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Heeled Ankle Boots
ShopSimon (formerly Shop Premium Outlets) Heeled Ankle Boots
ShopSimon (formerly Shop Premium Outlets) Heeled Ankle Boots
ShopSimon (formerly Shop Premium Outlets) Heeled Ankle Boots
-3%
Laura Vita
Womens Floral Goth Victorian Black Leather Heeled Ankle Boots - Alcizeeo-190
$196.99
$202.49
ShopSimon
-3%
Pikolinos
Womens Daroca Tassel Ankle Bootie In Caoba Brown
$230.00
$237.00
ShopSimon
-29%
Naturalizer
River Boots Womens Red Leather Side Zip Block Heel Bootie JOBB1746
$170.00
$240.00
ShopSimon
-27%
Andrea
Fashion Dress Booties White
$79.95
$109.00
ShopSimon
-31%
Blowfish
Womens Walker Heeled Ankle Boots In Bronze Roller Reptile Brown
$55.00
$80.00
ShopSimon
-38%
AGL
Womens Ginny Heeled Ankle Booties In Ivory White
$324.00
$520.00
ShopSimon
-76%
Ganni
Ganni Western Style Ankle Boots in Black Suede
$124.00
$507.00
ShopSimon
-44%
Steve Madden
Hint Boots Womens Sand Suede Lace Up Block Heel Ankle JOBB205 Beige
$89.95
$160.00
ShopSimon
-6%
Stuart Weitzman
Stuart Weitzman Brown
$331.00
$351.00
ShopSimon
-28%
Corkys Footwear
Womens High Standards Booties Brown
$65.00
$90.00
ShopSimon
-77%
3.1 Phillip Lim
Alix Heeled Ankle Boots in Cream Leather White
$138.00
$595.00
ShopSimon
-18%
Jellypop
Womens Shelby Ankle Boots In Silver Glitter
$53.00
$65.00
ShopSimon
-46%
Gabor
Womens Baccara Ankle Boot In Grey Gray
$144.00
$269.00
ShopSimon
-13%
Cafènoir
Cafenoir Leather Women Ankle Womens Boot Brown
$232.00
$267.00
ShopSimon
-68%
NYDJ
Tonesu Boots Womens US 8.5 Saddle Suede Block Heel Ankle Bootie ZPO3475 Brown
$67.93
$210.00
ShopSimon
-35%
Vaneli
Womens Marina Boots In Taupe Stretch Knit Gray
$113.00
$175.00
ShopSimon
-21%
Alfani
Paam Boots Womens Black Leather Almond Toe Ankle Bootie LION391
$59.21
$75.00
ShopSimon
-22%
Ash
Brown Pointed Toe Suede Zip Ankle Boots Black
$339.54
$434.23
ShopSimon
-26%
Steve Madden
Ever Boots Womens 7.5 Green Velvet Block Heel Ankle Bootie ZPO3488
$95.96
$130.00
ShopSimon
-27%
Xti
Womens Booties By XTI Black
$72.95
$99.99
ShopSimon
-19%
Furla
Black Suede Pointed-Toe Ankle Boots
$278.53
$341.87
ShopSimon
-39%
Söfft
Womens Beckie Ankle Boots In Navy Blue
$113.00
$184.00
ShopSimon
-2%
Högl
Black Delight Sheepskin-Lined Boots
$351.44
$357.26
ShopSimon
-50%
Sanctuary
Sleek Leather Bootie Brown
$89.98
$179.00
ShopSimon
-50%
Cecelia New York
Womens Knowlton Boots In Pewter Stretch Leather Silver
$94.00
$189.00
ShopSimon
-39%
Söfft
Womens Albany Ankle Boot In Black
$115.00
$190.00
ShopSimon
-9%
Silent D
Womens Yasmin Platform Booties In Taupe Suede Brown
$218.00
$240.00
ShopSimon
-30%
J/Slides
Womens Viceroy Studded Platform Booties In Black
$153.00
$220.00
ShopSimon
-17%
Senso
Pointed-Toe Wedge Ankle Boots Gray
$321.81
$388.17
ShopSimon
-24%
Bella Vita
