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High-Heel Ankle Boots
ShopSimon (formerly Shop Premium Outlets) High-Heel Ankle Boots
ShopSimon (formerly Shop Premium Outlets) High-Heel Ankle Boots
ShopSimon (formerly Shop Premium Outlets) High-Heel Ankle Boots
-35%
Clarks
Edina Up Tan Suede Brown
$99.99
$155.00
ShopSimon
-58%
Matisse Footwear
Womens Celeste Pointed Toe Bootie In Camel Brown
$75.00
$180.00
ShopSimon
-63%
Acne Studios
Donna Western Ankle Boots in Brown Suede
$222.00
$595.00
ShopSimon
-39%
Mustang
Womens Brown Floral Heeled Ankle Boots - M0162012
$152.99
$250.00
ShopSimon
-60%
Jessica Simpson
Womens Luminna Block Heeled Bootie In Oxblood Red
$40.00
$99.00
ShopSimon
-44%
Gabor
Womens 75-915 Ankle Boot In Mohair Gray
$154.00
$275.00
ShopSimon
-12%
Nine West
Womens Nine West Gorgeen Boots Noisette Suede Block Heel Booties HTAT529 Beige
$149.00
$170.00
ShopSimon
-14%
David Tate
Womens David Tate Taxi Boots Black Leather Block Heel Ankle Bootie JOBB303
$154.95
$180.00
ShopSimon
-16%
Blondo
Womens Samara Bootie In Dark Taupe Brown
$118.00
$140.00
ShopSimon
Sophia Webster
Black Embroidered Suede Liliana Ankle Length Boots
$317.00
ShopSimon
-20%
Calvin Klein
Broma Boots Womens White Leather Block Heel Bootie LION470
$100.56
$125.00
ShopSimon
-34%
Xti
Womens Suede Booties By XTI Black
$76.95
$115.99
ShopSimon
-26%
Söfft
Siri Boots Green Camo Leather Waterproof Wedge Heel Ankle JOBB115
$139.95
$190.00
ShopSimon
-52%
Isabel Marant
Dewina Ankle Boots in Burgundy Suede Red
$345.00
$716.00
ShopSimon
-55%
Lucky Brand
Ailein Bootie Black
$67.00
$149.00
ShopSimon
-17%
Camper
Womens Wonder Booties In Burgundy White
$199.00
$240.00
ShopSimon
-27%
Lucky Brand
Quinlee Boots Womens Henna Leather Block Heel Ankle Bootie JOBB1649 Red
$139.00
$190.00
ShopSimon
-26%
Steve Madden
Cate Boots Womens Black Pointed Toe Block Heel Bootie RHS5988
$139.95
$190.00
ShopSimon
-13%
Anne Klein
Moore Bootie Womens Sand Leather Block Heel Ankle Boots LION344 Beige
$95.00
$109.65
ShopSimon
-15%
Cole Haan
Womens Cole Haan Holis Boots Black Leather Almond Toe Ankle Bootie ZOGG2169
$170.00
$200.00
ShopSimon
-61%
Hogan
Zip Up Ankle Boots Black
$184.00
$470.00
ShopSimon
-15%
Naturalizer
Braxton Boots Womens Cabernet Block Heel Ankle Bootie LION1058 Red
$119.00
$140.00
ShopSimon
-21%
Alegria
Oaklee Boots Womens Black Leather Side Zip Ankle Bootie ZOGG3639
$150.00
$190.00
ShopSimon
-54%
Regarde le ciel
Womens Jolene-29 Ankle Boot In Black
$107.00
$235.00
ShopSimon
-35%
Style & Co.
