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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
-47%
Vionic
Womens Uptown Sur Boot In Dark Khaki Green
$95.00
$180.00
ShopSimon
-16%
Vionic
Womens Vionic Finn Boots Dark Khaki Suede Block Heel Ankle Bootie ZAP2114 Green
$160.00
$190.00
ShopSimon
-51%
Vionic
Womens Wilma Ankle Boot In Olive Green
$105.00
$216.00
ShopSimon
-43%
Bueno
Womens Cora Nubuck Boot In Army Green
$118.00
$207.00
ShopSimon
-45%
Stuart Weitzman
Bacari Block-eel Ankle Boots in Grey Suede Gray
$322.00
$581.00
ShopSimon
-59%
Marc Fisher
Womens Mariel Ankle Boots In Dark Green
$82.00
$199.00
ShopSimon
-5%
Xti
Womens Suede Wedge Booties By XTI Green
$112.95
$119.00
ShopSimon
-55%
Stuart Weitzman
Block-Heel Ankle Boots in Nude Leather Brown
$309.00
$694.00
ShopSimon
-72%
Vaneli
Womens Vanity Bootie In Black Suede Gray
$160.00
$575.00
ShopSimon
-45%
Eric Michael
Womens Sparta Ankle Boots In Grey Gray
$241.00
$437.00
ShopSimon
-48%
Söfft
Womens Marley Ankle Boots In Chocolate Brown
$153.00
$294.00
ShopSimon
-49%
Pikolinos
Women Calafat Heeled Boots In Marfil White
$173.00
$338.00
ShopSimon
-36%
Liberty Black
Womens Elsa Python Skin Boots In Brown
$183.00
$288.00
ShopSimon
-17%
Vaneli
Womens Holly Waterproof Suede Boot In Camel Brown
$208.00
$250.00
ShopSimon
-77%
Ferragamo
Mid Heel Ankle Boots in Black Suede
$245.00
$1,050.00
ShopSimon
-44%
Steve Madden
Womens Steve Madden Hint Boots Sand Suede Lace Up Block Heel Ankle JOBB205 Beige
$89.95
$160.00
ShopSimon
-45%
Eric Michael
Womens Julia Ankle Boot In Brown
$191.00
$345.00
ShopSimon
-73%
Ferragamo
Black Leather Gancini Ankle Length Boots
$336.00
$1,225.00
ShopSimon
-45%
Eric Michael
Womens Karen Ankle Boot In Brown
$211.00
$382.00
ShopSimon
-45%
Eric Michael
Womens Jasper Ankle Boot In Brown Leather
$211.00
$382.00
ShopSimon
-44%
Matisse Footwear
Womens Caty Boots In Fawn Suede Brown
$168.00
$300.00
ShopSimon
-25%
Mia
Womens Mia Harlow Boots Beige Faux Suede Block Heel Ankle Bootie ZOGG962
$90.00
$120.00
ShopSimon
-16%
Rag & Bone
Rag & Bone, NY Newbury back zip ankle boots Gray
$404.00
$478.40
ShopSimon
-48%
Kork-ease
Womens Kalista Leather Ankle Boot In Tan Brown
$150.00
$288.00
ShopSimon
-45%
Antelope
Womens Everly Leather Boots In Brown
$159.00
$288.00
ShopSimon
-53%
Stuart Weitzman
Black Suede Ankle Boots
$315.00
$670.00
ShopSimon
-63%
Stuart Weitzman
Coban Ankle Boots in Black Leather
$272.00
$728.00
ShopSimon
Staud
Staud Womens Wally Ankle Boot, Espresso Brown
$395.25
ShopSimon
-62%
Jimmy Choo London
Womens Cruz 95 Lace-Up Felt Ankle Boots In Grey Gray
$265.00
$695.00
ShopSimon
-31%
Giuseppe Zanotti
Black Leather Ankle Booties
$315.00
$455.00
ShopSimon
-72%
Chie Mihara
Womens Kentin Leather Ankle Boots In Nude Brown
$261.00
$943.00
ShopSimon
-44%
Lola Cruz
Womens Richie Ankle Boots In Brown Suede
$163.00
$292.00
ShopSimon
Jimmy Choo London
Tan Suede Ankle Length Booties Brown
$403.00
ShopSimon
-2%
Forward
Ankle Boots With Adjustable Coulisse Closure Gray
$411.62
$421.10
ShopSimon
-52%
Maison Margiela
Two Toned Ankle Boots in Red Leather Brown
$420.00
$866.00
ShopSimon
-16%
Aquazzura
Black Mesh And Suede Pointed Toe Hot Stuff Ankle Booties
$317.00
$377.00
ShopSimon
-12%
Pikolinos
Womens Pikolinos Calafat W1Z-8977C1 Boots Black Leather Booties ZOGG382
$230.00
$260.00
ShopSimon
-18%
Alexander Wang
Black Leather Gabi Ankle Length Boots
$336.00
$408.00
ShopSimon
-38%
Vaneli
Womens Holly Waterproof Ankle Boots In Black
$155.00
$250.00
ShopSimon
-45%
Eric Michael
Womens Freya Ankle Boots In Black
$211.00
$382.00
ShopSimon
-45%
Eric Michael
Womens Dina Booties In Black
$241.00
$437.00
ShopSimon
-73%
Sergio Rossi
Black Leather Spiral Zip Ankle Heel Boots
$355.00
$1,317.00
ShopSimon
-45%
Patrizia Bonfanti
Womens Kuni No Lace Cocco Ankle Boot In Black
$197.00
$357.00