Raquel Boots Womens Saddle Leather Ruched Ankle Booties LION277 Brown
$106.25
$140.00
ShopSimon
-31%
Xti
Womens Block Heel Suede Ankle Booties Refresh Collection By XTI Brown
$83.95
$121.00
ShopSimon
-9%
Camper
Womens Katie Ankle Boot In Black
$178.00
$195.00
ShopSimon
-14%
Alexander Wang
Black Leather Gabi Ankle Length Boots Size 36.5
$170.50
$198.83
ShopSimon
-3%
Laura Vita
Womens Green Floral Victorian Leather Lace-up Ankle Boots - Anitao - 15
$196.99
$202.49
ShopSimon
-39%
Mustang
Womens Burgundy Floral Heeled Ankle Boots - M0162012 White
$152.99
$250.00
ShopSimon
-29%
Bueno
Womens Cora Ankle Boots In Teak Silver
$107.00
$150.00
ShopSimon
-4%
Betsey Johnson
Womens Louisa Ankle Bootie In Fuchsia Multi
$124.00
$129.00
ShopSimon
-3%
Laura Vita
Womens Goth Victorian Floral Wine Leather Lace-Up Heeled Boots - Eleao-42 Pink
$203.99
$209.24
ShopSimon
-38%
Gabor
Womens Foldover Ankle Boots In Black
$170.00
$275.00
ShopSimon
-23%
Pikolinos
WomenS Ankle Boots With Buckle In Black
$177.00
$230.00
ShopSimon
-14%
United Nude
Mobius Ankle Bootie Hi
$395.00
$460.00
ShopSimon
-27%
Sun + Stone
Womens Asterr Ankle Boots In Auburnn Mc Orange
$51.00
$70.00
ShopSimon
-20%
Charlotte Olympia
Lucinda Size 37.5 Black Leather Ankle Length Boots
$339.90
$427.42
ShopSimon
-23%
Vionic
Womens Brighton Boots In Mink Brown
$116.00
$150.00
ShopSimon
-24%
Bella Vita
Jani Boots Womens Gray Leather Kitten Heel Ankle Bootie LION32
$106.25
$140.00
ShopSimon
FitFlop
Fitflop Womens Platform Zip Up Ankle Boot in All Black
$227.20
ShopSimon
-17%
Chinese Laundry
Womens Chinese Laundry Boots White Canvas Lug Sole Block Heel Ankle ZAP2081
$99.95
$120.00
ShopSimon
-30%
Refresh
Womens Side Zipper Suede Booties In Taupe Gray
$94.00
$135.00
ShopSimon
-8%
Tamaris
Womens Brown Faux Heeled Ankle Boots - 25354-43
$105.99
$114.99
ShopSimon
-25%
Homers
Womens Sharon Heeled Ankle Suede Boot In Crosta Negro Black
$328.00
$440.00
ShopSimon
-30%
Aetrex
Womens Dawn Boots In Dark Brown
$126.00
$180.00
ShopSimon
-17%
Mia
Womens MIA Tasia Boots Beige Leather Block Heel Ankle Bootie HTAT208
$49.99
$60.00
ShopSimon
-15%
Xti
Womens Block Heel Suede Ankle Booties In Beige
$158.00
$185.00
ShopSimon
-8%
Pikolinos
Pikolinos Womens Brown Leather Zipped Heel Ankle Boots - San Sebastia
$199.99
$216.99
ShopSimon
-13%
Softwalk
Womens Softwalk Roselle Boots Luggage Leather Ankle Bootie HAWK3021 Brown
$164.95
$190.00
ShopSimon
-59%
Söfft
Womens Beatrice Boot In Sand Brown
$65.00
$160.00
ShopSimon
-17%
Qupid
Womens Kolby Boot In Cream White
$43.00
$52.00
ShopSimon
-9%
Pikolinos
Pikolinos Womens Black Leather Lace-Up Mid-Heel Ankle Boots - Malaga
$197.99
$216.99
ShopSimon
-14%
Andrea
Womens Animal Print Ankle Boot In Brown
$105.00
$122.00
ShopSimon
-48%
Eric Michael
Womens Isabella Boots In Black
$102.00
$195.00
ShopSimon
-54%
Regarde le ciel