Womens Laleen Ankle Boot In Black
$52.00
$80.00
ShopSimon
-22%
Anne Klein
Moore Boots Womens Beige Almond Toe Block Heel Booties LION588
$109.65
$140.00
ShopSimon
-23%
Guess
Danca Boots Womens Brown Faux Leather Block Heel Platform Booties LION650
$84.15
$110.00
ShopSimon
-13%
Cole Haan
Elyse W29130 Boots WomensB Madeira Leather Ankle Bootie ZOGG2846 Brown
$129.99
$150.00
ShopSimon
Journee Collection
Women & apos;s Rimi Medium and Wide Width Booties Red
$108.00
ShopSimon
-61%
Ferragamo
Spider Ankle Boots - Wide Width Black
$389.99
$995.00
ShopSimon
-14%
Chinese Laundry
Chinese Laundry Amie Boots Womens Black Block heel Ankle Bootie Hawk2961
$59.99
$70.00
ShopSimon
Laurence Dacade
Black Suede Pete Studded Ankle Boots
$283.00
ShopSimon
-26%
Lucky Brand
Bofrida Boots Womens 6 Black Leather Block Heel Ankle Bootie ZPO3489
$111.20
$150.00
ShopSimon
-17%
Journee Collection
Journee Audrina Bootie Black Zipper Square Toe Block Heel HAWK410
$74.99
$90.00
ShopSimon
-57%
Isabel Marant
Ritza Glitter-coated Ankle Boots in Glitter Silver
$403.00
$948.00
ShopSimon
-49%
Aquazzura
Baroque Block-Heel Ankle Boots in Navy Blue Velvet
$420.00
$828.00
ShopSimon
-22%
Maison Margiela
Maison Martin Margiela Size 36 Tan Leather Peep Toe Booties
$423.50
$540.23
ShopSimon
-5%
Pinko
Black Viola 02 Pointed Toe Block Heel Leather Ankle Boots
$448.12
$471.94
ShopSimon
Carolina Herrera
Logo Embossed Black
$470.00
ShopSimon
AGL
Black Tiggy Plastic Platform Boots
$475.38
ShopSimon
-35%
Damy
Black Suede Zip Ankle Boots
$474.48
$727.93
ShopSimon
-23%
Via Roma 15
Tacco 50 Chic Mini V Suede Ankle Boots Brown
$482.53
$624.06
ShopSimon
-23%
Via Roma 15
Tacco 50 Chic Mini V Suede Ankle Boots Black
$482.53
$624.06
ShopSimon
-18%
La Canadienne
Maggie Boots Womens Black Block Heel Ankle Bootie ZOGG3691
$495.00
$600.00
ShopSimon
Moma
Black Caesar Vintage Zip Leather Ankle Boots
$518.69
ShopSimon
-31%
Roberto Festa Milano
Black Loren Side Zip High Heel Leather Ankle Boots Gray
$524.31
$761.47
ShopSimon
-31%
Roberto Festa Milano
Dark Brown Loren Side Zip High Heel Leather Ankle Boots Gray
$524.31
$761.47
ShopSimon
-12%
Hogan
Womens Interaction Ankle Boots In Black
$572.00
$650.00
ShopSimon
-31%
Roberto Festa Milano
Black Pointed Toe High Block Heel Cross80p Suede Boots
$600.65
$872.65
ShopSimon
-24%
Dries Van Noten
Animal-Print Ankle Boots in Multicolor Leather Brown
$609.00
$804.00
ShopSimon
-12%
Hogan
Womens H581 Ankle Boots In Green
$616.00
$700.00
ShopSimon
-50%
Valentino
Rockstud Leather Booties
$639.99
$1,270.00
ShopSimon
-41%
Ferragamo
Womens Ankle Sude Booties In Black
$678.00
$1,140.00
ShopSimon
-9%
Hogan
Ankle Boots with Rounded Toe and Side Zipper Closure Brown
$722.26
$797.05
ShopSimon
-16%
Stuart Weitzman
Calf Leather Bos Taurus Ankle Womens Boots Brown
$732.00
$874.00
ShopSimon
-24%
Isabel Marant
Black Dewina Gz Pointed-Toe Cuban Heel Suede Ankle Boots
$733.38
$970.94
ShopSimon
-29%
Isabel Marant
Black Dewina Gz Pointed-Toe Cuban Heel Leather Ankle Boots
$763.96
$1,075.68
ShopSimon
-31%
Maison Margiela
