leather
$89.00
$177.00
ShopSimon
-60%
FLY London
Womens Ankle Boots In Green Forest
$117.00
$295.00
ShopSimon
-24%
Dansko
Womens Lizanne Ankle Boot In Taupe Milled Nubuck
$140.00
$185.00
ShopSimon
-42%
UGG
Womens Classic Ultra Mini Boot In Chestnut Pink
$161.00
$276.00
ShopSimon
-45%
Eric Michael
Womens Texas Ankle Boot In Cognac Brown
$146.00
$265.00
ShopSimon
-49%
Dansko
Womens Stephanie Waterproof Wedge Boots In Morel
$96.00
$190.00
ShopSimon
-45%
Stutterheim
Mens Patrol Suede Combat Boots In Gray
$182.00
$329.00
ShopSimon
-41%
Ariat
Mens Turbo Chelsea Waterproof Carbon Toe Work Boot In Solid Black
$115.00
$195.00
ShopSimon
-73%
Chaco
Womens Fields Chelsea Waterproof Boots In Moral Brown
$92.00
$345.00
ShopSimon
-52%
Vaneli
Womens Vava Boot In Military Suede Gray
$120.00
$250.00
ShopSimon
-36%
Alegria
Womens Merle Boot In Silver/white
$89.00
$140.00
ShopSimon
-64%
Nero Giardini
Womens Mid Heel Ankle Bootie In Leopard
$123.00
$340.00
ShopSimon
-40%
Pikolinos
WomenS Ankle Boots In Cuero Brown
$131.00
$220.00
ShopSimon
-54%
Sorel
Womens Hi-Line Heel Chelsea Boot In Bleached Ceramic, Chalk White
$100.00
$219.00
ShopSimon
Sergio Rossi
Brown Suede And Leather Studded Ankle Boots
$346.00
ShopSimon
-55%
Eric Michael
Womens Nancy Leather Wedge Boot In Bordo Black
$95.00
$210.00
ShopSimon
-45%
Pikolinos
Womens Medina Boot In Cuero Brown
$127.00
$230.00
ShopSimon
-34%
Bueno
Womens Blake Flat Shoes In Rust
$89.00
$135.00
ShopSimon
-13%
Bueno
Womens Upton Dress Sandals In Light Grey Leather
$130.00
$150.00
ShopSimon
-50%
Kork-ease
Womens Raleigh Boot In Dark Grey Gray
$129.00
$260.00
ShopSimon
-46%
Eric Michael
Womens Forest Boots In Brown Suede
$124.00
$229.00
ShopSimon
-15%
Bueno
Womens Forge Ankle Boots In Brown Nubuck
$136.00
$160.00
ShopSimon
-41%
Eric Michael
Womens Olivia Suede Ankle Boots In Grey Suede Gray
$124.00
$210.00
ShopSimon
-43%
Free People
Womens Livia Pointed Toe Side Zip Backlace Boots In Faded Black
$117.00
$205.00
ShopSimon
-47%
Pikolinos
Womens Rotterdam Ankle Boot In Siena Brown
$141.00
$265.00
ShopSimon
-51%
Gentle Souls
Womens Emily Suede Boots In Mushroom Suede
$97.00
$199.00
ShopSimon
-53%
Eric Michael
Womens Nancy Boots In Bourdeux Black
$104.00
$219.00
ShopSimon
-24%
Bella Vita
Jani Boots Womens Black Leather Kitten Heel Ankle Bootie LION33
$106.25
$140.00
ShopSimon
-46%
Strive Footwear
Womens Bamford Ii Boots In Rust
$96.00
$179.00
ShopSimon
-67%
Pedro Garcia
Womens Zarela Suede Boots In Alpaca Castoro Shierling Beige
$249.00
$761.00
ShopSimon
-55%
Aquazzura
Brown Suede Brooklyn Ankle Length Boots
$334.00
$750.00
ShopSimon
-45%
Ziera
Womens Shanghai Xf Boots In Dark Tan Leather
$144.00
$260.00
ShopSimon
-53%
Vaneli
Womens Shermy Suede Boot In Military Suede
$118.00
$250.00
ShopSimon
Casadei
Brown Suede Bow Detail Ankle Length Boots
$324.00
ShopSimon
-66%
Eileen Fisher
Womens Bayo Earth Booties In Earth Tumbled Nubuck
$90.00
$265.00
ShopSimon
-30%
Belle & Bloom
Fearless Clog Ankle Boot
$160.96
$229.95
ShopSimon
-18%
Bueno
Womens Jana Ankle Boots In Bordeaux Suede
$165.00
$200.00
ShopSimon
-48%
Söfft
Womens Marley Ankle Boots In Chocolate Brown
$153.00
$294.00
ShopSimon
-45%
FLY London
Womens Mebi Block Heel Boots In Dark Brown
$171.00
$310.00
ShopSimon
Sergio Rossi
Beige Suede Stud Trim Wooden Platform Pointed Toe Mules
$405.00
ShopSimon
-48%
Eric Michael
Womens Garda Boot In Taupe Brown
$104.00
$200.00
ShopSimon
-36%
Journee Collection
Medium and Wide Width Womens Cappri Booties Red
$69.99
$109.99
ShopSimon
-43%
Marc Fisher
Womens Yanara Heeled Bootie In Black / White Snake Gray
$107.00
$189.00
ShopSimon
-45%
Ziera
Womens Shanghai Xf Boots In Black & Forest Flower
$144.00
$260.00
ShopSimon
-43%
Ziera
Womens Zolio W Boots In Black Leather/ Black Sole
$114.00
$200.00
ShopSimon
-33%
Journee Collection
Journee Womens Tru Comfort Foam Gwenn Bootie Red
$59.99
$89.99
ShopSimon
-52%
Eileen Fisher
Womens Beau Sport Suede Bootie In Savana Brown
$149.00
$310.00
ShopSimon
This season’s trends
- Dolce & Gabbana sandals
- Ecco sandals
- Gray Nike shorts
- Straw hats for men
- Prada sandals for women
- Swim trunks for women
- Moschino sandals
- Gucci shorts for men
- Gucci sandals
- Linen shirts for men
- Dr. Martens sandals
- Nike summer shoes for women
- Skechers summer shoes for women
- Clarks summer shoes for women
- HUGO BOSS sandals
- Cargo shorts for women
- Nike summer shoes for men
- Off-white sandals
- Skechers sandals
- Skechers sandals for women
- Lee shorts for women
- Amiri shorts
- Clarks sandals for women
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