Womens Jolene-29 Ankle Boot In Empire Black
$107.00
$235.00
ShopSimon
-2%
Pikolinos
Pikolinos Womens Black Leather Ankle Bootie Zip Heel Boots - Daroca Brown
$195.99
$200.00
ShopSimon
-58%
Isabel Marant
Derst 60 Ankle Boots in Black Suede
$209.00
$499.00
ShopSimon
-21%
Matisse Footwear
Womens Caty Ankle Boots In Espresso Croc Black
$165.00
$209.00
ShopSimon
-3%
Laura Vita
Floral Womens Victorian Bronze Leather Heel Ankle Boots - Alcbaneo-130 Gold
$189.99
$195.74
ShopSimon
-29%
Eric Michael
Womens Tyra Ankle Boot In Black
$107.00
$150.00
ShopSimon
-36%
David Tate
Womens Popular Leather Ankle Boots In Brown Pebble Grain Gray
$89.00
$140.00
ShopSimon
-44%
Vic Matié
Womens Western Ankle Boot In Dove Grey Beige
$299.00
$530.00
ShopSimon
-8%
Tamaris
Womens Black Faux Heeled Ankle Boots - 25354-43
$105.99
$114.99
ShopSimon
-28%
Vaneli
Womens Nalda Ankle Boots In Taupe Suede Brown
$212.00
$295.00
ShopSimon
-22%
Style & Co.
Style & Co Saraa Boot Womens Brown Block Heel Slouch Mid-Calf Booties LION605
$50.99
$65.00
ShopSimon
-9%
Pikolinos
Womens Bayona Booties In Black
$192.00
$210.00
ShopSimon
-25%
Xti
Womens Refresh 172925 Booties In Black
$96.00
$128.00
ShopSimon
-13%
Cole Haan
Elyse W14979 Boot Womens Black Leather 60 mm Ankle Bootie ZOGG3244
$129.99
$150.00
ShopSimon
-20%
Style & Co.
Style & Co Zaharaa Boots Womens Cognac Block Heel Ankle Bootie LION188 Brown
$67.58
$85.00
ShopSimon
-17%
Bella Vita
Womens Bella Vita Diaz Boots Brown Leather Block Heel Ankle Booties HAWK1767
$124.99
$150.00
ShopSimon
-36%
Mia
Womens Alejo Western Ankle Bootie In Off White
$60.00
$94.00
ShopSimon
-21%
Softwalk
Womens SoftWalk Roselle Dark Gray Leather Double Zip Ankle Boots HAWK921
$149.95
$190.00
ShopSimon
-57%
Matisse Footwear
Womens Lane Ankle Boot In Ivory
$47.00
$110.00
ShopSimon
-45%
Diba
Womens True Sky Mid-Calf Boots In Dark Dust Brown
$82.00
$149.00
ShopSimon
-21%
Proenza Schouler
White Leather Ankle Length Boots Size 38
$378.40
$479.38
ShopSimon
-20%
Mi.iM
Womens Josie Ankle Boots In Beige
$48.00
$60.00
ShopSimon
-49%
Cole Haan
Womens Abbot Boots In Black
$103.00
$200.00
ShopSimon
-23%
Guess
Danca Boots Womens Brown Faux Leather Block Heel Platform Booties LION650
$84.15
$110.00
ShopSimon
-9%
Pikolinos
Pikolinos Womens Brown Leather Lace-Up Mid-Heel Ankle Boots - Malaga
$197.99
$216.99
ShopSimon
-22%
Anne Klein
Moore Boots Womens Beige Almond Toe Block Heel Booties LION588
$109.65
$140.00
ShopSimon
Sophia Webster
Black Embroidered Suede Liliana Ankle Length Boots
$317.00
ShopSimon
-38%
Django & Juliette
Womens Birdi Ankle Boot In Dark Olive Leather Green
$154.00
$250.00
ShopSimon
-26%
Steve Madden
Cate Boots Womens Black Pointed Toe Block Heel Bootie RHS5988
$139.95
$190.00
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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