Black Ergonomic Square Toe Leather Ankle Boots
$769.75
$1,118.46
ShopSimon
-44%
Jimmy Choo London
Bryelle 85 Leather Ankle Boots, Brand Size 36 ( US Size 6 ) White
$779.92
$1,395.00
ShopSimon
-22%
Our Legacy
Polished Black Camion Ankle Boots
$740.80
$947.20
ShopSimon
-17%
PARIS TEXAS
Anja 70 Pointed-Toe Suede Block Heel Ankle Boots Black
$803.50
$962.81
ShopSimon
-22%
PARIS TEXAS
Pointed-Toe Suede Ankle Boots With Metallic Detailing Brown
$864.95
$1,102.38
ShopSimon
-22%
PARIS TEXAS
Pointed-Toe Suede Ankle Boots With Metallic Detailing Black
$864.95
$1,102.38
ShopSimon
-31%
Maison Margiela
Brown Ergonomic Square Toe Suede Ankle Boots
$877.78
$1,271.25
ShopSimon
-12%
Maison Margiela
Anatomici Smooth Leather Block Heel Ankle Boots Black
$879.71
$1,001.42
ShopSimon
-21%
Jacquemus
Leather Ankle Womens Boots Black
$924.00
$1,170.00
ShopSimon
-10%
PARIS TEXAS
Black Arrow Toe Leather Boots
$925.13
$1,029.53
ShopSimon
-50%
Valentino
Tan-Go Leather Boots Pink
$939.99
$1,870.00
ShopSimon
-21%
Dries Van Noten
Leather Ankle Womens Boots Black
$965.00
$1,226.00
ShopSimon
-21%
Jimmy Choo London
Camie heeled ankle boots Black
$1,012.00
$1,276.50
ShopSimon
-2%
Aquazzura
Suede Leather Ankle Womens Boots
$1,027.00
$1,047.00
ShopSimon
-3%
The Attico
Pointed Toe Ankle Boots with Geometric Heel Black
$1,236.24
$1,269.93
ShopSimon
-12%
Marsèll
Calfskin Ankle Womens Boots Black
$1,292.00
$1,472.00
ShopSimon
-41%
Isabel Marant
Suede Ankle Boots Black
$1,416.00
$2,410.00
ShopSimon
-6%
Rene Caovilla
Leather Ankle Womens Boots Black
$1,696.00
$1,798.00
ShopSimon
-46%
Maison Margiela
Tabi Ankle Boots Black
$2,285.00
$4,210.00
ShopSimon
-19%
Maison Margiela
Heel-Less Black Leather Ankle Boots With Pointed Toe
$1,669.71
$2,049.79
ShopSimon
-1%
Le Silla
Suede Leather Ankle Womens Boots Brown
$1,494.00
$1,512.00
ShopSimon
-12%
Maison Margiela
Tabi Split-Toe Leather Ankle Boots Black
$2,031.66
$2,301.93
ShopSimon
-50%
Journee Collection
Journee Womens Rimi Medium and Wide Width Booties Blue
$54.00
$108.00
ShopSimon
-50%
Journee Collection
Journee Womens Rimi Medium and Wide Width Booties Brown
$54.00
$108.00
ShopSimon
-46%
Journee Collection
Collection Womens Tru Comfort Foam Wide Width Noralinn Booties Brown
$69.99
$129.99
ShopSimon
-46%
Journee Collection
Collection Womens Tru Comfort Foam Wide Width Noralinn Booties Orange
$69.99
$129.99
ShopSimon
-50%
Journee Collection
Journee Womens Rimi Medium and Wide Width Booties Black
$54.00
$108.00
ShopSimon
-50%
Journee Collection
Journee Womens Rimi Medium and Wide Width Booties Gray
$54.00
$108.00
ShopSimon
-54%
Bella Vita
Jani Ankle Boot Gray 51-2467 Womens
$58.00
$125.00
ShopSimon
-42%
Journee Collection
Collection Womens Tru Comfort Foam Hayven Booties Green
$69.99
$119.99
ShopSimon
-38%
Journee Collection
Medium and Wide Width Womens Romer Booties Green
$79.99
$129.99
ShopSimon
-33%
Xti
Womens Suede Booties By XTI Green
$66.95
$99.99
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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