ShopSimon
-43%
Seychelles
Desirable Boot In Off White
$124.00
$219.00
ShopSimon
-35%
Journee Collection
Collection Womens Tru Comfort Foam Sorren Booties Red
$64.99
$99.99
ShopSimon
-45%
Eric Michael
Womens Sharlene Ankle Boot In Black
$191.00
$345.00
ShopSimon
-37%
Xti
Womens Ankle Booties In Gold
$81.00
$128.00
ShopSimon
-49%
Diba
Womens Majes Tic Boots In Spice White
$81.00
$159.00
ShopSimon
-35%
Corkys Footwear
Womens Scootin Cowboy Boots In White
$89.00
$136.00
ShopSimon
-48%
Kork-ease
Womens Kalista Leather Ankle Boot In Black
$150.00
$288.00
ShopSimon
-43%
Seychelles
Womens Dinner Date Boot In Ivory White
$111.00
$196.00
ShopSimon
-54%
Cordani
Womens Piper Western Ankle Boot In Black Leather
$211.00
$455.00
ShopSimon
-52%
Ara
Womens Malmo Boots In Cream White
$110.00
$230.00
ShopSimon
-24%
SUGAR
Womens Sugar Nightlife Bootie Black Faux Suede Side Zip Ankle Boots GAL1188
$65.00
$85.00
ShopSimon
-19%
Chinese Laundry
Womens Chinese Laundry Filip Boots White Leather Pull On Booties ZAP1893
$129.99
$160.00
ShopSimon
-34%
Giani Bernini
Womens Memory Foam Artemyss Booties In Chocolate Brown
$66.00
$100.00
ShopSimon
-57%
All Black
Wow Bootie In Ivory White
$107.00
$251.00
ShopSimon
-23%
Panama Jack
Trav B2 - Womens Black Side Zipped Leather Ankle Boots
$221.40
$287.82
ShopSimon
-5%
Andrea
Womens Fashion Booties Side Zipper White
$112.95
$119.00
ShopSimon
-55%
Aquazzura
Ankle Boots in Brown Suede
$424.00
$945.00
ShopSimon
-71%
Laurence Dacade
Merli Ankle Booths in Black Distressed Calfskin Leather
$374.00
$1,277.00
ShopSimon
-10%
United Nude
Gem Sock Hi Brown
$305.00
$339.25
ShopSimon
-50%
Betsey Johnson
Cady Pearl Ankle Boot In Pearl White
$115.00
$228.00
ShopSimon
-37%
Xti
Womens Ankle Booties In Gold
$81.00
$128.00
ShopSimon
-37%
Xti
Womens Ankle Booties In Gold
$81.00
$128.00
ShopSimon
-31%
Mia
Prairie Booties In Gold
$59.00
$86.00
ShopSimon
-34%
Dries Van Noten
65 Ankle Boots in Brown Suede
$427.00
$647.00
ShopSimon
-53%
Vionic
Womens Bishop Boots In Stone White
$87.00
$185.00
ShopSimon
-71%
Stuart Weitzman
Renegade Pointed-Toe Ankle Boots in Beige Leather
$173.00
$595.00
ShopSimon
United Nude
Jimmy Mid Ii Black
$215.00
ShopSimon
-42%
Born
Womens Reis Boot In Black
$169.00
$290.00
ShopSimon
-4%
Panama Jack
Panama Jack Womens Pauline B9 Bark Waterproof Leather Heeled Ankle Boots Brown
$250.00
$259.99
ShopSimon
-64%
Matisse Footwear
Womens Caty Boot In Ivory Snake White
$71.00
$196.00
ShopSimon
-11%
Rag & Bone
Rag and bone, black suede ankle boots
$421.00
$475.00
ShopSimon
-52%
Stuart Weitzman
Womens Maeve Zip Square-Toe Ankle-Boots In Black
$311.00
$650.00
ShopSimon
-33%
Xti
Womens 14503503 Ankle Boot In Taupe Gray
$86.00
$128.00
ShopSimon
-71%
Stuart Weitzman
Renegade Pointed-Toe Ankle Boots in Brown Leather
$173.00
$595.00
ShopSimon
-24%
Xti
Womens Side Zipper Booties In Taupe Gray
$88.00
$116.00
ShopSimon
-38%
Xti
Womens Leather Ankle Booties In Taupe Gray
$84.00
$135.00
ShopSimon
-25%
Xti
Womens Microfiber Ankle Boots In Taupe Gray
$89.00
$119.00
ShopSimon
-9%
Xti
Womens Block Heel Braided Style Ankle Booties Gray
$107.95
$119.20
ShopSimon
-30%
Xti
Womens Suede Block Heel Booties In Taupe Gray
$116.00
$165.00
ShopSimon
-21%
Softwalk
Womens SoftWalk Roselle Dark Gray Leather Double Zip Ankle Boots HAWK921
$149.95
$190.00
ShopSimon
-34%
Söfft
Womens Bridgett Waterproof Suede Ankle Booties In Taupe Gray
$105.00
$159.00
ShopSimon
-29%
Rockport
Womens Gratasha V-Cut Boots In Taupe Gray
$98.00
$138.00
ShopSimon
-16%
Söfft
Leanna SF0090280 Boots Women Dark Taupe Waterproof Ankle KHD2611 Gray
$151.96
$180.00
ShopSimon
-19%
Vince Camuto
Womens Vince Camuto Sahra Boots Toasted Taupe Suede Ankle Bootie HAWK2045 Brown
$179.00
$220.00
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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