Get 5 stars in the category "Equipment" of the Garden Contest. You can enter the Garden Contest by pressing Enter (sell the house) and click on "submit garden for contest".
Easy way to get the Achievement:
Buy the "Huckster's House". Go in the garden and buy following furniture:
1x Sofa Jamaica
2x Chair Jamaica
1x Table Jamaica
2x Couch Beto
1x Garden umbrella Nasofa
1x Carousel Asobi
1x Grill Fury
20x Ball Solar lamp
1x Alu Arbor
Hammock Melod or Drelod
Enter the Garden Contest and choose "American".